Cyclohexanealkanoic acids

Details Cyclohexanealkanoic acids Cyclohexanealkanoic acids

1985-08-23

1986-11-11

Trousof, Natalie

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acids and salts thereof

514826, 560125, 564154, C07C14926, A61K 3116, A61K 3119, A61K 31215

Patent

active

046224220

ABSTRACT:
The present invention is directed to 2-hydroxy-4-alkylidenecyclohexanealkanoic acids having a mercaptoalkanoic acid substituent at the 3-position. Esters and amides corresponding to the acids referred to above are also encompassed by the present invention. These compounds are useful in the treatment of bronchial asthma and they are obtained by the reaction of an appropriate 2,3-epoxy-4-alkylidenecyclohexanealkanoate with a mercapto alkanoic acid ester in the presence of a tertiary amine. The indicated process gives the esters of the present invention which can be hydrolyzed to the corresponding free acids by standard procedures. The compounds described can be subjected to other known reactions to give the other compounds of the present invention.

REFERENCES:
Chem. Abstracts, vol. 87, Abstract No. 84912f, 1977, Dronov et al., "Synthesis and Dehydration of Bis(2-Hydroxyalkyl)sulfides".
J. Am. Chem. Soc., vol. 82, 1960, pp. 2511-2515, Dahehy et al., "The Relative Nucleophilic Character of Several Mercaptans Toward Ethylene Oxide".
Zhurnal Organicheskoi Khimii, vol. 3, No. 10, pp. 1735-1738, 1967, Shilov et al., "Reactions of Epoxy Compounds with Mercaptans".

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