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US 3,931,282 AGranted
11.alpha.-Hydroxymethyl prostaglandins
AssigneeSyntex (U.S.A.) Inc.
InventorsJoseph M. Muchowski, Angel Guzman
Life of this patent
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Abstract
Novel process for the preparation of 11.alpha.-hydroxymethyl derivatives of natural (8R-) and racemic 9-keto-15.alpha.-hydroxy- and 9,15.alpha.-dihydroxy-prosta-5-cis,13-trans-dienoic and prost-13-transenoic acids, and the novel 15-methyl and ethyl substituted derivatives thereof, as well as the esters of the primary and secondary hydroxy groups and the non-toxic, pharmaceutically acceptable salts of the novel compounds.
Claims15
An 8R-antimeric or racemic compound selected from the group of those represented by the following formula:
- ##SPC7##
- wherein
- R is the grouping ##EQU2## each of R.sup.1 and R.sup.2 is hydrogen or a hydrocarbon carboxylic group of 1 to 6 carbon atoms;
- R.sup.3 is methyl or ethyl;
- R.sup.4 is hydrogen, a lower alkyl group of 1 to 6 carbon atoms or the pharmaceutically acceptable, non-toxic salts of compounds in which R.sup.4 is hydrogen;
- Z is a cis double bond and the wavy lines ( ) indicate the .alpha. or .beta. configuration or mixtures thereof, provided that when R.sup.3 is .alpha., the hydroxyl group, attached to the same carbon atom as R.sup.3, is .beta.;
- and when R.sup.3 is .beta., the hydroxyl group, attached to the same carbon atom as R.sup.3, is .alpha..
4 more elements
Dependencies are inferred from the claim text.