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US 6,143,776 AGranted
Tosylproline analogs as thymidylate synthase inhibitors
AssigneeSunesis Pharmaceuticals, Inc.
InventorDaniel A. Erlanson
Life of this patent
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Abstract
Tosylproline analogs of formula I, methods of making them, pharmaceutical compositions containing them, and methods for their use. The compounds are thymidylate synthase inhibitors; and are useful as anti-tumor agents and as anti-parasitics, anti-bacterials, anti-fungals, and anti-virals.
Claims20
A compound of formula I:
- ##STR5## where:
- R.sup.1 is --COOH, --CONH.sub.2, --SO.sub.3 H, --SO.sub.2 NH.sub.2, --PO.sub.3 H.sub.2 ;
- R.sup.2 is C.sub.1-6 alkyl optionally substituted with --COOH, --CONH.sub.2, --CONHR.sup.3, --CONHCOR.sup.4, --CONHSO.sub.2 R.sup.4, --SO.sub.3 H, --SO.sub.2 NH.sub.2, --SO.sub.2 NHR.sup.3, --SO.sub.2 NHCOR.sup.4, --SO.sub.2 NHSO.sub.2 R.sup.4, --PO.sub.3 H.sub.2, -4-(1,2,3-triazolyl), -5-tetrazolyl, -5-(3-oxo-1,2,4-triazolyl), --S(O).sub.m -4-(1,2,3-triazolyl), --S(O).sub.m -5-tetrazolyl, or --S(O).sub.m -5-(3-oxo-1,2,4-triazolyl);
- R.sup.3 is a group such that R.sup.3 --NH.sub.2 is an amino acid;
- R.sup.4 is C.sub.1-4 alkyl, trifluoromethyl, or phenyl optionally substituted with methyl, trifluoromethyl, or nitro;
- m is 0, 1, or 2;
- each X and Y, which may be the same or different, is independently selected from methyl, ethyl, isopropyl, ethenyl, ethynyl, fluoro, chloro, bromo, methylthio, hydroxy, methoxy, carboxy, and methoxycarbonyl;
- n is 0, 1, 2, or 3;
- p is 0, 1, or 2;
- q is 1 or 2;
- R.sup.5 is --COOH, --CONH.sub.2, --CONHR.sup.2, --SO.sub.3 H, --SO.sub.2 NH.sub.2, --SO.sub.2 NHR.sup.2, or --PO.sub.3 H.sub.2, as an individual stereoisomer or mixture of stereoisomers, or a pharmaceutically acceptable salt or ester thereof.
8 more elements
Dependencies are inferred from the claim text.