US 12,252,503 B2Granted

Cannabinoid derivatives

AssigneeCanopy Growth Corporation

InventorsJeffrey Alan Omeara, Heinz Werner Pauls

Life of this patent

Estimating the term…

Abstract

This disclosure relates generally to cannabinoid derivatives, pharmaceutical compositions comprising them, and methods of using the cannabinoid derivatives.

Claims10

Dependent claims

A compound selected from:

6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl propyl methylphosphonate;
6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl methylphosphonate;
6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;
6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;
6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl cyclopentylphosphonate;
ethyl (((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
methyl ((1,1-difluoroethyl) ((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
methyl (((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;
isopropyl (((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
neopentyl (((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
ethyl 3-(((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl) propanoate;
ethyl 3-(((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl) propanoate;
ethyl 4-(((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl) butanoate;
3-(((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;
3-(((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;
((((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;
2-((((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;
1-((((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;
((benzyl ((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl acetate;
((((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl pivalate;
6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl ((dimethoxyphosphoryl)methyl) phosphonate;
6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl (1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate;
2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;
4-(3-fluorophenyl)-2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
4-(3-chlorophenyl)-2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;
2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;
di-tert-butyl (((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)methyl)phosphate;
((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)methyl methyl phenyl phosphate;
2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl dimethyl phosphate;
ammonium 2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl hydrogen phosphate;
((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;
ethyl (6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl) methylphosphonate;
ethyl (6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl) phenylphosphonate;
ethyl (6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl) benzylphosphonate;
6-hydroxy-3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2-yl methyl methylphosphonate;
6-hydroxy-3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;
6-hydroxy-3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;
ethyl (6-hydroxy-3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2-yl) benzylphosphonate;
ethyl (6-hydroxy-3′-methyl-4-propyl-[1,1′-biphenyl]-2-yl) methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl propyl methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl cyclopentylphosphonate;
ethyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
methyl ((1,1-difluoroethyl) ((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
methyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;
isopropyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
neopentyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;
ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;
ethyl 4-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;
3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;
4-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;
((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;
2-((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;
1-((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;
((benzyl ((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl acetate;
((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl pivalate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl ((dimethoxyphosphoryl)methyl)phosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl (1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate;
2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;
4-(3-fluorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
4-(3-chlorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;
2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;
di-tert-butyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)methyl)phosphate;
((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)methyl methyl phenyl phosphate;
2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl dimethyl phosphate;
ammonium 2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl hydrogen phosphate;
((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;
ethyl (6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl) methylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl) phenylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl) benzylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl methylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl) benzylphosphonate;
ethyl (6-hydroxy-5′-methyl-2′-(prop-1-en-2-yl)-4-propyl-[1,1′-biphenyl]-2-yl) methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl propyl methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl cyclopentylphosphonate;
ethyl (((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
methyl ((1,1-difluoroethyl) ((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
methyl (((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;
isopropyl (((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
neopentyl (((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;
ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;
ethyl 4-(((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;
3-(((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;
4-(((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;
((((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;
2-((((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;
1-((((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;
((benzyl ((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl acetate;
((((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl pivalate;
6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl ((dimethoxyphosphoryl)methyl)phosphonate;
6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl (1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate;
2-((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;
4-(3-fluorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
4-(3-chlorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
2-((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;
2-((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;
di-tert-butyl (((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl)phosphate;
((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl methyl phenyl phosphate;
2-((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl dimethyl phosphate;
ammonium 2-((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl hydrogen phosphate;
((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;
