[Synthesis, stereochemistry and anticonvulsant action of 4-phenyltetrahydroisoquinolines].
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.
Ivanova
N
N
Basis zur Entwicklung am Chemisch-pharmazeutischen Kombinat, Sofia.
Ivanov
T
T
Mondeshka
D
D
Berova
N
N
Angelova
I
I
Rakovska
R
R
Bojadjiev
S
S
Tancheva
C
C
Tascheva
D
D
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
D000927:Anticonvulsants; D007546:Isoquinolines
Synthese, Stereochemie und Antiulkusaktivität von 4-Phenyltetrahydroisochinolinen.