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US 5,859,295 AGranted
Canavanine analogs and their use as chemotherapeutic agents
AssigneeUniversity of Kentucky Research Foundation
InventorsPeter A. Crooks, Gerald A. Rosenthal
Life of this patent
Estimating the term…
Abstract
This invention relates to canvanine analogs, their pharmaceutical compositions, and a method for treatment of cancer, particularly pancreatic cancer.
Claims14
Canavanine analog compound having a formula selected from the group consisting of:
- Formula 1 ##STR19## wherein R.sub.3 is H.sub.2 ;
- --(CH.sub.3).sub.2 ;
- or H-Boc
- R.sub.4 is --CH.sub.2 CH.sub.3 ;
- or --CH.sub.3
- R.sub.5 is H;
- H-Boc;
- or
- and ##STR20##
6 more elements
Canavanine analog compound having a formula ##STR21## wherein (a) R.sup.1 -R.sup.5 .dbd.H;
- n=0;
- a=S configuration
- (b) R.sup.1 -R.sup.5 .dbd.H;
- n=1;
- a=S configuration
- (c) R.sup.1 -R.sup.5 .dbd.H;
- n=1;
- a=R configuration
- (d) R.sup.1 -R.sup.5 .dbd.H;
- n=2;
- a=S configuration
- (e) R.sup.1 .dbd.CH.sub.3 ;
- R.sup.2 -R.sup.5 .dbd.H;
- n=1;
- a=S configuration
- (f) R.sup.1 .dbd.CH.sub.2 CH.sub.3 ;
- R.sup.2 -R.sup.5 .dbd.H;
- n=1;
- a=S configuration
- (g) R.sup.1 .dbd.CH.sub.2 CH.sub.2 CH.sub.3 ;
- R.sup.2 -R.sup.5 =H;
- n=1;
- a=S configuration
- (h) R.sup.1 .dbd.CH(CH.sub.3).sub.2 ;
- R.sup.2 -R.sup.5 .dbd.H;
- n=1;
- a=S configuration
- (i) R.sup.1 .dbd.(CH.sub.2).sub.3 CH.sub.3 ;
- R.sup.2 -R.sup.5 .dbd.H;
- n=1;
- a=S configuration
- (j) R.sup.1 .dbd.(CH.sub.2).sub.7 CH.sub.3 ;
- R.sup.2 -R.sup.5 .dbd.H;
- n=1;
- a=S configuration
- (k) R.sup.1 R.sup.3 .dbd.H;
- R.sup.4, R.sup.5 .dbd.--CH.sub.2 --CH.sub.2 --, n=1;
- a=S configuration
- (l) R.sup.1 .dbd.R.sup.2 .dbd.R.sup.5 .dbd.H;
- R.sup.3 .dbd.R.sup.4 .dbd.CH.sub.3 ;
- n=1;
- a=S configuration
- (m) R.sup.1 .dbd.R.sup.3 .dbd.R.sup.4 .dbd.R.sup.5 .dbd.H;
- R.sup.2 .dbd.C.sub.6 H.sub.5 CO;
- n=1;
- a=S configuration
- (n) R.sup.1 .dbd.CH.sub.2 --CH.sub.3 ;
- R.sup.2 .dbd.C.sub.6 H.sub.5 CO:
- R.sup.3 -R.sup.5 .dbd.H;
- n=1;
- a=S configuration. ##STR22## 1R.sub.1 .dbd.H, R.sub.2 .dbd.H, R.sub.3 .dbd.NH.sub.2, n=1 2 R.sub.1 .dbd.H, R.sub.2 .dbd.H, R.sub.3 .dbd.NH.sub.2, n=2
- 3 R.sub.1 .dbd.H, R.sub.2 .dbd.NH.sub.2 R.sub.3 .dbd.H, n=1
- 10 R.sub.1 =methyl, R.sub.2 .dbd.H, R.sub.3 .dbd.NH.sub.2, n=1
- 11 R.sub.1 =ethyl, R.sub.2 .dbd.H, R.sub.3 .dbd.NH.sub.2, n=1
- 12 R.sub.1 =isopropyl, R.sub.2 .dbd.H, R.sub.3 .dbd.NH.sub.2, n=1
- 13 R.sub.1 =n-propyl, R.sub.2 .dbd.H, R.sub.3 .dbd.NH.sub.2, n=1
- 14 R.sub.1 =n-butyl, R.sub.2 .dbd.H, R.sub.3 .dbd.NH.sub.2, n=1
- 15R.sub.1 =n-octly, R.sub.2 .dbd.H, R.sub.3 .dbd.NH.sub.2, n=1;
- and ##STR23## (a) R.sup.1 -R.sup.5 .dbd.H;
- n=0;
- a=S configuration (b) R.sup.1 -R.sup.5 .dbd.H;
- n=1;
- a=S configuration
- (c) R.sup.1 -R.sup.5 .dbd.H;
- n=1;
- a=R configuration
- (d) R.sup.1 -R.sup.5 .dbd.H;
- n=2;
- a=S configuration
- (e) R.sup.1 .dbd.CH.sub.3 ;
- R.sup.2 -R.sup.5 .dbd.H;
- n=1;
- a=S configuration
- (f) R.sup.1 .dbd.CH.sub.2 CH.sub.3 ;
- R.sup.2 -R.sup.5 .dbd.H;
- n=1;
- a=S configuration
- (g) R.sup.1 .dbd.CH.sub.2 CH.sub.2 CH.sub.3 ;
- R.sup.2 -R.sup.5 .dbd.H;
- n=1;
- a=S configuration
- (h) R.sup.1 .dbd.CH(CH.sub.3).sub.2 ;
- R.sup.2 -R.sup.5 .dbd.H;
- n=1;
- a=S configuration
- (i) R.sup.1 .dbd.(CH.sub.2).sub.3 CH.sub.3 ;
- R.sup.2 -R.sup.5 .dbd.H;
- n=1;
- a=S configuration
- (j) R.sup.1 .dbd.(CH.sub.2).sub.7 CH.sub.3 ;
- R.sup.2 -R.sup.5 .dbd.H;
- n=1;
- a=S configuration
- (k) R.sup.1 -R.sup.3 .dbd.H;
- R.sup.4, R.sup.5 =--CH.sub.2 --CH.sub.2 --, n=1;
- a=S configuration
- (l) R.sup.1 .dbd.R.sup.2 .dbd.R.sup.5 .dbd.H;
- R.sup.3 .dbd.R.sup.4 .dbd.CH.sub.3 ;
- n=1;
- a=S configuration
- (m) R.sup.1 =R.sup.3 .dbd.R.sup.4 .dbd.R.sup.5 .dbd.H;
- R.sup.2 .dbd.C.sub.6 H.sub.5 CO;
- n=1;
- a=S configuration
- (n) R.sup.1 .dbd.CH.sub.2 --CH.sub.3 ;
- R.sup.2 .dbd.C.sub.6 H.sub.5 CO;
- R.sup.3 -R.sup.5 .dbd.H;
- n=1;
- a=S configuration.
106 more elements
Dependencies are inferred from the claim text.