ethyl (6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) methylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) phenylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) benzylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl methylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) benzylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-propyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl propyl methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl cyclopentylphosphonate;
ethyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
methyl ((1,1-difluoroethyl) ((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
methyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;
isopropyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
neopentyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;
ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;
ethyl 4-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;
3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;
4-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;
((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;
2-((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;
1-((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;
((benzyl ((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl acetate;
((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl pivalate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl ((dimethoxyphosphoryl)methyl)phosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl (1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate;
2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;
4-(3-fluorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
4-(3-chlorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;
2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;
di-tert-butyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl)phosphate;
((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl methyl phenyl phosphate;
2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl dimethyl phosphate;
ammonium 2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl hydrogen phosphate;
((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;
(6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) methylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) phenylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) benzylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl methylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) benzylphosphonate;
ethyl (6-hydroxy-5′-methyl-2′-(prop-1-en-2-yl)-4-propyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) methylphosphonate;
3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl dipropyl bis(methylphosphonate);
dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl)bis(methylphosphonate);
dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(cyclopentylphosphonate);
ethyl (((6-(((((S)-1-ethoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
methyl (2S)-2-(((1,1-difluoroethyl) ((6-(((1,1-difluoroethyl) (((S)-1-methoxy-1-oxopropan-2-yl)amino)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)amino) propanoate;
methyl (((6-(((((S)-1-methoxy-1-oxopropan-2-yl)amino) (propyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;
isopropyl (((6-(((((S)-1-isopropoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
neopentyl (methyl ((3′-methyl-6-(((((S)-1-(neopentyloxy)-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methoxy)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methylamino)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;
ethyl 4-(((6-(((4-ethoxy-4-oxobutyl)(methoxy)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;
3-(((6-(((3-acetoxypropyl)(methoxy)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;
4-(((6-(((4-acetoxybutyl)(methoxy)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;
((((6-(((acetoxymethoxy)(methyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;
2-((((6-((((2-acetoxypropan-2-yl)oxy)(methyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;
1-((((6-(((1-acetoxyethoxy)(propyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;
((((6-(((acetoxymethoxy)(benzyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(benzyl)phosphoryl)oxy)methyl acetate;
((methyl ((3′-methyl-6-((methyl((pivaloyloxy) methoxy)phosphoryl)oxy)-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl pivalate;
dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(((dimethoxyphosphoryl)methyl)phosphonate);
dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis((1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate);
2-((3′-methyl-6-((2-oxido-4-phenyl-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;
4-(3-fluorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
4-(3-chlorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
2-((3′-methyl-6-((2-oxido-4-(pyridin-4-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;
2-((3′-methyl-6-((2-oxido-4-(thiophen-2-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;
tetra-tert-butyl (((3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(methylene)) bis(phosphate);
methyl (((3′-methyl-4-pentyl-6-(((phenoxy(methoxy)phosphoryl)oxy)methoxy)-[1,1′-biphenyl]-2-yl)oxy)methyl) phenyl phosphate;
tetramethyl (((3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl)) bis(phosphate);
diammonium ((3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl) bis(hydrogen phosphate);
((6-((diphenoxyphosphoryl) peroxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;
diethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
diethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
diethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
dimethyl (3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
dimethyl (3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
dimethyl (3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
diethyl (3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
diethyl (3′-methyl-4-propyl-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl dipropyl bis(methylphosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(cyclopentylphosphonate);
ethyl (((6-(((((S)-1-ethoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
methyl ((1,1-difluoroethyl) ((6-(((1,1-difluoroethyl) (((S)-1-oxo-1-methoxypropan-2-yl)amino)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
methyl (((6-(((((R)-1-methoxy-1-oxopropan-2-yl)amino) (propyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;
isopropyl (((6-(((((S)-1-isopropoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
neopentyl (methyl ((5′-methyl-6-(((((S)-1-(neopentyloxy)-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methylamino)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;
3-(((6-(((3-acetoxypropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;
4-(((6-(((4-acetoxybutyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;
((((6-(((acetoxymethoxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;
2-((((6-((((2-acetoxypropan-2-yl)oxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;
1-((((6-(((1-acetoxyethoxy)(propyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;
((((6-(((acetoxymethoxy)(benzyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(benzyl)phosphoryl)oxy)methyl acetate;
((methyl ((5′-methyl-4-pentyl-6-((((pivaloyloxy) methoxy)(methyl)phosphoryl)oxy)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl pivalate;
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(((dimethoxyphosphoryl)methyl)phosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis((1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate);
