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US 7,662,910 B2Granted
Inhibitors for the soluble epoxide hydrolase
AssigneeThe Regents of the University of California
InventorsBruce D. Hammock, In-Hae Kim, Christophe Morisseau, Takaho Watanabe, John W. Newman, Paul Jones, Sung Hee Hwang, Paul Whetstone
Life of this patent
Estimating the term…
Abstract
Inhibitors of the soluble epoxide hydrolase (sEH) are provided that incorporate multiple pharmacophores and are useful in the treatment of diseases.
Claims58
A compound having a formula:
- wherein
- R1 is a substituted or unsubstituted cycloalkyl or substituted or unsubstituted aryl;
- P1 is a primary pharmacophore selected from the group consisting of —C(O)O—, —NHC(NH)NH—, —NHC(NH)CH2—, —CH2C(NH)NH—, —NHC(NH)—, —C(NH)NH—, —NHC(O)NH—, —OC(O)NH—, —NHC(O)O—, —NHC(S)NH—, —CH2C(O)NH—, —NHC(O)CH2—, —C(O)NH—, —NHC(O)—, and
- P2 is a secondary pharmacophore selected from the group consisting of —NH—, —C(O)—, —CH(OH)—, —O(CH2CH2O)q—, —C(O)O——OC(O)—, —NHC(NH)NH—, —NHC(NH)CH2—, —CH2C(NH)NH—, —NHC(O)NH—, —OC(O)NH—, —NHC(O)O—, —C(O)NH—, —NHC(O)— and —NHC(S)NH—;
- P3 is a tertiary pharmacophore selected from the group consisting of substituted or unsubstituted C2-C6 alkenyl, substituted or unsubstituted C2-C6 alkynyl, C1-C6 haloalkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted heterocyclyl, —O(CH2CH2O)qR2, OR2, —C(O)NHR2, —C(O)NHS(O)2R2, —NHS(O)2R2, —OC2-C4alkyl-C(O)OR2, —C(O)R2, —C(O)OR2 and carboxylic acid analogs, wherein R2 is a member selected from the group consisting of hydrogen, substituted or unsubstituted C1-C4 alkyl, substituted or unsubstituted C3-C8 cycloalkyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl and substituted or unsubstituted aryl C1-C4 alkyl;
- the subscript q is 0 to 6;
- the subscript m is 0 or 1;
- and
- L1 is a substituted or unsubstituted C3-C6 cycloalkylene;
- L2 is a linker selected from the group consisting of substituted or unsubstituted C1-C12 alkylene, substituted or unsubstituted C3-C6 cycloalkylene, substituted or unsubstituted arylene, substituted or unsubstituted heteroarylene;
- an amino acid, a dipeptide and a dipeptide analog;
- and combinations thereof,
- such that when P2 is —C(O)O— or —O(CH2CH2O)q— and L2 is unsubstituted C1-C12 alkylene, then m=1,
- P3 is selected from the group consisting of substituted or unsubstituted C2-C6 alkenyl, substituted or unsubstituted C2-C6 alkynyl, C1-C6 haloalkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted heterocyclyl, —O(CH2CH2O)qR2, OR2, —C(O)NHR2, —C(O)NHS(O)2R2, —NHS(O)2R2, —OC2-C4alkyl-C(O)OR2, —C(O)R2 and carboxylic acid analogs, and
- R2 of —O(CH2CH2O)qR2 is selected from the group consisting of hydrogen, substituted C1-C4 alkyl, substituted or unsubstituted C3-C8 cycloalkyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl and substituted or unsubstituted aryl C1-C4 alkyl.
