YU46003B - Postopek za pripravo derivatov eburnamenina - Google Patents

Postopek za pripravo derivatov eburnamenina

Info

Publication number
YU46003B
YU46003B YU60386A YU60386A YU46003B YU 46003 B YU46003 B YU 46003B YU 60386 A YU60386 A YU 60386A YU 60386 A YU60386 A YU 60386A YU 46003 B YU46003 B YU 46003B
Authority
YU
Yugoslavia
Prior art keywords
general formula
defined above
cis
compound
hydrogen
Prior art date
Application number
YU60386A
Other languages
English (en)
Other versions
YU60386A (en
Inventor
J. Kreidl
G. Visky
L. Czibula
B. Stefko
M. Farkas
Z. Szombathelyi
E. Karpati
B. Kiss
K. Csomor
L. Szporny
L. Forgacs
C. Gerea Kuthi
Original Assignee
Richter Gedeon Vegyeszeti Gyar Rt.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Richter Gedeon Vegyeszeti Gyar Rt. filed Critical Richter Gedeon Vegyeszeti Gyar Rt.
Publication of YU60386A publication Critical patent/YU60386A/xx
Publication of YU46003B publication Critical patent/YU46003B/sh

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D461/00Heterocyclic compounds containing indolo [3,2,1-d,e] pyrido [3,2,1,j] [1,5]-naphthyridine ring systems, e.g. vincamine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/08Vasodilators for multiple indications

Abstract

POSTOPEK ZA PRIPRAVO DERIVATOV EBURNAMENINA, s splosno formulo (Ia) ali (Ib), kjer R1 stoji za C1-4 alkilno skupino in R stoji za vodik, C1-6 alkilno skupino, C2-6alkenilno skupino, acilno ali substituirano acilno skupino, kot tudi njihovih kislinskih adicijskih soli, oznacen s tem, da a1) aciliramo ester apovinkaminske kisline s splosno formulo (IV) kjer je R1 definiran kot zgoraj in R stoji za C1-4 alkilno skupino, z uporabo kemijskega reducirnega sredstva, prednostno kompleksnega kovinskega hidrida, nato nasitimo s katalitskim hidrogeniranjem, po zelji po aciliranju ali alkiliranju tako dobljene spojine s splosno formulo (II) kjer je R1 definiran kot zgoraj in R stoji za vodik in po zelji aciliramo ali alkiliramo tako pripravljeno spojino s splosno formulo (Ia), kjer je R1 definiran kot zgoraj in R stoji za vodik, ali a2) nasitimo s katalitskom hidrogeniranjem, o zelji po aciliranju ali alkiliranju, derivat apovinkaminola s splosno formulo (II), kjer je R1 definiran kot zgoraj in R stoji za vodik, in po zelji aciliramo ali alkiliramo tako pripravljeno spojino s splosno formulo (Ia), kjer je R1, definiran kot zgoraj in R stoji za vodik, ali b1) nasitimo s katalitskim hidrogeniranjem ester trans apovinkaminske kisline s splosno formulo (IV), kjer sta R1 in R definirana kot zgoraj, in nato epimeriziramo tako dobljeni produkt s splosno formulo (IIIa), kjer sta R1 in R definirana kot zgoraj, in reduciramo tako pripravljeno spojino s splosno formulo (IIIb) kjer sta R in R definirana kot zgoraj, z uporabo kemijskega reducirnega sredstva, prednostno kompleksnega kovinskega hidrida, in po zelji aciliramo ali alkiliramo tako dobljeno spojino s splosno formulo (Ib), kjer je R1 definiran kot zgoraj in R stoji za vodik, ali b2) nasitimo s katalitskim hidrogeniranjem ester cis-apovinkaminske kisline s splosno formulo (IV), kjer sta R1 in R definirana kot zgoraj, locimo tako dobljeno cis epimerno zmes s frakcionirano kiristalizacijo, reduciramo dobljeni produkt s splosno formulo cis-(IIIa) ali cis-(IIIb) s kemijskim reducirnim sredstvom, prednostno s kompleksnim kovinskim hidridom, po "fakultativni" epimerizaciji produkta s splosno formulo (IIIa), in po zelji aciliramo ali alkiliramo tako pripravljeno spojino s splosno formulo cis-(Ia) ali cis-(Ib), kjer je R1 definiran kot zgoraj in R pomeni vodik, da pripravimo cis-stereoizomere, ki tvorijo ozjo skupino spojin s splosno formulo (Ia) in (Ib), ali b3) epimiriziramo ester dihidroapovinkaminske kisline s splosno formulo (IIIa), kjer sta R1 in R definirana kot zgoraj, reduciramo tako dobljeni produkt s splosno formulo (IIIb), kjer sta R1 in R definirana kot zgoraj, z uporabo kemijskega reducirnega sredstva, prednostno kompleksnega kovinskega hidrida, in po zelji aciliramo ali alkiliramo tako pripravljeno spojino s splosno formulo (Ib), kjer je R1 definiran kot zgoraj in R stoji za vodik, ali b4) reduciramo ester dihidroapovinkaminske kisline s splosno formulo (IIIb), kjer sta R1 in R definirana kot zgoraj, z up
YU60386A 1985-04-19 1986-04-15 Postopek za pripravo derivatov eburnamenina YU46003B (sh)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
HU851516A HU198207B (en) 1985-04-19 1985-04-19 Process for production of derivatives of eburnamenin and medical compositions containing them