2,2′-((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(4-phenyl-1,3,2-dioxaphosphinane 2-oxide);
4-(3-fluorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
4-(3-chlorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
2-((5′-methyl-6-((2-oxido-4-(pyridin-4-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;
2-((5′-methyl-6-((2-oxido-4-(thiophen-2-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;
tetra-tert-butyl (((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(methylene)) bis(phosphate);
methyl (((5′-methyl-4-pentyl-6-(((phenoxy(methoxy)phosphoryl)oxy)methoxy)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)methyl) phenyl phosphate;
tetramethyl (((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl)) bis(phosphate);
diammonium ((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl) bis(hydrogen phosphate);
((6-((diphenoxyphosphoryl) peroxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;
diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
diethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
diethyl (5′-methyl-2′-(prop-1-en-2-yl)-4-propyl-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl dipropyl bis(methylphosphonate);
dimethyl (5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
dimethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
dimethyl (5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
dimethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(cyclopentylphosphonate);
ethyl (((6-(((((S)-1-ethoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
methyl ((1,1-difluoroethyl) ((6-(((1,1-difluoroethyl) (((S)-1-oxo-1-methoxypropan-2-yl)amino)phosphoryl)oxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
methyl (((6-(((((S)-1-methoxy-1-oxopropan-2-yl)amino) (propyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;
isopropyl (((6-(((((S)-1-isopropoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
neopentyl (methyl ((5′-methyl-6-(((((S)-1-(neopentyloxy)-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methylamino)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;
ethyl 4-(((6-(((4-ethoxy-4-oxobutyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-1′ 2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;
3-(((6-(((3-acetoxypropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;
4-(((6-(((4-acetoxybutyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;
((((6-(((acetoxymethoxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;
2-((((6-((((2-acetoxypropan-2-yl)oxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;
1-((((6-(((1-acetoxyethoxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;
((((6-(((acetoxymethoxy)(benzyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(benzyl)phosphoryl)oxy)methyl acetate;
((methyl((5′-methyl-4-pentyl-6-((((pivaloyloxy) methoxy)(methyl)phosphoryl)oxy)-1′ 2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl pivalate;
6-((((dimethoxyphosphoryl)methyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl ((dimethoxyphosphoryl)methyl)phosphonate;
dimethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis((1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate);
2-((5′-methyl-6-((2-oxido-4-phenyl-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;
4-(3-fluorophenyl)-2-((6-((-4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
4-(3-chlorophenyl)-2-((6-((-4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
2-((5′-methyl-6-((2-oxido-4-(pyridin-4-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;
2-((5′-methyl-6-((2-oxido-4-(thiophen-2-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;
tetra-tert-butyl (((5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(methylene)) bis(phosphate);
((6-(((methoxy (phenoxy)phosphoryl)oxy)methoxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl methyl phenyl phosphate;
tetramethyl (((5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl)) bis(phosphate);
diammonium ((5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl) bis(hydrogen phosphate);
((6-((diphenoxyphosphoryl) peroxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;
diethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
diethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
diethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
diethyl (5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
diethyl (5′-methyl-4-propyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl dipropyl bis(methylphosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(cyclopentylphosphonate);
ethyl (((6-(((((S)-1-ethoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
methyl ((1,1-difluoroethyl) ((6-(((1,1-difluoroethyl) (((S)-1-oxo-1-methoxypropan-2-yl)amino)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
methyl (((6-((((-1-methoxy-1-oxopropan-2-yl)amino) (propyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;
isopropyl (((6-(((((S)-1-isopropoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
neopentyl (methyl ((5′-methyl-6-(((((S)-1-(neopentyloxy)-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methylamino)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;
ethyl 4-(((6-(((4-ethoxy-4-oxobutyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;
3-(((6-(((3-acetoxypropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methpoxy)phosphoryl)propyl acetate;
4-(((6-(((4-acetoxybutyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;
((((6-(((acetoxymethoxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;
2-((((6-((((2-acetoxypropan-2-yl)oxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;
1-((((6-(((1-acetoxyethoxy)(propyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;
((((6-(((acetoxymethoxy)(benzyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(benzyl)phosphoryl)oxy)methyl acetate;
((methyl ((5′-methyl-4-pentyl-6-((((pivaloyloxy) methoxy)(methyl)phosphoryl)oxy)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl pivalate;
(5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(((dimethoxyphosphoryl)methyl)phosphonate);
(5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis((1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate);
2,2′-((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(oxy))bis(4-phenyl-1,3,2-dioxaphosphinane 2-oxide);
4-(3-fluorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
4-(3-chlorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
2-((5′-methyl-6-((2-oxido-4-(pyridin-4-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;
2-((5′-methyl-6-((2-oxido-4-(thiophen-2-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;
tetra-tert-butyl (((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(methylene)) bis(phosphate);
methyl (((5′-methyl-4-pentyl-6-(((phenoxy(methoxy)phosphoryl)oxy)methoxy)-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl) phenyl phosphate;
tetramethyl (((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl)) bis(phosphate);
diammonium ((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl) bis(hydrogen phosphate);
((6-((diphenoxyphosphoryl) peroxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;
diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
diethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
or
diethyl (5′-methyl-2′-(prop-1-en-2-yl)-4-propyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate),
or an enantiomer, diastereomer, racemate, or tautomer thereof, or a pharmaceutically acceptable salt, solvate or hydrate of the compound, enantiomer, diastereomer, racemate, or tautomer.

