11-De:oxy-prostaglandin analogues - more selective and stable than natural cpds., useful e.g. for treating asthma and excess gastric secretion

摘要

11-Deoxyprostaglandins of formula (I) and the salts with pharmaceutically acceptable bases when R1 is H are new: (R1 is H or alkyl, R2 and R3 are together oxo or SCH2CH2S; or one is H and the other OH. R4 is H or alkyl; R5 and R6 are H or alkyl. R7 is H or alkyl. n is 3-6, m is 2-8. A is CN, COOH, alkoxycarbonyl, N-disubstd. carbamoyl, OH or acyloxy). They are prepd. e.g. by reacting a 2- (CH2)mCOOR'1-3-formylcyclopentanone with (Aryl)3P=CH.CO.CR5R6. (CH2)mCHR7.A'(A' as A but trialkylsilyloxy in place of OH; R1 is alkyl). Compared with natural PG's (I) are more selective, cause fewer side-effects, have longer lasting action and are more stable. They are useful for treating asthma, excessive gastric acid secretion or arteriosclerosis; as hypotensive, diuretics, inducers of labour, contraceptives (in humans) or synchronisers of oestrus (in animals). An exemplified cpd. is 7- 2-(5-piperidinocarbonyl-3-oxo-1-pentanyl heptanoic acid methyl ester prepd. from methyl 7- 2-formul-5-oxo-cyclopentanyl -heptanoate and 4 piperidinocarbonyl-2-oxo-butanylidene-triphenyl-phosphorane.