GB1351262A - Quinolizine derivatives - Google Patents

Quinolizine derivatives

Info

Publication number
GB1351262A
GB1351262A GB2578671*A GB1351262DA GB1351262A GB 1351262 A GB1351262 A GB 1351262A GB 1351262D A GB1351262D A GB 1351262DA GB 1351262 A GB1351262 A GB 1351262A
Authority
GB
United Kingdom
Prior art keywords
cis
quinolizine
carbomethoxyethyl
octahydro
ethyl
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
GB2578671*A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf SA
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
Priority claimed from FR7011406A external-priority patent/FR2081593A1/en
Priority claimed from FR7032889A external-priority patent/FR2104959A2/en
Application filed by Roussel Uclaf SA filed Critical Roussel Uclaf SA
Publication of GB1351262A publication Critical patent/GB1351262A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/12Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
    • C07D471/14Ortho-condensed systems
    • 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

Abstract

1351262 Quinolizine derivatives ROUSSEL UCLAF 19 April 1971 [31 March 1970 10 Sept 1970] 42249/73 Divided out of 1351261 Heading C2C The invention comprises novel optically active compounds (I) (wherein the H at the 12b-position and the Et group at the 1-position are in the cis-configuration with respect to one another) and novel optically active enantiomers of cis-1,2,3,4,6,7,- 12,12b - octahydro - 1 - ethyl - 1 - carboxyethyl- and -1 - carbomethoxyethyl - 4 - oxoindolo - (2,3-a) - quinolizines and of cis - 1,2,3,4,6,7,12,12b - octahydro - 1 - ethyl -1 - carbomethoxyethyl - 4 - thioxo - indolo - (2,3-a) quinolizine from which (I) are obtained by desulphurization.
GB2578671*A 1970-03-31 1971-04-19 Quinolizine derivatives Expired GB1351262A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR7011406A FR2081593A1 (en) 1970-03-31 1970-03-31 Vincamine process
FR7032889A FR2104959A2 (en) 1970-09-10 1970-09-10 Vincamine process

Publications (1)

Publication Number Publication Date
GB1351262A true GB1351262A (en) 1974-04-24

Family

ID=26215644

Family Applications (3)

Application Number Title Priority Date Filing Date
GB2578671*A Expired GB1351262A (en) 1970-03-31 1971-04-19 Quinolizine derivatives
GB2578671*A Expired GB1351263A (en) 1970-03-31 1971-04-19 Eburnane derivatives
GB2578671*A Expired GB1351261A (en) 1970-03-31 1971-04-19 Preparation of vincamine alkaloids

Family Applications After (2)

Application Number Title Priority Date Filing Date
GB2578671*A Expired GB1351263A (en) 1970-03-31 1971-04-19 Eburnane derivatives
GB2578671*A Expired GB1351261A (en) 1970-03-31 1971-04-19 Preparation of vincamine alkaloids

Country Status (16)

Country Link
US (1) US3770724A (en)
JP (3) JPS5144960B1 (en)
AT (1) AT309699B (en)
BE (1) BE765006A (en)
CA (1) CA937570A (en)
CH (1) CH546777A (en)
DE (3) DE2167043A1 (en)
DK (1) DK149345C (en)
GB (3) GB1351262A (en)
HU (1) HU163769B (en)
IL (1) IL36474A (en)
IT (1) IT8048032A0 (en)
NL (1) NL158497B (en)
PL (1) PL83152B1 (en)
SE (2) SE390414B (en)
SU (1) SU505365A3 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4173642A (en) * 1976-12-30 1979-11-06 Richter Gedeon Vegyeszeti Gyar Rt Vasodilating 1,1-di-(2-methoxycarbonyl-ethyl)-1,2,3,4,5,6,12,12b-octahydro-indolo[2,3-a]quinolizine

