CA2002430A1 - Methode de resolution de l'acide folinique - Google Patents

Methode de resolution de l'acide folinique

Info

Publication number: CA2002430A1
Authority: CA; Canada
Prior art keywords: acid; folinate; metal salt; folinic acid; resolution
Prior art date: 1988-11-11
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.): Granted

Application number

CA2002430A

Other languages

English (en)

Other versions

CA2002430C (fr

Inventor

Hans Rudolf Mueller

Martin Ulmann

Josef Conti

Guenter Muerdel

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.)

Merck Eprova AG

Original Assignee

Eprova AG

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.)

1988-11-11

Filing date

1989-11-07

Publication date

1990-05-11

1989-11-07 Application filed by Eprova AG filed Critical Eprova AG

1990-05-11 Publication of CA2002430A1 publication Critical patent/CA2002430A1/fr

1997-03-04 Application granted granted Critical

1997-03-04 Publication of CA2002430C publication Critical patent/CA2002430C/fr

2009-11-07 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

239000011672 folinic acid Substances 0.000 title abstract 3
229960001691 leucovorin Drugs 0.000 title abstract 3
VVIAGPKUTFNRDU-UHFFFAOYSA-N 6S-folinic acid Natural products C1NC=2NC(N)=NC(=O)C=2N(C=O)C1CNC1=CC=C(C(=O)NC(CCC(O)=O)C(O)=O)C=C1 VVIAGPKUTFNRDU-UHFFFAOYSA-N 0.000 title 1
MPJKWIXIYCLVCU-UHFFFAOYSA-N Folinic acid Natural products NC1=NC2=C(N(C=O)C(CNc3ccc(cc3)C(=O)NC(CCC(=O)O)CC(=O)O)CN2)C(=O)N1 MPJKWIXIYCLVCU-UHFFFAOYSA-N 0.000 title 1
VVIAGPKUTFNRDU-ABLWVSNPSA-N folinic acid Chemical compound C1NC=2NC(N)=NC(=O)C=2N(C=O)C1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 VVIAGPKUTFNRDU-ABLWVSNPSA-N 0.000 title 1
235000008191 folinic acid Nutrition 0.000 title 1
-1 alkali metal salt Chemical class 0.000 abstract 3
229910052783 alkali metal Inorganic materials 0.000 abstract 2
150000007522 mineralic acids Chemical class 0.000 abstract 2
150000007524 organic acids Chemical class 0.000 abstract 2
229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
150000003863 ammonium salts Chemical class 0.000 abstract 1
239000000706 filtrate Substances 0.000 abstract 1
230000007935 neutral effect Effects 0.000 abstract 1
239000002244 precipitate Substances 0.000 abstract 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D475/00—Heterocyclic compounds containing pteridine ring systems
- C07D475/02—Heterocyclic compounds containing pteridine ring systems with an oxygen atom directly attached in position 4
- C07D475/04—Heterocyclic compounds containing pteridine ring systems with an oxygen atom directly attached in position 4 with a nitrogen atom directly attached in position 2

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Epidemiology (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Saccharide Compounds (AREA)
Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Investigation Of Foundation Soil And Reinforcement Of Foundation Soil By Compacting Or Drainage (AREA)
Mechanical Treatment Of Semiconductor (AREA)

CA002002430A 1988-11-11 1989-11-07 Methode de resolution de l'acide folinique Expired - Lifetime CA2002430C (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
CH4182/88A CH676981A5 (fr)	1988-11-11	1988-11-11
CH04182/88-3		1988-11-11

Publications (2)

Publication Number	Publication Date
CA2002430A1 true CA2002430A1 (fr)	1990-05-11
CA2002430C CA2002430C (fr)	1997-03-04

Family

ID=4271318

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002002430A Expired - Lifetime CA2002430C (fr)	1988-11-11	1989-11-07	Methode de resolution de l'acide folinique

Country Status (21)