Publications (2)

Publication Number Publication Date
YU60386A YU60386A (en) 1988-08-31
YU46003B true YU46003B (sh) 1992-12-21

Family

ID=10954833

Family Applications (1)

Application Number Title Priority Date Filing Date
YU60386A YU46003B (sh) 1985-04-19 1986-04-15 Postopek za pripravo derivatov eburnamenina

Country Status (32)

Country Link
US (1) US4839362A (sh)
JP (1) JPS61249982A (sh)
KR (1) KR860008175A (sh)
CN (1) CN1017429B (sh)
AR (1) AR242386A1 (sh)
AU (1) AU585973B2 (sh)
BE (1) BE904619A (sh)
CA (1) CA1314286C (sh)
CH (1) CH670449A5 (sh)
CS (1) CS257791B2 (sh)
DD (1) DD244555A5 (sh)
DE (1) DE3613199A1 (sh)
DK (1) DK179886A (sh)
ES (1) ES8801259A1 (sh)
FI (1) FI84352C (sh)
FR (1) FR2580647B1 (sh)
GB (1) GB2174092B (sh)
GR (1) GR861026B (sh)
HU (1) HU198207B (sh)
IL (1) IL78534A0 (sh)
IN (1) IN163020B (sh)
IT (1) IT1189462B (sh)
NL (1) NL8600987A (sh)
NO (1) NO861538L (sh)
NZ (1) NZ215881A (sh)
PH (1) PH22427A (sh)
PL (1) PL149331B1 (sh)
PT (1) PT82423B (sh)
SE (1) SE462684B (sh)
SU (1) SU1443801A3 (sh)
YU (1) YU46003B (sh)
ZA (1) ZA862937B (sh)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2623501B1 (fr) * 1987-11-19 1990-03-16 Roussel Uclaf Nouveaux derives substitues de 20,21-dinoreburnamenine, leur procede de preparation et les nouveaux intermediaires ainsi obtenus, leur application comme medicaments et les compositions pharmaceutiques les renfermant
JPH02167279A (ja) * 1988-09-30 1990-06-27 Taisho Pharmaceut Co Ltd アポビンカミン酸誘導体

