65511-09-3Relevant articles and documents
Oximino-1-hydroxyoctahydrobenzo[c]quinolines and derivatives thereof
-
, (2008/06/13)
9-Amino-1-hydroxyoctahydrobenzo[c]quinoline derivatives of formula STR1 and pharmaceutically acceptable acid addition salts thereof wherein R is hydrogen, COR7 or SO2 R8 where R7 is hydrogen, alkyl, having from one to five carbon atoms; alkenyl and alkynyl each having from two to six carbon atoms; trifluoromethyl, benzyl, furyl, thienyl, pyridyl or R9 C6 H4 where R9 is H, NH2, F, Cl, Br, CH3 or OCH3 ; R8 is alkyl having from one to five carbon atoms or R9 C6 H4 ; R1 is hydrogen, benzyl, benzoyl, alkanoyl having from one to five carbon atoms or --CO--(CH2)p --NR2 R3 wherein p is 0 or an integer from 1 to 4; each of R2 and R3 when taken individually is hydrogen or alkyl having from one to four carbon atoms; R2 and R3 when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from piperidino, pyrrolo, pyrrolidino, morpholino or N-alkylpiperazino having from one to four carbon atoms in the alkyl group; R4 is hydrogen, alkyl having from 1 to 6 carbon atoms or --(CH2)z --C6 H5 wherein z is an integer from 1 to 4; R5 is hydrogen, methyl or ethyl; R6 is hydrogen, --(CH2)y -carbalkoxy having from one to four carbon atoms in the alkoxy group and wherein y is 0 or an integer from 1 to 4, carbobenzyloxy, formyl, alkanoyl having from two to five carbon atoms, alkyl having from one to six carbon atoms; --(CH2)x --C6 H5 wherein x is an integer from 1 to 4; or --CO(CH2)x-1 --C6 H5 ; Z is (a) alkylene having from one to nine carbon atoms; (b) -(alk1)m -X-(alk2)n - wherein each of (alk1) and (alk2) is alkylene having from one to nine carbon atoms, with the proviso that the summation of carbon atoms in (alk1) plus (alk2) is not greater than nine; each of m and n is 0 or 1; X is O, S, SO and SO2 ; and W is hydrogen, methyl, pyridyl, piperidyl, STR2 wherein W1 is selected from the group consisting of hydrogen, fluoro and chloro; and STR3 wherein W2 is hydrogen or STR4 is an integer from 1 to 5 and b is 0 or an integer from 1 to 5; with the proviso that the sum of a and b is not greater than 5; useful in mammals as analgesics, tranquilizers, antiemetic agents, diuretics, anticonvulsants, antidiarrheals, antitussives, in treatment of glaucoma, and intermediates therefore.