.alpha. Chain dienic prostanoic acid derivatives
AssigneeG. D. Searle & Co.
InventorPaul W. Collins
Life of this patent
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Abstract
.alpha. Diene 16-hydroxy prostanoic acid derivatives displaying valuable pharmacological properties, e.g., gastric antisecretory, are described herein.
Claims15
A compound according to the formula
- wherein n is an integer from 1 through 3 inclusive;
- wherein m+p are integers from 0 through 2 inclusive, m and p being either the same or different;
- wherein q is an integer of from 2 through 4 inclusive;
- wherein X and Y are cis or trans vinylene, X and Y being either the same or different;
- wherein R is:
- (a) hydrogen;
- or
- (b) alkyl of 1 to 6 carbon atoms inclusive;
- wherein R.sub.1 is:
- (a) hydrogen;
- (b) alkyl of 1 to 6 carbon atoms inclusive;
- (c) vinyl
- (d) ethynyl;
- (e) cyclopropyl;
- (f) --CH.sub.2 Z;
- (g) --CH(Z).sub.2 ;
- or
- (h) --CZ.sub.3 ;
- wherein Z is:
- (a) chlorine;
- or
- (b) fluorine;
- and
- wherein the (.+-.) refers to the structure of formula I, its mirror image or the mixture of racemates;
- with the proviso that the sum of n, m, and p does not exceed 3;
- with the proviso that y is always trans-vinylene when p
A compound according to claim 2 wherein n is an integer from 1 through 2 inclusive;
- wherein m and p are the integers 0 through 1 inclusive, m and p
Racemic methyl 7-[3.alpha. hydroxy-2.beta. [4(RS)-4-hydroxy-4-methyl-1-trans-octenyl)-5-oxocyclopentane]-1.alpha.-hep t-3-trans-5cis-dienoate and racemic methyl 7-[3.alpha.-hydroxy-2.beta. [4(RS)-4-hydroxy-4-methyl-1-trans-octenyl)-5-oxocyclopentane]-1hept-3-cis- 5-cis-dienoate in an approximately 1 to 1 mixture, a compound according to
Racemic methyl 7-[3.alpha.-hydroxy-2.beta. [4(RS)-4 hydroxy-4-methyl-1-trans-octenyl)-5-oxocyclopentane]-1.alpha.-hept-3-trans
Racemic methyl 7[3.alpha.-hydroxy-2.beta.-4(RS)-4-hydroxy-4-methyl-1-trans-octenyl)-5-oxo cyclopentane]-1.alpha.-hept-3-cis-5-cis-dienoate, a compound according to
Racemic methyl 7-[3.alpha.-hydroxy-2.beta.-(4(RS)-4-hydroxy-4-methyl-1-trans-octenyl)-5-o xocyclopentane]-1.alpha.-hept-2-trans-5-cis-dienoate, a compound according
Racemic methyl 7-[3.alpha.-hydroxy-2.beta.-(4(RS)-4-hydroxy-4-methyl-1-trans-octenyl)-5-o xocyclopentene]-1.alpha.-hept-2 trans-4-cis-dienoate, a compound according
Racemic methyl 8-[3.alpha.hydroxy-2.beta.[4(RS)-4-hydroxy-4-methyl-1-trans-octenyl)-5-oxo cyclopentane]-1.alpha.-oct-3-trans-5-cis-dienoate, a compound according to
Racemic methyl 6-[3.alpha.-hydroxy-2.beta. [4(RS)-4-hydroxy-4-methyl-1-trans-octenyl)-5-oxocyclopentane]-1.alpha.-hex
Racemic methyl 7-[3.alpha.-hydroxy-2.beta.(4(RS)-4-hydroxy-4-methyl-1trans-octenyl]-5-oxo cyclopentane-1.alpha.-hept-3-trans-5-trans-dienoate, a compound according
Racemic methyl 7-[3.alpha.hydroxy-2.beta.[4(RS)-4-hydroxy-4-methyl-1-trans-octenyl]-5-oxo cyclopentane-1.alpha.hept-3-cis-5-trans, a compound according to claim 14.
Racemic methyl 7-[3.alpha.-hydroxy-2.beta.-(4(RS)-4-hydroxy-4-methyl-1-trans-octenyl)-5-o xocyclopentene]-1.alpha.hept-2trans-4-trans-dienoate, a compound according
Methyl 7-[3(R)-hydroxy-2.beta.-4(S)-hydroxy-4-methyl-1-trans-octenyl)-5-oxocyclop entane]-1.alpha.-hept-3-trans-5-cis-dienoate, a compound according to claim
Dependencies are inferred from the claim text.