319 more elements

Dependencies are inferred from the claim text.

Facts

Application: 17/626,518Filed 10 Jul 2020 · us provisional application
Priority: 12 Jul 2019
Published: US 2022/0259233 A118 Aug 2022
Granted: 18 Mar 2025
Term ends: Not estimatedThe source records don’t support an estimate.

Classification15 codes

C07F 9/6581
Having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms: having phosphorus and…
A61P 11/00
Drugs for disorders of the respiratory system
A61P 25/00
Drugs for disorders of the nervous system
A61P 27/00
Drugs for disorders of the senses

Family

Application62/873,562Us provisional application · filed 12 Jul 2019
Application62/934,937Us provisional application · filed 13 Nov 2019
US 2022/0259233 A1Pre-grant publication · published 18 Aug 2022
US 12,252,503 B2This patent

From the US filing history. Foreign family members aren’t listed.

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Citations

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Abstract

This disclosure relates generally to cannabinoid derivatives, pharmaceutical compositions comprising them, and methods of using the cannabinoid derivatives.

A compound selected from:

6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl propyl methylphosphonate;
6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl methylphosphonate;
6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;
6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;
6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl cyclopentylphosphonate;
ethyl (((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
methyl ((1,1-difluoroethyl) ((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
methyl (((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;
isopropyl (((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
neopentyl (((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
ethyl 3-(((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl) propanoate;
ethyl 3-(((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl) propanoate;
ethyl 4-(((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl) butanoate;
3-(((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;
3-(((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;
((((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;
2-((((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;
1-((((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;
((benzyl ((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl acetate;
((((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl pivalate;
6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl ((dimethoxyphosphoryl)methyl) phosphonate;
6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl (1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate;
2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;
4-(3-fluorophenyl)-2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
4-(3-chlorophenyl)-2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;
2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;
di-tert-butyl (((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)methyl)phosphate;
((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)methyl methyl phenyl phosphate;
2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl dimethyl phosphate;
ammonium 2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl hydrogen phosphate;
((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;
ethyl (6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl) methylphosphonate;
ethyl (6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl) phenylphosphonate;
ethyl (6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl) benzylphosphonate;
6-hydroxy-3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2-yl methyl methylphosphonate;
6-hydroxy-3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;
6-hydroxy-3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;
ethyl (6-hydroxy-3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2-yl) benzylphosphonate;
ethyl (6-hydroxy-3′-methyl-4-propyl-[1,1′-biphenyl]-2-yl) methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl propyl methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl cyclopentylphosphonate;
ethyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
methyl ((1,1-difluoroethyl) ((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
methyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;
isopropyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
neopentyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;
ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;
ethyl 4-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;
3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;
4-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;
((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;
2-((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;
1-((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;
((benzyl ((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl acetate;
((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl pivalate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl ((dimethoxyphosphoryl)methyl)phosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl (1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate;
2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;
4-(3-fluorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
4-(3-chlorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;
2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;
di-tert-butyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)methyl)phosphate;
((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)methyl methyl phenyl phosphate;
2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl dimethyl phosphate;
ammonium 2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl hydrogen phosphate;
((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;
