ATE266020T1 - Synthese von r-(+)-alpha-liponsäure - Google Patents

Synthese von r-(+)-alpha-liponsäure

Info

Publication number: ATE266020T1
Authority: AT; Austria
Prior art keywords: alpha; halo; octanoic acid; methylbenzylamine; synthesis
Prior art date: 2000-10-10

Application number

AT01986686T

Other languages

English (en)

Inventor

Flavio Villani

Antonio Nardi

Annibale Salvi

G Falabella

Original Assignee

Laboratorio Chimico Int Spa

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.)

2000-10-10

Filing date

2001-10-08

Publication date

2004-05-15

2001-10-08 Application filed by Laboratorio Chimico Int Spa filed Critical Laboratorio Chimico Int Spa

2004-05-15 Application granted granted Critical

2004-05-15 Publication of ATE266020T1 publication Critical patent/ATE266020T1/de

Links

AGBQKNBQESQNJD-SSDOTTSWSA-N (R)-lipoic acid Chemical compound OC(=O)CCCC[C@@H]1CCSS1 AGBQKNBQESQNJD-SSDOTTSWSA-N 0.000 title abstract 3
AGBQKNBQESQNJD-UHFFFAOYSA-N alpha-Lipoic acid Natural products OC(=O)CCCCC1CCSS1 AGBQKNBQESQNJD-UHFFFAOYSA-N 0.000 title abstract 3
230000015572 biosynthetic process Effects 0.000 title abstract 2
238000003786 synthesis reaction Methods 0.000 title abstract 2
150000003839 salts Chemical class 0.000 abstract 4
125000005907 alkyl ester group Chemical group 0.000 abstract 2
239000007864 aqueous solution Substances 0.000 abstract 2
238000000926 separation method Methods 0.000 abstract 2
BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 abstract 1
239000002253 acid Substances 0.000 abstract 1
150000007513 acids Chemical class 0.000 abstract 1
239000003513 alkali Substances 0.000 abstract 1
238000006243 chemical reaction Methods 0.000 abstract 1
150000001875 compounds Chemical class 0.000 abstract 1
238000010790 dilution Methods 0.000 abstract 1
239000012895 dilution Substances 0.000 abstract 1
230000032050 esterification Effects 0.000 abstract 1
238000005886 esterification reaction Methods 0.000 abstract 1
150000002148 esters Chemical class 0.000 abstract 1
238000001914 filtration Methods 0.000 abstract 1
229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
238000000034 method Methods 0.000 abstract 1
239000011707 mineral Substances 0.000 abstract 1
239000003960 organic solvent Substances 0.000 abstract 1
238000003408 phase transfer catalysis Methods 0.000 abstract 1
238000000746 purification Methods 0.000 abstract 1
238000001953 recrystallisation Methods 0.000 abstract 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
- C07D339/02—Five-membered rings
- C07D339/04—Five-membered rings having the hetero atoms in positions 1 and 2, e.g. lipoic acid

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Heterocyclic Compounds Containing Sulfur Atoms (AREA)
General Preparation And Processing Of Foods (AREA)
Polysaccharides And Polysaccharide Derivatives (AREA)
Biological Depolymerization Polymers (AREA)
Mechanical Treatment Of Semiconductor (AREA)

AT01986686T 2000-10-10 2001-10-08 Synthese von r-(+)-alpha-liponsäure ATE266020T1 (de)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
IT2000MI002188A IT1319196B1 (it)	2000-10-10	2000-10-10	Sintesi dell'acido r(+)alfa-lipoico.
PCT/EP2001/011576 WO2002030919A1 (en)	2000-10-10	2001-10-08	SYNTHESIS OF R(+)α-LIPOIC ACID

Publications (1)

Publication Number	Publication Date
ATE266020T1 true ATE266020T1 (de)	2004-05-15

Family

ID=11445937

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
AT01986686T ATE266020T1 (de)	2000-10-10	2001-10-08	Synthese von r-(+)-alpha-liponsäure

Country Status (11)

Country	Link
US (1)	US6864374B2 (de)
EP (1)	EP1335911B1 (de)
JP (1)	JP4257574B2 (de)
KR (1)	KR100822532B1 (de)
AT (1)	ATE266020T1 (de)
AU (1)	AU2002220596A1 (de)
CZ (1)	CZ301710B6 (de)
DE (1)	DE60103179T2 (de)
ES (1)	ES2219577T3 (de)
IT (1)	IT1319196B1 (de)
WO (1)	WO2002030919A1 (de)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE10201464B4 (de) *	2002-01-16	2005-06-16	Viatris Gmbh & Co. Kg	Verfahren zur Herstellung reiner Thioctsäure
ITMI20030831A1 (it)	2003-04-22	2004-10-23	Laboratorio Chimico Int Spa	Sale basico dell'acido tiottico con la l-carnitina.
CN100387593C (zh) *	2006-01-26	2008-05-14	南京师范大学	连续逆流液液萃取分离二硫辛酸与乙醇及碱水溶液的方法
ITMI20061024A1 (it)	2006-05-25	2007-11-26	Eurand Pharmaceuticals Ltd	Pellet a base di acido lipoico
CA2741700A1 (en) *	2008-10-24	2010-04-29	Biolink Life Sciences, Inc.	Stable, water-insoluble r-(+)-.alpha.-lipoic acid salt useful for the treatment of diabetes mellitus and its co-morbidities
RU2011124739A (ru) *	2008-12-01	2013-01-10	Инваск Терапьютикс, Инк.	Композиции, содержащие ингибиторы системы ренин-ангиотензин альдостерона и соединения липоевой кислоты, и их применение для лечения заболеваний, связанных с системой ренин-ангиотензин альдостерона
CN101880224B (zh) *	2009-05-08	2013-02-20	上海医药工业研究院	一种6,8-二氯辛酸的拆分方法
US8080674B2 (en) *	2009-06-12	2011-12-20	Ampac Fine Chemicals Llc.	Preparation of polymer-free R-(+)-α-lipoic acid magnesium salt
DE102012109704A1 (de) *	2012-10-11	2014-04-17	Epcos Ag	Keramisches Bauelement mit Schutzschicht und Verfahren zu dessen Herstellung
CN109942426B (zh) *	2019-04-02	2022-03-22	福建科宏生物工程股份有限公司	一种s-(-)-硫辛酸循环利用的处理方法
CN116496245B (zh) *	2023-03-01	2024-10-01	杭州新曦科技有限公司	用于制备R-α-硫辛酸及其相关中间体的方法
CN116925035B (zh) *	2023-07-27	2026-03-06	风火轮(上海)生物科技有限公司	一种硫辛酸的纯化方法