Country	Link
US (1)	US5010194A (fr)
EP (1)	EP0367902B1 (fr)
JP (1)	JPH0645621B2 (fr)
KR (1)	KR920005744B1 (fr)
CN (1)	CN1029956C (fr)
AR (1)	AR245130A1 (fr)
AT (1)	ATE102201T1 (fr)
AU (1)	AU607641B2 (fr)
CA (1)	CA2002430C (fr)
CH (1)	CH676981A5 (fr)
DD (1)	DD284879A5 (fr)
DE (1)	DE58907088D1 (fr)
DK (1)	DK173425B1 (fr)
ES (1)	ES2061804T3 (fr)
FI (1)	FI91157C (fr)
HU (1)	HU201777B (fr)
IE (1)	IE63929B1 (fr)
NO (1)	NO170334C (fr)
NZ (1)	NZ231193A (fr)
PT (1)	PT92232B (fr)
ZA (1)	ZA897284B (fr)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5124452A (en) *	1978-07-10	1992-06-23	Bioresearch S.P.A.	Process for producing d,1-5-methyltetrahydrofolic acid and its salts
GB8621268D0 (en) *	1986-09-03	1986-10-08	Univ Strathclyde	Separation of substances
CH673459A5 (fr) *	1987-05-15	1990-03-15	Eprova Ag
FR2643081B1 (fr) *	1989-02-14	1991-06-07	Panmedica Sa	Folates de magnesium, procede de preparation et compositions pharmaceutiques
CH680731A5 (fr) *	1990-04-12	1992-10-30	Sapec Fine Chemicals
CH681303A5 (fr) *	1991-01-16	1993-02-26	Eprova Ag
AU640524B2 (en) †	1991-03-29	1993-08-26	Eli Lilly And Company	Use of folic acid for reducing the toxicity of antitumour antifolate agents and methods for treating tumours
US5217974A (en) *	1991-03-29	1993-06-08	Eli Lilly And Company	Method for treating gar-transformylase tumors in mammals and reducing mammalian toxicity
CH684270A5 (de) *	1991-10-04	1994-08-15	Sapec Fine Chemicals	Verfahren zur Herstellung von Erdalkalimetallsalzen von (6R)-N(10)-Formyl-5,6,7,8-tetrahydrofolsäure.
DE4136921A1 (de) *	1991-11-11	1993-05-13	Knoll Ag	Verfahren zur trennung von 5-methyl-tetrahydrofolsaeure
CH683262A5 (it) *	1992-01-22	1994-02-15	Applied Pharma Res	Procedimento per la separazione dei diastereomeri del sale di calcio dell'acido (6(R,S)-N-formiltetraidrofolico).
US5599931A (en) *	1992-02-20	1997-02-04	Bracco S.P.A.	Process for separating stereoisomers of folinic acid
IT1254635B (it) *	1992-02-20	1995-09-28	Bracco Spa	Processo per la separazione degli stereoisomeri dell'acido folinico
US5198547A (en) *	1992-03-16	1993-03-30	South Alabama Medical Science Foundation, Usa	Process for N5-formylating tetrahydropteridines
US5441960A (en) *	1992-04-16	1995-08-15	Zeneca Limited	1-pyrimidinylacetamide human leukocyte elastate inhibitors
US5698693A (en) *	1992-11-16	1997-12-16	The United States Of America As Represented By The Department Of Health And Human Services	Process of separating the diastereomers of (6R,6S) -5,6,7,8-tetrahydrofolic acid derivatives
CH686672A5 (de) *	1992-12-01	1996-05-31	Cerbios Pharma Sa	Verfahren zur Herstellung von (6S)-5,6,7,8-Tetrahydrofolsaeure.
US5710271A (en) *	1994-06-08	1998-01-20	Dibra S.P.A.	Process for the preparation and separation of diastereomeric salts of folinic acid
US7721732B2 (en) *	2002-04-04	2010-05-25	Qxtec, Inc.	Respiratory heat exchanger
CN101792444B (zh) *	2009-02-02	2011-10-12	天津康鸿医药科技发展有限公司	左亚叶酸钠及其制备方法及药物组合物
CN117486884A (zh) *	2023-09-26	2024-02-02	湖州展望药业有限公司	一种亚叶酸钙的纯化方法