ethyl (6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl) methylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl) phenylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl) benzylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl methylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl) benzylphosphonate;
ethyl (6-hydroxy-5′-methyl-2′-(prop-1-en-2-yl)-4-propyl-[1,1′-biphenyl]-2-yl) methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl propyl methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl cyclopentylphosphonate;
ethyl (((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
methyl ((1,1-difluoroethyl) ((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
methyl (((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;
isopropyl (((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
neopentyl (((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;
ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;
ethyl 4-(((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;
3-(((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;
4-(((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;
((((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;
2-((((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;
1-((((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;
((benzyl ((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl acetate;
((((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl pivalate;
6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl ((dimethoxyphosphoryl)methyl)phosphonate;
6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl (1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate;
2-((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;
4-(3-fluorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
4-(3-chlorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
2-((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;
2-((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;
di-tert-butyl (((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl)phosphate;
((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl methyl phenyl phosphate;
2-((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl dimethyl phosphate;
ammonium 2-((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl hydrogen phosphate;
((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;
ethyl (6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) methylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) phenylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) benzylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl methylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) benzylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-propyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl propyl methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl methylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl cyclopentylphosphonate;
ethyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
methyl ((1,1-difluoroethyl) ((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
methyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;
isopropyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
neopentyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;
ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;
ethyl 4-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;
3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;
4-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;
((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;
2-((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;
1-((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;
((benzyl ((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl acetate;
((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl pivalate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl ((dimethoxyphosphoryl)methyl)phosphonate;
6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl (1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate;
2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;
4-(3-fluorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
4-(3-chlorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;
2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;
di-tert-butyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl)phosphate;
((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl methyl phenyl phosphate;
2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl dimethyl phosphate;
ammonium 2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl hydrogen phosphate;
((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;
(6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) methylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) phenylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) benzylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl methylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;
6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;
ethyl (6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) benzylphosphonate;
ethyl (6-hydroxy-5′-methyl-2′-(prop-1-en-2-yl)-4-propyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) methylphosphonate;
3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl dipropyl bis(methylphosphonate);
dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl)bis(methylphosphonate);
dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(cyclopentylphosphonate);
ethyl (((6-(((((S)-1-ethoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
methyl (2S)-2-(((1,1-difluoroethyl) ((6-(((1,1-difluoroethyl) (((S)-1-methoxy-1-oxopropan-2-yl)amino)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)amino) propanoate;
methyl (((6-(((((S)-1-methoxy-1-oxopropan-2-yl)amino) (propyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;
isopropyl (((6-(((((S)-1-isopropoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
neopentyl (methyl ((3′-methyl-6-(((((S)-1-(neopentyloxy)-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methoxy)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methylamino)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;