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3629116A1 (de)	1986-08-27	1988-03-10	Asta Pharma Ag	Verfahren zur herstellung enantiomerenreiner r-(+)-(alpha)-liponsaeure und s-(-)-(alpha)-liponsaeure (thioctsaeure) sowie nonen- beziehungsweise mesylderivate als zwischenprodukte hierfuer
DE3814163A1 (de) *	1988-04-27	1989-11-09	Rhein Chemie Rheinau Gmbh	Verfahren zur herstellung von disulfiden
DE4137773A1 (de)	1991-11-16	1993-05-19	Degussa	Herstellung und verwendung von salzen der reinen enantiomere der (alpha)-liponsaeure
DE4342619A1 (de) *	1993-12-14	1995-06-22	Bayer Ag	Verbessertes Verfahren zur Herstellung von 2,2'-Dinitrodiphenyldisulfid
DE19510130C1 (de) *	1995-03-21	1996-11-21	Asta Medica Ag	Verfahren zur Herstellung rieselfähiger R,S-Thioctsäure, R,S-Thioctsäure sowie deren Verwendung
GB9510858D0 (en) *	1995-05-30	1995-07-26	Chiroscience Ltd	Process for preparing lipoic acid
DE19533881A1 (de) *	1995-09-13	1997-03-20	Dresden Arzneimittel	Herstellung und Verwendung der reinen Enantiomere der 8-Chlor-6-sulfonyloxy-octansäuren und ihrer Alkylester und der reinen Enantiomere der 6,8-Dichlor-octansäure und ihrer Alkylester
AU728488B2 (en) *	1997-04-02	2001-01-11	Sankyo Company Limited	Dithiolan derivatives, their preparation and their therapeutic effect
EP1124820B1 (de) *	1998-10-26	2004-09-22	The Research Foundation Of State University Of New York	Liponsaürederivate und deren verwendung bei der behandlung von krankheiten
AR042572A1 (es) *	1999-04-02	2005-06-29	Sod Conseils Rech Applic	Derivados de acido lipoico, procedimiento para su preparacion, medicamentos y composiciones farmaceuticas que los contienen y utilizacion de dichos derivados para la preparacion de los referidos medicamentos
DE19938621A1 (de) *	1999-08-14	2001-02-22	Sueddeutsche Kalkstickstoff	Verfahren zur Herstellung von lösemittelfreier alpha-Liponsäure
IT1319195B1 (it) *	2000-10-10	2003-09-26	Laboratorio Chimico Int Spa	Processo per la produzione dell'acido r(+)alfa-lipoico.

2000
- 2000-10-10 IT IT2000MI002188A patent/IT1319196B1/it active
2001
- 2001-10-08 WO PCT/EP2001/011576 patent/WO2002030919A1/en not_active Ceased
- 2001-10-08 JP JP2002534305A patent/JP4257574B2/ja not_active Expired - Fee Related
- 2001-10-08 KR KR1020037004734A patent/KR100822532B1/ko not_active Expired - Fee Related
- 2001-10-08 DE DE60103179T patent/DE60103179T2/de not_active Expired - Lifetime
- 2001-10-08 CZ CZ20031007A patent/CZ301710B6/cs not_active IP Right Cessation
- 2001-10-08 ES ES01986686T patent/ES2219577T3/es not_active Expired - Lifetime
- 2001-10-08 EP EP01986686A patent/EP1335911B1/de not_active Expired - Lifetime
- 2001-10-08 AU AU2002220596A patent/AU2002220596A1/en not_active Abandoned
- 2001-10-08 AT AT01986686T patent/ATE266020T1/de not_active IP Right Cessation
- 2001-10-08 US US10/398,890 patent/US6864374B2/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
JP2004511477A (ja)	2004-04-15
ITMI20002188A1 (it)	2002-04-10
EP1335911B1 (de)	2004-05-06
IT1319196B1 (it)	2003-09-26
KR100822532B1 (ko)	2008-04-16
AU2002220596A1 (en)	2002-04-22
CZ301710B6 (cs)	2010-06-02
JP4257574B2 (ja)	2009-04-22
WO2002030919A1 (en)	2002-04-18
DE60103179D1 (en)	2004-06-09
US6864374B2 (en)	2005-03-08
ES2219577T3 (es)	2004-12-01
KR20030070001A (ko)	2003-08-27
DE60103179T2 (de)	2005-05-04
ITMI20002188A0 (it)	2000-10-10
US20040002610A1 (en)	2004-01-01
EP1335911A1 (de)	2003-08-20

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Legal Events

Date	Code	Title	Description
2004-11-15	RER	Ceased as to paragraph 5 lit. 3 law introducing patent treaties