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2035784A1 (en) * 1969-03-27 1970-12-24 Olivier Louisette Vincamine derivs with therapeutic propert- - ies
FR2211004A5 (sh) * 1972-12-15 1974-07-12 Synthelabo
FR2259612B1 (sh) * 1974-01-31 1977-09-09 Synthelabo
FR2285390A1 (fr) * 1974-09-19 1976-04-16 Synthelabo Nouvelle methode de preparation du desoxyvincaminate d'hydroxy-2 propyle
HU171163B (hu) * 1974-09-27 1977-11-28 Richter Gedeon Vegyeszet Sposob poluchenija proizvodnykh trans eburnamenina
FR2299033A2 (fr) * 1975-01-31 1976-08-27 Synthelabo Esters de
HU170888B (hu) * 1975-06-10 1977-09-28 Richter Gedeon Vegyeszet Sposob poluchenija novykh, opticheski aktivnykh proizvodnykh eburnameninov
HU171663B (hu) * 1975-09-01 1978-02-28 Richter Gedeon Vegyeszet Sposob poluchenija novykh proizvodnykh 14-skobka-zamehhennogo metil-skobka zakryta-vinkana
DE2703920A1 (de) * 1976-02-05 1977-08-11 Sandoz Ag Neue organische verbindungen, ihre herstellung und verwendung
GB1572189A (en) * 1976-09-03 1980-07-23 Buzas Andre 14 - alkoxycarbonyl - 3,4 - dehydro - 14,15 - dihydro-14,16 - eburnamenine perchlorates and their use to prepare stereoisomers of dihydro apovincaminic acid esters
AU532001B2 (en) * 1978-11-20 1983-09-15 Sumitomo Chemical Company, Limited Polycyclic indole derivatives
HU186891B (en) * 1981-06-12 1985-10-28 Richter Gedeon Vegyeszet Process for producing esters of apovincaminic acid

Also Published As

Publication number Publication date
IL78534A0 (en) 1986-08-31
DD244555A5 (de) 1987-04-08
GR861026B (en) 1986-08-11
GB8609532D0 (en) 1986-05-21
BE904619A (fr) 1986-08-18
IT1189462B (it) 1988-02-04
GB2174092A (en) 1986-10-29
DK179886D0 (da) 1986-04-18
AR242386A1 (es) 1993-03-31
CS257791B2 (en) 1988-06-15
CN1017429B (zh) 1992-07-15
CH670449A5 (sh) 1989-06-15
IT8620135A0 (it) 1986-04-18
IN163020B (sh) 1988-07-30
FI861656A0 (fi) 1986-04-18
HU198207B (en) 1989-08-28
SE8601798L (sv) 1986-10-20
YU60386A (en) 1988-08-31
NO861538L (no) 1986-10-20
PL149331B1 (en) 1990-02-28
SU1443801A3 (ru) 1988-12-07
PH22427A (en) 1988-09-12
ES554136A0 (es) 1987-12-16
DE3613199A1 (de) 1986-10-23
NZ215881A (en) 1989-01-06
FI84352B (fi) 1991-08-15
CN86102655A (zh) 1987-02-04
CA1314286C (en) 1993-03-09
AU585973B2 (en) 1989-06-29
ES8801259A1 (es) 1987-12-16
ZA862937B (en) 1986-12-30
JPS61249982A (ja) 1986-11-07
PT82423B (pt) 1988-03-03
GB2174092B (en) 1989-10-25
FI861656A (fi) 1986-10-20
IT8620135A1 (it) 1987-10-18
SE8601798D0 (sv) 1986-04-18
AU5638086A (en) 1986-10-23
FR2580647B1 (fr) 1990-04-20
DK179886A (da) 1986-10-20
US4839362A (en) 1989-06-13
SE462684B (sv) 1990-08-13
KR860008175A (ko) 1986-11-12
FR2580647A1 (fr) 1986-10-24
NL8600987A (nl) 1986-11-17
HUT40653A (en) 1987-01-28
FI84352C (fi) 1991-11-25
PT82423A (en) 1986-05-01

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