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US 5,516,767 AGranted
Phosphinyloxy propanaminium inner salt derivatives
AssigneeSandoz Ltd.
InventorsRobert C. Anderson, James D. Fraser, Howard C. Smith, Jeffrey W. Hughes, Edwin B. Villhauer, Gregory R. Bebernitz
Life of this patent
Estimating the term…
Abstract
Compounds of the formula ##STR1## where X.sub.1 and X.sub.2 are independently O or S, and R.sub.1 is as defined in the description R.sub.2, R.sub.3, and R.sub.4 are each independently straight or branched chain (C.sub.1-4)alkyl, and pharmaceutically acceptable salts, physiological hydrolysable esters, and pro-drug forms thereof are useful as hypoglycemic agents.
Claims35
A compound of the formula:
- ##STR18## where X.sub.1 and X.sub.2 are independently O or S, and
- R.sub.1 is R.sub.5 --Y--R.sub.6 -- or R.sub.7 --Z--R.sub.8 --,
- where
- Y is --O--, --S--, --CH.sub.2 --, --CH.dbd.CH--, --C.tbd.C--, --N (R.sub.10)--CO--, or --CO--N(R.sub.10)--,
- Z is --O--, --S-- or --CH.sub.2 --,
- R.sub.5 is straight or branched chain (C.sub.1-17)alkyl, or w-trifluoro-(C.sub.1-8) alkyl, and
- R.sub.6 is straight chained (C.sub.2-18)alkylene,
- and the total number of carbons in R.sub.5 --Y--R.sub.6 is from 7 to 19,
- R.sub.7 is unsubstituted phenyl, phenoxyphenyl, biphenyl, naphthyl or naphthoxyphenyl, or phenyl, phenoxyphenyl, biphenyl, naphthyl or naphthoxyphenyl mono-, di-, or tri-substituted with halogen, NO.sub.2, NH.sub.2, CN, (C.sub.1-8)alkyl, (C.sub.1-8) alkoxy, trifluoromethyl, trifluoromethoxy, or acetyl,
- R.sub.8 is straight chained (C.sub.3-15)alkylene, --(CH.sub.2).sub.m --N(R.sub.10)--CO--(CH.sub.2).sub.n --, --(CH.sub.2).sub.m --CO--N(R.sub.10)--(CH.sub.2).sub.n --, or --CH.sub.2 --R.sub.11 --O--R.sub.12 --,
- m is 1 to 7,
- n is 1 to 7,
- R.sub.10 is hydrogen, methyl, or ethyl,
- R.sub.11 is straight or branched chain alkylene of 1 to 7 carbon atoms,
- R.sub.12 is straight chained (C.sub.2-7)alkylene, and the total number of carbons in the aryl substituents of R.sub.7 and the carbon atoms in R.sub.8 is from 3 to 15,
- R.sub.2, R.sub.3, and R.sub.4 are each independently straight or branched chain (C.sub.1-4)alkyl,
- and pharmaceutically acceptable salts, physiologically hydrolysable esters, and pro-drug forms thereof.
14 more elements
Dependencies are inferred from the claim text.