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1. (WO1991007968) HYDROCHLORIDE 2,3,3a,4,5,6-HEXAHYDRO-8-CYCLOHEXYL-1H-PYRAZINO (3,2,1-j,k)CARBAZOL, METHOD OF OBTAINING IT AND A PHARMACEUTICAL PREPARATION OF ANTIDEPRESSIVE ACTION BASED ON IT
Latest bibliographic data on file with the International Bureau

Pub. No.: WO/1991/007968 International Application No.: PCT/SU1989/000302
Publication Date: 13.06.1991 International Filing Date: 27.11.1989
IPC:
C07D 487/06 (2006.01)
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
487
Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/-C07D477/183
02
in which the condensed system contains two hetero rings
06
Peri-condensed systems
Applicants:
VSESOJUZNY NAUCHNO-ISSLEDOVATELSKY KHIMIKO-FARMATSEVTICHESKY INSTITUT IMENI SERGO ORDZHONIKIDZE (VNIKHFI) [SU/SU]; ul. Zubovskaya, 7 Moscow, 119815, SU (AllExceptUS)
GRINEVA, Galina Vasilievna +lf [SU/SU]; SU (UsOnly)
SHVEDOV, Vasily Ivanovich [SU/SU]; SU (UsOnly)
MASHKOVSKY, Mikhail Davydovich [SU/SU]; SU (UsOnly)
SAVITSKAYA, Nina Viktorovna [SU/SU]; SU (UsOnly)
ANDREEVA, Natalia Ivanovna [SU/SU]; SU (UsOnly)
FEDOROVA, Irina Nikolaevna [SU/SU]; SU (UsOnly)
GUSKOVA, Tatyana Anatolievna [SU/SU]; SU (UsOnly)
TUPIKINA, Svetlana Mikhailovna [SU/SU]; SU (UsOnly)
VERSTAKOVA, Olga Lvovna [SU/SU]; SU (UsOnly)
NYRKOVA, Valentina Georgievna [SU/SU]; SU (UsOnly)
KONYAEVA, Irina Pavlovna [SU/SU]; SU (UsOnly)
ALTUKHOVA, Ljudmila Benediktovna [SU/SU]; SU (UsOnly)
AKALAEVA, Tatyana Vasilievna [SU/SU]; SU (UsOnly)
ASNINA, Valentina Vasilievna [SU/SU]; SU (UsOnly)
GORKIN, Vladimir Zinovievich [SU/SU]; SU (UsOnly)
VEREVKINA, Iren Vladimirovna [SU/SU]; SU (UsOnly)
GLUSHKOV, Robert Georgievich [SU/SU]; SU (UsOnly)
ARJUZINA, Vera Mikhailovna [SU/SU]; SU (UsOnly)
EROFEEV, Jury Vladimirovich [SU/SU]; SU (UsOnly)
Inventors:
SHVEDOV, Vasily Ivanovich; SU
MASHKOVSKY, Mikhail Davydovich; SU
SAVITSKAYA, Nina Viktorovna; SU
ANDREEVA, Natalia Ivanovna; SU
FEDOROVA, Irina Nikolaevna; SU
GUSKOVA, Tatyana Anatolievna; SU
TUPIKINA, Svetlana Mikhailovna; SU
VERSTAKOVA, Olga Lvovna; SU
NYRKOVA, Valentina Georgievna; SU
KONYAEVA, Irina Pavlovna; SU
ALTUKHOVA, Ljudmila Benediktovna; SU
AKALAEVA, Tatyana Vasilievna; SU
ASNINA, Valentina Vasilievna; SU
GORKIN, Vladimir Zinovievich; SU
VEREVKINA, Iren Vladimirovna; SU
GLUSHKOV, Robert Georgievich; SU
ARJUZINA, Vera Mikhailovna; SU
EROFEEV, Jury Vladimirovich; SU
GRINEV, Alexei Nikolaevich +di; null
Agent:
THE USSR CHAMBER OF COMMERCE AND INDUSTRY; ul. Kuibysheva, 5/2 Moscow, 103735, SU
Priority Data:
Title (EN) HYDROCHLORIDE 2,3,3a,4,5,6-HEXAHYDRO-8-CYCLOHEXYL-1H-PYRAZINO (3,2,1-j,k)CARBAZOL, METHOD OF OBTAINING IT AND A PHARMACEUTICAL PREPARATION OF ANTIDEPRESSIVE ACTION BASED ON IT
(FR) HYDROCHLORURE 2,3,3a,4,5,6-HEXAHYDRO-8-CYCLOHEXYL-1H-PYRAZINO(3,2,1-j,k)CARBOZOL, SON PROCEDE D'OBTENTION ET PREPARATION PHARMACEUTIQUE A BASE DU COMPOSE PRECITE PRESENTANT UNE ACTION ANTIDEPRESSIVE
Abstract:
(EN) Hydrochloride 2,3,3a,4,5,6-hexahydro-8-cyclohexyl-1H-pyrazino (3,2,1-j,k)carbazol has formula (I). A method of obtaining the claimed composition consists in that 6-cyclohexyl-3,4-dihydrocarbazol-1(2H) is alkylated by hydrochloride $g(b)-(N,N-dibenzylamino) ethylchloride in a two-phase system: an aromatic hydrocarbon-30-40 %-aqueous solution of alkali in the presence of an interphase transfer catalyst at a temperature of 85-110 °C with subsequent hydrogenation of the resulting 6-cyclohexyl-9$g(b)-(N,N-dibenzylamino) ethyl-3,4-dihydrocarbazol-1(2H) over palladium catalyst on a carrier in the medium of a higher aliphatic alcohol at a temperature of 50-70 °C and under a pressure of 1 to 30 atm with subsequent transfer of the obtained 2,3,3a,4,5,6-hexahydro-8-cyclohexyl-1H-pyrazino (3,2,1-j,k)carbazol into hydrochloride and extraction of the latter. The claimed composition has an antidepressive action and is an active substance of a pharmaceutical preparation with antidepressive action.
(FR) L'hydrochlorure 2,3,3a,4,5,6-hexahydro-8-cyclohexyl-1H-pyrazino(3,2,1-j,k)carbazol a la formule (I). Un procédé d'obtention de la composition de l'invention consiste à alkyler le 6-cyclohexyl-3,4-dihydrocabazol-1(2H) à l'aide d'hydrochlorure $g(b)-(N,N-dibenzylamino)éthylchlorure dans un système à deux phases: une solution aqueuse d'alcali contenant 30 à 40 % d'hydrocarbure aromatique, en présence d'un catalyseur de transfert d'interphase, à une température comprise entre 85 et 110 °C, avec hydrogénation ultérieure du 6-cyclohexyl-9$g(b)-(N,M-dibenzylamino)éthyl-3,4-dihydrocarbazol-1(2H) obtenu, au-dessus d'un catalyseur de palladium, sur un support situé au milieu d'un alcool aliphatique supérieur, à une température comprise entre 50 et 70 °C, et sous une pression comprise entre 1 et 30 atm, donnant lieu à un transfert ultérieur du 2,3,3a,4,5,6-hexahydro-8-cyclohexyl-1H-pyrazino(3,2,1-j,k)carbazol obtenu, dans l'hydrochlorure, et à l'extraction de ce dernier. La composition de l'invention a une action antidépressive, et elle constitue une substance active d'une préparation pharmaceutique présentant une action antidépressive.
Designated States: FI, JP, US
European Patent Office (AT, BE, CH, DE, ES, FR, GB, IT, LU, NL, SE)
Publication Language: Russian (RU)
Filing Language: Russian (RU)
Also published as:
FI913588EP0457908