GB1302624A - - Google Patents

Abstract

1302624 Dibenzoxepin derivative PFIZER Inc 8 Oct 1970 [25 May 1970] 48008/70 Heading C2C The novel pure trans-isomer of 2-chloro-11-(3- piperazinopropylidene) - 6H - dibenz[b,e]- oxepin is prepared by (1) dissolving a mixture of both the cis- and traps-isomers of said oxepin in the form of an acid addition salt in an aqueous solution of a salt of formula MX (in which M is sodium, potassium, lithium, ammonium, monomethylammoniun, dimethylammonium or tetramethylammonium, and X is chloride, bromide, nitrate or sulphate) the salt MX being chosen so that its anion X is identical with the anion of said amine salt; (2) crystallizing and separating by filtration from the solution of step (1) the less soluble cis acid amine salt in crystalline form, and leaving a filtrate comprising a mixture of the cis- and trans-isomers; (3) cooling the resulting filtrate from step (2) and separating from the solution a crystalline crop comprising a mixture of the cis- and transisomers; (4) recrystallizing'the resulting crystalline crop from step (3) from an aqueous solution of ammonium chloride; and (5) reslurrying the resulting crystalline product from step (4) in boiling ethanol to obtain the pure traps-isomer. The trans-isomer may be converted to pharmaceutically acceptable acid addition salts in known manner. Pharmaceutical compositions having antiinflammatory, anti-leukemic and immunosuppressive activity comprise traps-2-chloro-11- (3 - piperazino - propylidene) - 6H - dibenz[b,e]- oxepin, or a pharmaceutically acceptable acid addition salt thereof, together with a pharmaceutical carrier. The compositions may be administered orally or parenterally.