12 more elements
A compound selected from the group consisting of:
- 3-(3-Adamantan-1-yl-ureido)-N-pentylcyclohexanecarboxamide,
- 1-(Adamantan-1-yl)-3-(4-(2-(2-(2,2,2-trifluoroethoxy)ethoxy)ethoxy)cyclohexyl)urea,
- ethyl 4-((trans-3-(3-Adamantan-1-yl-ureido)cyclohexanecarbonyloxy)(cyano)methyl)benzoate,
- ethyl 4-((cis-3-(3-Adamantan-1-yl-ureido)cyclohexanecarbonyloxy)(cyano)methyl)benzoate,
- ethyl 4-((3-(3-Adamantan-1-yl-ureido)cyclohexanecarbonyloxy)methyl)benzoate,
- 3-(3-Adamantan-1-yl-ureido)-N-(2-(2-hydroxyethoxy)ethyl)cyclohexanecarboxamide,
- ethyl 4-[(trans-3-(3-Adamantan-1-yl-ureido)cyclohexanecarbonyloxy)(phenyl)methyl]benzoate,
- 1-(Adamantan-1-yl)-3-(cis-4-methoxycyclohexyl)urea,
- 4-(trans-4-(3-Adamantan-1-yl-ureido)cyclohexyloxy)benzoic acid,
- 1-(Adamantan-1-yl)-3-(4-(allyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(4-(3-methylbut-2-enyloxy)cyclohexyl)urea,
- (E)-1-(Adamantan-1-yl)-3-(4-(3,7-dimethylocta-2,6-dienyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(4-(2-(2-(2,2,2-trifluoroethoxy)ethoxy)ethoxy)cyclohexyl)urea,
- ethyl 4-((trans-3-(3-Adamantan-1-yl-ureido)cyclohexanecarbonyloxy)(cyano)methyl)benzoate,
- ethyl 4-((cis-3-(3-Adamantan-1-yl-ureido)cyclohexanecarbonyloxy)(cyano)methyl)benzoate,
- ethyl 4-((3-(3-Adamantan-1-yl-ureido)cyclohexanecarbonyloxy)methyl)benzoate,
- 3-(3-Adamantan-1-yl-ureido)-N-(2-(2-hydroxyethoxy)ethyl)cyclohexanecarboxamide,
- trans-1-(4-Benzyloxy-cyclohexyl)-3-tricyclo [3.3.1.13,7]decan-1-yl-urea,
- 1-(Adamantan-1-yl)-3-(trans-4-(4-bromobenzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(trans-4-(2,6-dichlorobenzyloxy)cyclohexyl)urea,
- trans-1-(4-Hydroxy-cyclohexyl)-3-tricyclo[3.3.1.13,7]decan-1-yl-urea,
- 1-(Adamantan-1-yl)-3-(trans-4-(2-chlorobenzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(trans-4-(2-methylbenzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-trans-4-(cyclohexylmethoxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(trans-4-(3-morpholinopropoxy)cyclohexyl)urea,
- 2-(Adamantan-1-yl)-N-(trans-4-hydroxycyclohexyl)acetamide,
- 2-(Adamantan-1-yl)-N-(3-hydroxyAdamantan-1-yl)acetamide,
- 1-(Adamantan-1-yl)-3-trans-4-hydroxycyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(4-(4-bromophenoxy)cyclohexyl)urea,
- 4-(3-Adamantan-1-yl-ureido)cyclohexyl benzoate,
- trans-4-Nitro-benzoic acid 4-(3-tricyclo[3.3.1.13,7]decan-1-yl-ureido)-cyclohexyl ester,
- cis-1-(4-Hydroxy-cyclohexyl)-3-tricyclo[3.3.1.13,7]decan-1-yl-urea,
- cis-1-(4-Benzyloxy-cyclohexyl)-3-tricyclo[3.3.1.13,7]decan-1-yl-urea,
- 1-(Adamantan-1-yl)-3-(cis-4-(2,6-difluorobenzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(cis-4-(cyclohexyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(cis-4-(2,6-dichlorobenzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(cis-4-(2-methylbenzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(trans-4-(2,6-difluoro-4-isopropoxybenzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(cis-4-(2,6-difluoro-4-isopropoxybenzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(cis-4-(4-bromobenzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(cis-4-(2-chlorobenzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(trans-4-(2,6-difluoro-4-(methoxymethoxy)benzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(cis-4-(2,6-difluoro-4-(methoxymethoxy)benzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-trans-4-(4-bromobenzyloxy)cyclohexyl)urea,
- cis-1-[4-(4-Fluoro-phenoxy)-cyclohexyl]-3-tricyclo[3.3.1.13,7]decan-1-yl-urea,
- trans-1-[4-(4-Fluoro-phenoxy)-cyclohexyl]-3-tricyclo [3.3.1.13,7]decan-1-yl-urea,
- 1-(Adamantan-1-yl)-3-(trans-4-(4-nitrobenzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(cis-4-(4-rnethoxyphenoxy)cyclohexyl)urea,
- 1,3-bis(trans-4-hydroxycyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(cis-4-(4-nitrobenzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(cis-4-(3,5-difluorophenoxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-N-(cis-4-hydroxycyclohexyl)formamide,
- 1-(Adamantan-1-yl)-3-(trans-4-(2-(trifluoromethyl)benzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(trans-4-(2-(trifluoromethoxy)benzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(trans-4-(4-methoxyphenoxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(trans-4-(3,5-difluorophenoxy)cyclohexyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-phenylurea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-phenylurea,
