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US 3,981,868 AGranted
Derivatives of 9-oxo-13-trans-prostenoic acid amides
AssigneeAmerican Cyanamid Company
InventorsKarel Francis Bernady, Middleton Brawner Floyd, Jr., John Frank Poletto, Robert Eugene Schaub, Martin Joseph Weiss
Life of this patent
Estimating the term…
Abstract
This disclosure described homologues, analogues, congeners, and derivatives of 9-oxo-13-trans-prostenamide and of 9-hydroxy-13-trans-prostenamide, having antimicrobial activity and prostaglandin-like hypotensive activity.
Claims29
A compound selected from the group consisting of an optically active compound of the formula:
- ##SPC12##
- and a racemic mixture of that formula and the mirror image thereof wherein R is selected from the group consisting of methyl and phenyl;
- Z is a divalent radical selected from the group consisting of those of the formulae:
- ##EQU9## wherein m is an integer from 1 to 8, inclusive, p is an integer from 2 to 4, inclusive, q is an integer from 3 to 6, inclusive, R.sub.4 is an alkyl group having up to 3 carbon atoms, and R.sub.5 is an alkyl group having up to 4 carbon atoms, phenyl or fluoro;
- R.sub.1 is selected from the group consisting of a straight chain alkyl group having from 3 to 10 carbon atoms, a straight chain alkyl group having from 3 to 6 carbon atoms and having one branched alkyl group having up to 4 carbon atoms, a straight chain alkenyl group having from 3 to 6 carbon atoms, a straight chain .omega.-haloalkyl group having from 3 to 6 carbon atoms, a straight chain .omega.-phenylalkyl group having from 1 to 4 carbon atoms in the chain, a straight chain .omega.-(cycloalkyl)alkyl group having from 1 to 4 carbon atoms in the chain and from 5 to 7 carbon atoms in cycloalkyl, and moieties of the formulae:
- --(CH.sub.2).sub.p --S--R.sub.4 and --(CH.sub.2).sub.p --O--R.sub.4
- wherein p and R.sub.4 are as hereinabove defined;
- and the pharmaceutically acceptable anionic salts thereof.
5 more elements
The optically active compound according to claim 4 wherein R is phenyl, R.sub.1 is n-hexyl, and Z is --(CH.sub.2).sub.6 --;
- 4-phenylpiperazyl amide of l-9-oxo-13-trans-prostenoic acid.
Dependencies are inferred from the claim text.