ALKYLPHENYL BENZOPYRAN DERIVATIVE,PHARMACEUTICAL COMPOSITION AND METHOD OF USE THEREOF

摘要

1459564 Derivatives of dibenzopyran and cyclopentabenzopyran ABBOTT LABORATORIES 1 April 1974 [2 April 1973 13 Feb 1974] 14404/74 Heading C2C The invention comprises compounds of formulµ and the pharmaceutically acceptable salts of (I), (II) and (III), wherein n is 1 or 2; R and R 1 are each H or C 1-6 alkyl [but in the pyrone compound (XIII), H or Me]; R 2 is C 1-6 alkyl; Y is C 1-10 alkylene; R 4 , R 5 , R 6 are each H, halogen, CF 3 or C 1-6 alkyl; and Z is C or N. In examples, (XIII) are prepared by reacting an ethyl cyclopentanone (or cyclohexanone)-2-carboxylate with an appropriate 5-aralkylresorcinol (A), and converted into (I) and (II) by reaction with R 2 MgBr, followed optionally by hydrogenation to give (III). Starting materials prepared are the dimethyl ethers of (A), the benzene compounds where Q is CH : CHCO 2 H, CH 2 CH 2 CO 2 H, (CH 2 ) 3 OH, (CH 2 ) 3 Br, (CH 2 ) 5 OH and (CH 2 ) 3 Br, and the compounds 3,5-(MeO) 2 C 6 H 3 CR0R0- alkylene-Ar where CR0R0 is CO or one R‹ is Me and the other is OH, and Ar is R 4 R 5 R 6 C 5 HZ-. Therapeutic compositions for oral, parenteral or rectal administration comprise the above compounds (Ia), which are analgesics, mild tranquillizers and antidiarrhoeals.