- 2-(Adamantan-1-yl)-N-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)acetarnide,
- 1-(Adamantan-1-yl)-3-(trans-4-(2-fluorobenzyloxy)cyclohexyl)urea,
- 4-(3-Adamantan-1-yl-ureido)cyclohexanecarboxylic acid,
- 1-tert-butyl-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(2-fluorophenyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(3-fluorophenyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(2-(trifluoromethyl)phenyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(3-(trifluoromethyl)phenyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(naphthalen-1-yl)urea,
- 1(cis-4-(4-fluorophenoxy)cyclohexyl)-3-phenylurea,
- 1-benzyl-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(4-(trifluoromethyl)phenyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-m-tolylurea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-p-tolylurea,
- 1-(4-chlorophenyl)-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(2,6-dimethylphenyl)-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(4-methoxyphenyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(2-nitrophenyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(3-nitrophenyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(4-nitrophenyl)urea,
- 1-(2,6-difluorophenyl)-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(4-bromophenyl)-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyi)-3-(2-methoxyphenyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(3-methoxyphenyl)urea,
- 1-(3-chlorophenyl)-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(2-(trifluoromethoxy)phenyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(4-(trifluoromethoxy)phenyl)urea,
- 1-(2-bromophenyl)-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(2-chlorophenyl)-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(2-chlorophenyl)-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(3-bromophenyl)-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(2,6-diisopropylphenyl)-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-phenethylurea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(naphthalen-2-yl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(2-iodophenyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(4-(methylthio)phenyl)urea,
- 1-(9H-fluoren-9-yl)-3-(cis-4-(4-fluorophenoxy)cyclohexyDurea,
- 1-benzhydryl-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-cyclopentyl-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(3-phenylpropyl)urea,
- 1-cycloheptyl-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-cyclooctyl-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-cyclododecyl-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(3-iodophenyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(4-iodophenyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(2-(methylthio)phenyl)urea,
- 1-cyclohexyl-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(4-fluorophenyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(3(methylthio)phenyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-o-tolylurea,
- 1-tert-butyl-3-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(2-fluorophenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(3-fluorophenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(2-(trifluorornethyl)phenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(3-(trifluoromethyl)phenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(naphthalen-1-yl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-phenylurea,
- 1-benzyl-3-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(4-(trifluoromethyl)phenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-m-tolylurea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-p-tolylurea,
- 1-(4-chlorophenyl)-3-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(2,6-dimethylphenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(4-methoxyphenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(2-nitrophenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(3-nitrophenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(4-nitrophenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(2,6-difluorophenyl)urea,
- 1-(4-bromophenyl)-3-(trans-4-(2,6-difluorobenzyloxy)cycloheXyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(2-methoxyphenyl)urea,
- 1-(trans-4(2,6difluorobenzyloxy)cyclohexyl)-3-(3-methoxyphenyl)urea,
- 1-(3-chlorophenyl)-3-(trans-4-(2,6-difluorobenzyloxy)cyclohexYl)Urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(2-(trifluoromethoxy)phenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(4-(trifluoromethoxy)phenyl)urea,
- 1-(2-bromophenyl)-3-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)Urea,
- 1-(2,6-dichlorophenyl)-3-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)urea,
- 1-(2-chlorophenyl)-3-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)urea,
- 1-(3-bromophenyl)-3-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(2,6-diisopropylphenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-phenethylurea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(naphthalen-2-yl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(2-iodophenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(4-(methylthio)phenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(9H-fluoren-9-yl)urea,
- 1-benzhydryl-3-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)urea,
- 1-cyclopentyl-3-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(3-phenylpropyl)urea,
- 1-cycloheptyl-3-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)urea,
- 1-cyclooctyl-3-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)urea,
- 1-cyclododecyl-3-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(3-iodophenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(4-iodophenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(2-(methylthio)phenyl)urea,
- 1-cyclohexyl-3-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(4-fluorophenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-(3-(methylthio)phenyl)urea,
- 1-(trans-4-(2,6-difluorobenzyloxy)cyclohexyl)-3-o-tolylurea,
- benzhydryl 3-(3-adamant-1-ylureido)cyclohexanecarboxylate,
- 1-(Adamantan-1-yl)-3-(cis-4-(4-(2-methoxyacetyl)phenoxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(trans-4-(4-(2-methoxyacetyl)phenoxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(trans-4-(5-(trifluoromethyl)pyridin-2-yloxy)cyclohexyl)urea,
- 1-(4-chlorophenyl)-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-cycloheptyl-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(4-bromophenyl)-3-(cis-4-(4-fluorophenoxy)cyclohexyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(4-(trifluoromethyl)phenyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(4-iodophenyl)urea,
- 1-(cis-4-(4-fluorophenoxy)cyclohexyl)-3-(4-(trifluoromethoxy)phenyl)urea,
- and their pharmaceutically acceptable salts.
166 more elements
A compound having a formula:
- wherein
- R1 is a substituted or unsubstituted cycloalkyl or substituted or unsubstituted aryl;
- P1 is a primary pharmacophore selected from the group consisting of —C(O)O—, —NHC(NH)NH—, —NHC(NH)CH2—, —CH2C(NH)NH—, —NHC(NH)—, —C(NH)NH—, —NHC(O)NH—, —OC(O)NH—, —NHC(O)O—, —NHC(S)NH—, —CH2C(O)NH—, —NHC(O)CH2—, —C(O)NH—, —NHC(O)—, and
- P2 is a secondary pharmacophore selected from the group consisting of —O(CH2CH2O)q— and —C(O)O—;
- P3 is a tertiary pharmacophore selected from the group consisting of —O(CH2CH2O)q—(unsubstituted alkyl) and C(O)OR2, wherein R2 is a member selected from the group consisting of hydrogen, substituted or unsubstituted C1-C4 alkyl, substituted or unsubstituted C3-C8 cycloalkyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl and substituted or unsubstituted aryl C1-C4 alkyl;
- the subscript q is 0 to 6;
- the subscript m is 0 or 1;
- L1 is a substituted or unsubstituted C3-C6 cycloalkylene;
- and
- L2 is unsubstituted C1-C12 alkylene.
7 more elements
A compound selected from the group consisting of:
- pentyl 3-(3-Adamantan-1-yl-ureido)cyclohexanecarboxylate,
- pentyl 4-(3-Adamantan-1-yl-ureido)cyclohexanecarboxylate,
- heptan-3-yl 3-(3-Adamantan-1-yl-ureido)cyclohexanecarboxylate,
- 1-(Adamantan-1-yl)-3-(4-(pentyloxy)cyclohexyl)urea,
- ethyl 7-(4-(3-Adamantan-1-yl-ureido)cyclohexyloxy)heptanoate,
- 1-(Adamantan-1-yl)-3-(4-(2-(2-ethoxyethoxy)ethoxy)cyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(trans-4-methoxycyclohexyl)urea,
- 1-(Adamantan-1-yl)-3-(cis-4-methoxycyclohexyl)urea,
- and their pharmaceutically acceptable salts.
6 more elements
Dependencies are inferred from the claim text.