Ono Pharmaceutical Co., Ltd.

Warner-lambert Company

Isao Ohyama

Masaki Hayashi

Seiji Kori

Takanori Okada

Tadao Tanouchi

Sadahiko Iguchi

Hiroyuki Ito

Hirofumi Endo

The present invention relates to 15-cycloalkyl-prostaglandins of the formula: ##STR1## wherein A represents a grouping of the formula: ##STR2## W represents ethylene or trans-vinylene, X represents ethylene or cis-vinylene, Y represents ethylene or trans-vinylene, R represents a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 12 carbon atoms, R.sup.1 represents a hydrogen atom or a methyl or ethyl group, R.sup.2 represents a straight- or branched-chain alkyl group containing from 2 to 8 carbon atoms or a phenyl group unsubstituted or substituted by an alkyl group containing from 1 to 3 carbon atoms, R.sup.3 represents a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 3 carbon atoms, and n represents 4 or 5 and cyclodextrin clathrates of such acids and esters and, when R represents a hydrogen atom, non-toxic salts thereof. These new compounds exhibit characteristic prostaglandin-like activities.

15-Cycloalkyl-prostaglandin derivatives

The present invention relates to 15-cycloalkyl-prostaglandins of the formula: ##STR1## WHEREIN A represents a grouping of the formula: ##STR2## W represents ethylene or trans-vinylene, X represents ethylene or cis-vinylene, Y represents ethylene or trans-vinylene, R represents a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 12 carbon atoms, R.sup.1 represents a hydrogen atom or a methyl or ethyl group, R.sup.2 represents a straight- or branched-chain alkyl group containing from 2 to 8 carbon atoms or a phenyl group unsubstituted or substituted by an alkyl group containing from 1 to 3 carbon atoms, R.sup.3 represents a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 3 carbon atoms, and n represents 4 or 5) and cyclodextrin clathrates of such acids and esters and, when R represents a hydrogen atom, non-toxic salts thereof. These new compounds exhibit characteristic prostaglandin-like activities.

Prostaglandin compounds of the formula: ##STR1## wherein A represents a grouping of formula II, III or IV indicated below and (i)R.sub.1 represents an unsubstituted n-butyl, n-pentyl, n-hexyl or n-heptyl radical, or such a radical carrying one, two or three alkyl substituents of 1 to 4 carbon atoms, or R.sub.1 represents a methyl, ethyl, propyl or butyl radical carrying a phenyl, cyclohexyl or cyclopentyl substituent, R.sub.2 represents a hydrogen atom or an alkyl radical of 1 to 4 carbon atoms, and R.sub.3 represents a hydrogen atom, or (ii) R.sub.1 represents n-butyl, or n-butyl or n-pentyl carrying one, two or three alkyl substituents of 1 to 4 carbon atoms, or R.sub.1 represents a methyl, ethyl, propyl or butyl radical carrying a phenyl, cyclohexyl or cyclopentyl substituent, R.sub.2 represents a hydrogen atom or an alkyl radical of 1 to 4 carbon atoms, and R.sub.3 represents an alkyl radical of 1 to 4 carbon atoms are disclosed. These compounds exhibit characteristic prostaglandin-like activity.

Prostaglandin analogues

New prostaglandin analogues having therapeutic utility of the formula: ##SPC1## (wherein B is a grouping of the formula: ##SPC2## X is --CH.sub.2 CH.sub.2 -- or cis --CH=CH--, Y is trans --CH=CH-- or, when X is --CH.sub.2 CH.sub.2 --, Y is additionally --CH.sub.2 CH.sub.2 --, A is alkyl of 1 through 3 carbon atoms, n is 4 or 5, and indicates attachment of the hydroxy radical to the carbon atom in alpha or beta configuration), and alkyl esters thereof, and cyclodextrin clathrates of such acids and esters, and non-toxic salts of such acids.

Prostaglandin compounds

Prostaglandin compounds of the formula: ##SPC1## Wherein A represents a grouping of formula II, III or IV indicated below and (i)R.sub.1 represents an unsubstituted n-butyl, n-pentyl, n-hexyl or n-heptyl radical, or such a radical carrying one, two or three alkyl substituents of 1 to 4 carbon atoms, or R.sub.1 represents a methyl, ethyl, propyl or butyl radical carrying a phenyl, cyclohexyl or cyclopentyl substituent, R.sub.2 represents a hydrogen atom or an alkyl radical of 1 to 4 carbon atoms, and R.sub.3 represents a hydrogen atom, or (ii) R.sub.1 represents n-butyl, or n-butyl or n-pentyl carrying one, two or three alkyl substituents of 1 to 4 carbon atoms, or R.sub.1 represents a methyl, ethyl, propyl or butyl radical carrying a phenyl, cyclohexyl or cyclopentyl substituent, R.sub.2 represents a hydrogen atom or an alkyl radical of 1 to 4 carbon atoms, and R.sub.3 represents an alkyl radical of 1 to 4 carbon atoms are disclosed. These compounds exhibit characteristic prostaglandin-like activity.

Growing community of inventors

Kyoto, Japan

Isao Ohyama