Families Citing this family (36)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL153199B (en) * 1971-10-25 1977-05-16 Omnium Chimique Sa PROCESS FOR THE PREPARATION OF VINCAMIC ACID ESTERS AND PROCEDURE FOR THE PREPARATION OF A MEDICINAL PRODUCT CONTAINING SUCH ESTER AND FORMED MEDICINAL PRODUCT THEREFORE OBTAINED.
CH578001A5 (en) * 1972-04-14 1976-07-30 Sandoz Ag
FR2179620B1 (en) * 1972-04-14 1975-12-26 Roussel Uclaf
US4033969A (en) * 1972-06-19 1977-07-05 Agence Nationale De Valorisation De La Recherche (Anvar) Vincamine derivatives
FR2259612B1 (en) * 1974-01-31 1977-09-09 Synthelabo
CH625239A5 (en) * 1974-08-09 1981-09-15 Buskine Sa
JPS536264U (en) * 1976-06-30 1978-01-20
FR2445328A1 (en) * 1978-07-12 1980-07-25 Richter Gedeon Vegyeszet DERIVATIVES OF 14-OXO-E-HOMO-EBURNANE, THEIR PREPARATION PROCESS AND THEIR USE AS MEDICAMENT
US4315011A (en) * 1978-07-12 1982-02-09 Richter Gedeon Vegyeszeti Gyar Rt. 1-Alkyl-9-bromohexahydroindolo quinolizium salts and use thereof to increase blood flow
US4428877A (en) 1978-07-12 1984-01-31 Richter Gedeon Vegyeszeti Gyar Rt. Cis-10-bromo-E-homoeburnanes
US4316028A (en) * 1978-11-20 1982-02-16 Sumitomo Chemical Company, Limited Process for producing eburnane derivatives
AU532001B2 (en) * 1978-11-20 1983-09-15 Sumitomo Chemical Company, Limited Polycyclic indole derivatives
HU179292B (en) * 1978-12-01 1982-09-28 Richter Gedeon Vegyeszet Process for preparing ester derivatives of apovincaminic acid
HU180928B (en) * 1979-08-06 1983-05-30 Richter Gedeon Vegyeszet Process for preparing new brominated 15-hydroxy-e-homo-eburane derivatives
HU181496B (en) * 1979-08-13 1983-07-28 Richter Gedeon Vegyeszet Process for preparing 10-bromo-15-hydroxy-e-homo-eburnanes
JPS5689589U (en) * 1979-12-13 1981-07-17
JPS5693693U (en) * 1979-12-14 1981-07-25
HU185305B (en) * 1981-08-23 1985-01-28 Richter Gedeon Vegyeszet Process for preparing vincine and apovincine
HU183234B (en) * 1980-10-17 1984-04-28 Richter Gedeon Vegyeszet Process for the enantioselective synthesis of optically active cys-14-oxo-e-homo-eburnan
HU182411B (en) * 1981-11-03 1984-01-30 Richter Gedeon Vegyeszet Process for preparing eburnamonine derivatives
HU186891B (en) * 1981-06-12 1985-10-28 Richter Gedeon Vegyeszet Process for producing esters of apovincaminic acid
HU182380B (en) * 1981-09-30 1983-12-28 Richter Gedeon Vegyeszet Process for producing esters of vincaminic acid
JPS59258U (en) * 1982-06-24 1984-01-05 日本ピラ−工業株式会社 Flat type electron tube display device
HU187733B (en) * 1982-06-30 1986-02-28 Richter Gedeon Vegyeszeti Gyar Rt,Hu Process for preparing apovincaminic acid derivatives
HU187139B (en) * 1982-06-30 1985-11-28 Richter Gedeon Vegyeszet Process for preparing new eburnan derivatives
HU187140B (en) * 1982-06-30 1985-11-28 Richter Gedeon Vegyeszet Process for preparing new aburnan-oxima ethers
JPS59105767U (en) * 1983-01-06 1984-07-16 日本ピラ−工業株式会社 Flat type electron tube display device
JPS6032240A (en) * 1983-07-30 1985-02-19 Sony Corp Phosphor display device
GEP20074134B (en) 2002-08-19 2007-06-25 Pfizer Prod Inc Combination therapy for hyperproliferative diseases
US7741317B2 (en) 2005-10-21 2010-06-22 Bristol-Myers Squibb Company LXR modulators
US7888376B2 (en) 2005-11-23 2011-02-15 Bristol-Myers Squibb Company Heterocyclic CETP inhibitors
ATE547394T1 (en) 2006-12-01 2012-03-15 Bristol Myers Squibb Co N-((3-BENZYL)-2,2-(BIS-PHENYL)-PROPANE-1- AMINE DERIVATIVES AS CETP INHIBITORS FOR THE TREATMENT OF ATHEROSCLERosis AND CARDIOVASCULAR DISEASES
CN105143203A (en) 2013-04-17 2015-12-09 辉瑞大药厂 N-piperidin-3-ylbenzamide derivatives for treating cardiovascular diseases
WO2016055901A1 (en) 2014-10-08 2016-04-14 Pfizer Inc. Substituted amide compounds
JOP20210193A1 (en) 2019-01-18 2023-01-30 Astrazeneca Ab Pcsk9 inhibitors and methods of use thereof
CN111205288B (en) * 2020-02-19 2021-03-30 四川大学 Synthesis method of (1S,12bS) lactam ester compound

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4173642A (en) * 1976-12-30 1979-11-06 Richter Gedeon Vegyeszeti Gyar Rt Vasodilating 1,1-di-(2-methoxycarbonyl-ethyl)-1,2,3,4,5,6,12,12b-octahydro-indolo[2,3-a]quinolizine
US4278682A (en) * 1976-12-30 1981-07-14 Richter Gedeon Vegyeszeti Gyar Rt. Vasodilating method of treatment using a indolo-quinolizine-monoester, diester or nitrile

Also Published As

Publication number Publication date
BE765006A (en) 1971-09-30
CH546777A (en) 1974-03-15
DE2167043A1 (en) 1977-10-13
IT8048032A0 (en) 1980-02-28
DK149345C (en) 1986-10-13
JPS5337360B2 (en) 1978-10-07
DE2167044C2 (en) 1983-07-14
US3770724A (en) 1973-11-06
DE2167044A1 (en) 1977-11-10
DE2115718A1 (en) 1971-10-14
CA937570A (en) 1973-11-27
JPS5227160B2 (en) 1977-07-19
NL7104275A (en) 1971-10-04
DE2115718B2 (en) 1978-11-02
GB1351263A (en) 1974-04-24
NL158497B (en) 1978-11-15
IL36474A (en) 1975-08-31
GB1351261A (en) 1974-04-24
JPS5144960B1 (en) 1976-12-01
SE386179B (en) 1976-08-02
PL83152B1 (en) 1975-12-31
JPS5163197A (en) 1976-06-01
SU505365A3 (en) 1976-02-28
IL36474A0 (en) 1971-05-26
SE390414B (en) 1976-12-20
DE2115718C3 (en) 1979-07-19
JPS5163198A (en) 1976-06-01
DK149345B (en) 1986-05-12
AT309699B (en) 1973-07-15
HU163769B (en) 1973-10-27

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee