New 3-Substituted 1-OXO-Isoindolines and 2,3-Substituted 1-OXO-Isoindolines and Process for their preparation

摘要

1,152,928. Isoindolinone derivatives. CARLO ERBA S.p.A. 22 Sept., 1967 [23 Sept., 1966; 31 Dec., 1966], No. 43317/67. Heading C2C. The invention comprises compounds of formula wherein X is H, Cl, Me, HO or alkoxy, Y is H, C 1-6 alkyl, aralkyl, alkylcycloalkyl or alkylheterocyclyl, RSP1/SP is H or alkyl, RSP2/SP is alkyl or NRSP2/SP 2 is a heterocyclic ring, Z is O or S, and n is 2-6, and physiologically acceptable acid addition salts thereof. These compounds are prepared by reacting an isoindolinone of formula where Q is halogen (Y#H) or HO, with an amine of formula and where in the product Y=H, this may be converted to one where Y#H, by reaction (e.g.) with NaH/MeI. In this substitution reaction, specified by-products are 2-suhstituted-3-[p-(#- piperidinoethoxy) phenylimino] isoindolin-1-ones, which may be reduced to the desired endproducts. Therapeutic compositions comprise the compounds of the invention, which are spasmolyties, analgesics and antitussives, with phannaceutically acceptable carriers or diluents.