ethyl 4-(((6-(((4-ethoxy-4-oxobutyl)(methoxy)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;
3-(((6-(((3-acetoxypropyl)(methoxy)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;
4-(((6-(((4-acetoxybutyl)(methoxy)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;
((((6-(((acetoxymethoxy)(methyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;
2-((((6-((((2-acetoxypropan-2-yl)oxy)(methyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;
1-((((6-(((1-acetoxyethoxy)(propyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;
((((6-(((acetoxymethoxy)(benzyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(benzyl)phosphoryl)oxy)methyl acetate;
((methyl ((3′-methyl-6-((methyl((pivaloyloxy) methoxy)phosphoryl)oxy)-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl pivalate;
dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(((dimethoxyphosphoryl)methyl)phosphonate);
dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis((1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate);
2-((3′-methyl-6-((2-oxido-4-phenyl-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;
4-(3-fluorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
4-(3-chlorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
2-((3′-methyl-6-((2-oxido-4-(pyridin-4-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;
2-((3′-methyl-6-((2-oxido-4-(thiophen-2-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;
tetra-tert-butyl (((3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(methylene)) bis(phosphate);
methyl (((3′-methyl-4-pentyl-6-(((phenoxy(methoxy)phosphoryl)oxy)methoxy)-[1,1′-biphenyl]-2-yl)oxy)methyl) phenyl phosphate;
tetramethyl (((3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl)) bis(phosphate);
diammonium ((3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl) bis(hydrogen phosphate);
((6-((diphenoxyphosphoryl) peroxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;
diethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
diethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
diethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
dimethyl (3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
dimethyl (3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
dimethyl (3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
diethyl (3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
diethyl (3′-methyl-4-propyl-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl dipropyl bis(methylphosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(cyclopentylphosphonate);
ethyl (((6-(((((S)-1-ethoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
methyl ((1,1-difluoroethyl) ((6-(((1,1-difluoroethyl) (((S)-1-oxo-1-methoxypropan-2-yl)amino)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
methyl (((6-(((((R)-1-methoxy-1-oxopropan-2-yl)amino) (propyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;
isopropyl (((6-(((((S)-1-isopropoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
neopentyl (methyl ((5′-methyl-6-(((((S)-1-(neopentyloxy)-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methylamino)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;
3-(((6-(((3-acetoxypropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;
4-(((6-(((4-acetoxybutyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;
((((6-(((acetoxymethoxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;
2-((((6-((((2-acetoxypropan-2-yl)oxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;
1-((((6-(((1-acetoxyethoxy)(propyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;
((((6-(((acetoxymethoxy)(benzyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(benzyl)phosphoryl)oxy)methyl acetate;
((methyl ((5′-methyl-4-pentyl-6-((((pivaloyloxy) methoxy)(methyl)phosphoryl)oxy)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl pivalate;
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(((dimethoxyphosphoryl)methyl)phosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis((1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate);
2,2′-((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(4-phenyl-1,3,2-dioxaphosphinane 2-oxide);
4-(3-fluorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
4-(3-chlorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
2-((5′-methyl-6-((2-oxido-4-(pyridin-4-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;
2-((5′-methyl-6-((2-oxido-4-(thiophen-2-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;
tetra-tert-butyl (((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(methylene)) bis(phosphate);
methyl (((5′-methyl-4-pentyl-6-(((phenoxy(methoxy)phosphoryl)oxy)methoxy)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)methyl) phenyl phosphate;
tetramethyl (((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl)) bis(phosphate);
diammonium ((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl) bis(hydrogen phosphate);
((6-((diphenoxyphosphoryl) peroxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;
diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
diethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
diethyl (5′-methyl-2′-(prop-1-en-2-yl)-4-propyl-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl dipropyl bis(methylphosphonate);
dimethyl (5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
dimethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
dimethyl (5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
dimethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(cyclopentylphosphonate);
ethyl (((6-(((((S)-1-ethoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
methyl ((1,1-difluoroethyl) ((6-(((1,1-difluoroethyl) (((S)-1-oxo-1-methoxypropan-2-yl)amino)phosphoryl)oxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
methyl (((6-(((((S)-1-methoxy-1-oxopropan-2-yl)amino) (propyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;
isopropyl (((6-(((((S)-1-isopropoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
neopentyl (methyl ((5′-methyl-6-(((((S)-1-(neopentyloxy)-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methylamino)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;