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2688018A (en) *	1952-06-28	1954-08-31	American Cyanamid Co	Method of preparing alkaline earth metal salts of 1-leucovorin
US4500711A (en) *	1977-03-21	1985-02-19	Burroughs Wellcome Co.	Synthesis of leucovorin
US4148999A (en) *	1977-08-22	1979-04-10	The Government Of The United States Of America	Preparation and purification of citrovorum factor
CH649550A5 (en) *	1984-02-09	1985-05-31	Eprova Ag	Process for the preparation of alkaline earth metal salts of 5-methyltetrahydrofolic acid
GB8621268D0 (en) *	1986-09-03	1986-10-08	Univ Strathclyde	Separation of substances
CH673459A5 (fr) *	1987-05-15	1990-03-15	Eprova Ag

1988
- 1988-11-11 CH CH4182/88A patent/CH676981A5/de not_active IP Right Cessation
1989
- 1989-06-29 EP EP89111820A patent/EP0367902B1/fr not_active Expired - Lifetime
- 1989-06-29 DE DE89111820T patent/DE58907088D1/de not_active Expired - Lifetime
- 1989-06-29 AT AT89111820T patent/ATE102201T1/de not_active IP Right Cessation
- 1989-06-29 ES ES89111820T patent/ES2061804T3/es not_active Expired - Lifetime
- 1989-09-25 ZA ZA897284A patent/ZA897284B/xx unknown
- 1989-10-17 DK DK198905157A patent/DK173425B1/da not_active IP Right Cessation
- 1989-10-30 NZ NZ231193A patent/NZ231193A/en unknown
- 1989-10-31 AU AU43924/89A patent/AU607641B2/en not_active Expired
- 1989-11-01 DD DD89334113A patent/DD284879A5/de unknown
- 1989-11-07 US US07/432,819 patent/US5010194A/en not_active Expired - Lifetime
- 1989-11-07 CA CA002002430A patent/CA2002430C/fr not_active Expired - Lifetime
- 1989-11-08 PT PT92232A patent/PT92232B/pt not_active IP Right Cessation
- 1989-11-08 AR AR89315393A patent/AR245130A1/es active
- 1989-11-09 JP JP1290140A patent/JPH0645621B2/ja not_active Expired - Lifetime
- 1989-11-10 IE IE362389A patent/IE63929B1/en not_active IP Right Cessation
- 1989-11-10 CN CN89109727A patent/CN1029956C/zh not_active Expired - Lifetime
- 1989-11-10 NO NO894499A patent/NO170334C/no not_active IP Right Cessation
- 1989-11-10 HU HU895859A patent/HU201777B/hu unknown
- 1989-11-10 KR KR1019890016278A patent/KR920005744B1/ko not_active Expired
- 1989-11-10 FI FI895380A patent/FI91157C/fi active IP Right Grant

