title: [Synthesis, stereochemistry and anticonvulsant action of 4-phenyltetrahydroisoquinolines].
abstract: The racemic and optically active 4'- and 8-substituted tetrahydroisoquinolines 2-5 have been synthesized and their effect on the water-immersion stress ulcer in rats has been studied. All compounds prevent the formation of stress ulcer, the strongest effect being exhibited by compound 4 and its dextrarotatory isomer (R1 = Cl, R2 = NHCOOC2H5). The antiulcer activity of 4 is 30 to 50 times higher than that of the H2 receptor antagonists Cimetidin and Ranitidin used for comparison. The absolute configuration of the optically active compounds 2, 3 and 4 has been determined by means of chemical correlation. The antiulcer activity of 4 is characterized by enantioselectivity, S-(+)-4 is three times as active than R-(-)-4.
authors.affiliation: Basis zur Entwicklung am Chemisch-pharmazeutischen Kombinat, Sofia.
authors.forename: N
authors.initials: N
authors.lastname: Ivanova
authors.forename: T
authors.initials: T
authors.lastname: Ivanov
authors.forename: D
authors.initials: D
authors.lastname: Mondeshka
authors.forename: N
authors.initials: N
authors.lastname: Berova
authors.forename: I
authors.initials: I
authors.lastname: Angelova
authors.forename: R
authors.initials: R
authors.lastname: Rakovska
authors.forename: S
authors.initials: S
authors.lastname: Bojadjiev
authors.forename: C
authors.initials: C
authors.lastname: Tancheva
authors.forename: D
authors.initials: D
authors.lastname: Tascheva
mesh_terms: D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis*; D055598:Chemical Phenomena; D002621:Chemistry; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000494:pharmacology; D008297:Male; D051381:Rats; D011919:Rats, Inbred Strains; D013237:Stereoisomerism
chemical_list: D000927:Anticonvulsants; D007546:Isoquinolines
vernacular_title: Synthese, Stereochemie und Antiulkusaktivität von 4-Phenyltetrahydroisochinolinen.