ethyl 4-(((6-(((4-ethoxy-4-oxobutyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-1′ 2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;
3-(((6-(((3-acetoxypropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;
4-(((6-(((4-acetoxybutyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;
((((6-(((acetoxymethoxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;
2-((((6-((((2-acetoxypropan-2-yl)oxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;
1-((((6-(((1-acetoxyethoxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;
((((6-(((acetoxymethoxy)(benzyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(benzyl)phosphoryl)oxy)methyl acetate;
((methyl((5′-methyl-4-pentyl-6-((((pivaloyloxy) methoxy)(methyl)phosphoryl)oxy)-1′ 2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl pivalate;
6-((((dimethoxyphosphoryl)methyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl ((dimethoxyphosphoryl)methyl)phosphonate;
dimethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis((1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate);
2-((5′-methyl-6-((2-oxido-4-phenyl-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;
4-(3-fluorophenyl)-2-((6-((-4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
4-(3-chlorophenyl)-2-((6-((-4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
2-((5′-methyl-6-((2-oxido-4-(pyridin-4-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;
2-((5′-methyl-6-((2-oxido-4-(thiophen-2-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;
tetra-tert-butyl (((5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(methylene)) bis(phosphate);
((6-(((methoxy (phenoxy)phosphoryl)oxy)methoxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl methyl phenyl phosphate;
tetramethyl (((5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl)) bis(phosphate);
diammonium ((5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl) bis(hydrogen phosphate);
((6-((diphenoxyphosphoryl) peroxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;
diethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
diethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
diethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
diethyl (5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
diethyl (5′-methyl-4-propyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl dipropyl bis(methylphosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(cyclopentylphosphonate);
ethyl (((6-(((((S)-1-ethoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
methyl ((1,1-difluoroethyl) ((6-(((1,1-difluoroethyl) (((S)-1-oxo-1-methoxypropan-2-yl)amino)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
methyl (((6-((((-1-methoxy-1-oxopropan-2-yl)amino) (propyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;
isopropyl (((6-(((((S)-1-isopropoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;
neopentyl (methyl ((5′-methyl-6-(((((S)-1-(neopentyloxy)-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;
ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methylamino)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;
ethyl 4-(((6-(((4-ethoxy-4-oxobutyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;
3-(((6-(((3-acetoxypropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methpoxy)phosphoryl)propyl acetate;
4-(((6-(((4-acetoxybutyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;
((((6-(((acetoxymethoxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;
2-((((6-((((2-acetoxypropan-2-yl)oxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;
1-((((6-(((1-acetoxyethoxy)(propyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;
((((6-(((acetoxymethoxy)(benzyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(benzyl)phosphoryl)oxy)methyl acetate;
((methyl ((5′-methyl-4-pentyl-6-((((pivaloyloxy) methoxy)(methyl)phosphoryl)oxy)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl pivalate;
(5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(((dimethoxyphosphoryl)methyl)phosphonate);
(5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis((1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate);
2,2′-((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(oxy))bis(4-phenyl-1,3,2-dioxaphosphinane 2-oxide);
4-(3-fluorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
4-(3-chlorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;
2-((5′-methyl-6-((2-oxido-4-(pyridin-4-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;
2-((5′-methyl-6-((2-oxido-4-(thiophen-2-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;
tetra-tert-butyl (((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(methylene)) bis(phosphate);
methyl (((5′-methyl-4-pentyl-6-(((phenoxy(methoxy)phosphoryl)oxy)methoxy)-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl) phenyl phosphate;
tetramethyl (((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl)) bis(phosphate);
diammonium ((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl) bis(hydrogen phosphate);
((6-((diphenoxyphosphoryl) peroxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;
diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);
dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
diethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);
or
diethyl (5′-methyl-2′-(prop-1-en-2-yl)-4-propyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate),
or an enantiomer, diastereomer, racemate, or tautomer thereof, or a pharmaceutically acceptable salt, solvate or hydrate of the compound, enantiomer, diastereomer, racemate, or tautomer.

319 more elements

Facts

Application

17/626,518Filed 10 Jul 2020 · us provisional application

Priority

12 Jul 2019

Published

US 2022/0259233 A118 Aug 2022

Granted

18 Mar 2025

Term ends

Not estimatedThe source records don’t support an estimate.

Classification15 codes

C07F 9/6581
Having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms: having phosphorus and…
A61P 11/00
Drugs for disorders of the respiratory system
A61P 25/00
Drugs for disorders of the nervous system
A61P 27/00
Drugs for disorders of the senses