Also Published As

Publication number	Publication date
AU4392489A (en)	1990-05-17
FI91157C (fi)	1994-05-25
ATE102201T1 (de)	1994-03-15
CN1029956C (zh)	1995-10-11
KR920005744B1 (ko)	1992-07-18
HU201777B (en)	1990-12-28
NO170334C (no)	1992-10-07
HU895859D0 (en)	1990-02-28
FI91157B (fi)	1994-02-15
ES2061804T3 (es)	1994-12-16
DK515789A (da)	1990-05-12
DK173425B1 (da)	2000-10-09
ZA897284B (en)	1991-04-24
NO894499L (no)	1990-05-14
CA2002430C (fr)	1997-03-04
KR900007420A (ko)	1990-06-01
IE893623L (en)	1990-05-11
NZ231193A (en)	1991-03-26
HUT51648A (en)	1990-05-28
JPH02178284A (ja)	1990-07-11
PT92232A (pt)	1991-04-18
AU607641B2 (en)	1991-03-07
CN1042541A (zh)	1990-05-30
FI895380A0 (fi)	1989-11-10
CH676981A5 (fr)	1991-03-28
DE58907088D1 (de)	1994-04-07
NO894499D0 (no)	1989-11-10
AR245130A1 (es)	1993-12-30
NO170334B (no)	1992-06-29
US5010194A (en)	1991-04-23
PT92232B (pt)	1995-07-06
EP0367902B1 (fr)	1994-03-02
EP0367902A3 (fr)	1991-04-03
DK515789D0 (da)	1989-10-17
EP0367902A2 (fr)	1990-05-16
DD284879A5 (de)	1990-11-28
IE63929B1 (en)	1995-06-28
JPH0645621B2 (ja)	1994-06-15

Legal Events

Date	Code	Title	Description
1991-07-03	EEER	Examination request
2009-11-07	MKEX	Expiry

Publication	Publication Date	Title
CA2002430A1 (fr)	1990-05-11	Methode de resolution de l'acide folinique
EP0266042A3 (fr)	1989-11-15	Dérivés de ptéridine optiquement actifs
GR3017085T3 (en)	1995-11-30	Process for the preparation of ascorbic acid.
AU7429791A (en)	1991-11-14	Ammonium salts of n5-methyl-5,6,7,8-tetrahydrofolic acid
AU1605988A (en)	1988-11-17	Recovery of gold from aqueous solutions
CA2167890A1 (fr)	1996-07-25	Methode de preparation de solutions de sel d'aluminium
AU8024087A (en)	1988-04-21	Process for producing an aqueous suspension of nitrifying bacteria
DE3573601D1 (en)	1989-11-16	Sulfate of 5,6,7,8-tetrahydro-l-erythro-biopterin and process for preparing the same
CA2076067A1 (fr)	1993-02-16	Procede de precipitation de la vancomycine
AU7834587A (en)	1988-04-14	Process for the production of particulate, water resistant explosives based on ammonium nitrate
GB1533906A (en)	1978-11-29	Process for reducing the water sensitivity of polyvinyl alcohol
CA2233234A1 (fr)	1997-05-01	Cellulase cristalline et procede de preparation associe
CA2080790A1 (fr)	1993-07-28	Solubilisation microbienne du phosphate
FR2635318B1 (fr)	1991-07-12	Procede de preparation de ferrates alcalins ou alcalino-terreux par voie solide
EP0232118A3 (fr)	1989-05-31	Procédé de préparation d'acide pyridine-2,3-dicarboxylique
TW427991B (en)	2001-04-01	Production of pharmaceutically acceptable salts of clavulanic acid
EP0173544A3 (en)	1986-05-21	Process for the recovery of a weak organic acid from an aqueous solution thereof
CA2044796A1 (fr)	1991-12-22	Procede de production d'un derive de pyrido [1,2-a] pyrimidine
AU2632988A (en)	1989-06-01	The removal of ammonium salts from an aqueous medium containing the salt
ES8706688A1 (es)	1987-07-01	Procedimiento selectivo para la preparacion del isosorbido-5-mononitrato
CA2011800A1 (fr)	1990-09-09	Procede de production de diphenylphosphinobenzene-m-monosulfonate de lithium
EP0169995A3 (en)	1987-04-22	A high yield process for preparing beta-lactam antibiotics having a high purity degree
DE3264143D1 (en)	1985-07-18	Process for the elimination of molybdenum from aqueous solutions of manganese salts
ES8304104A1 (es)	1983-03-01	"procedimiento para preparar composiciones de sacarina calcica y cristalizada".
EP0350994A3 (fr)	1991-02-06	Procédé pour éliminer le cadmium de solutions contenant de l'acide phosphorique