IT1319195B1 - Processo per la produzione dell'acido r(+)alfa-lipoico. - Google Patents
Processo per la produzione dell'acido r(+)alfa-lipoico.Info
- Publication number
- IT1319195B1 IT1319195B1 IT2000MI002187A ITMI20002187A IT1319195B1 IT 1319195 B1 IT1319195 B1 IT 1319195B1 IT 2000MI002187 A IT2000MI002187 A IT 2000MI002187A IT MI20002187 A ITMI20002187 A IT MI20002187A IT 1319195 B1 IT1319195 B1 IT 1319195B1
- Authority
- IT
- Italy
- Prior art keywords
- alpha
- lipoic acid
- methylbenzylamine
- acid
- salt
- Prior art date
Links
- AGBQKNBQESQNJD-UHFFFAOYSA-N alpha-Lipoic acid Natural products OC(=O)CCCCC1CCSS1 AGBQKNBQESQNJD-UHFFFAOYSA-N 0.000 title abstract 6
- AGBQKNBQESQNJD-SSDOTTSWSA-N (R)-lipoic acid Chemical compound OC(=O)CCCC[C@@H]1CCSS1 AGBQKNBQESQNJD-SSDOTTSWSA-N 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 2
- 150000003839 salts Chemical class 0.000 abstract 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- 238000001953 recrystallisation Methods 0.000 abstract 2
- 238000000926 separation method Methods 0.000 abstract 2
- RQEUFEKYXDPUSK-SSDOTTSWSA-N (1R)-1-phenylethanamine Chemical compound C[C@@H](N)C1=CC=CC=C1 RQEUFEKYXDPUSK-SSDOTTSWSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- -1 aliphatic hydroxy-carboxylic acids Chemical class 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 235000019136 lipoic acid Nutrition 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000012454 non-polar solvent Substances 0.000 abstract 1
- 239000002798 polar solvent Substances 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- 229960002663 thioctic acid Drugs 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/02—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols
- C07C319/06—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols from sulfides, hydropolysulfides or polysulfides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2000MI002187A IT1319195B1 (it) | 2000-10-10 | 2000-10-10 | Processo per la produzione dell'acido r(+)alfa-lipoico. |
| ES01986685T ES2254522T3 (es) | 2000-10-10 | 2001-10-08 | Procedimiento de produccion de acido r(+) alfa-lipoico. |
| CZ20031006A CZ302932B6 (cs) | 2000-10-10 | 2001-10-08 | Zpusob výroby R(+)alfa-lipoové kyseliny |
| DE60116796T DE60116796T2 (de) | 2000-10-10 | 2001-10-08 | Prozess zur herstellung von r(+)alpha-liponsäure |
| AU2002223603A AU2002223603A1 (en) | 2000-10-10 | 2001-10-08 | Process for the production of r(+)alpha-lipoic acid |
| US10/398,892 US6670484B2 (en) | 2000-10-10 | 2001-10-08 | Process for the production of r(+)α-lipoic acid |
| JP2002534304A JP4257573B2 (ja) | 2000-10-10 | 2001-10-08 | R(+)α−リポ酸の製造方法 |
| AT01986685T ATE316082T1 (de) | 2000-10-10 | 2001-10-08 | Prozess zur herstellung von r(+)alpha-liponsäure |
| PCT/EP2001/011575 WO2002030918A2 (en) | 2000-10-10 | 2001-10-08 | PROCESS FOR THE PRODUCTION OF R(+)α-LIPOIC ACID |
| KR1020037004733A KR100838922B1 (ko) | 2000-10-10 | 2001-10-08 | 알플러스알파-리포산의 제조 방법 |
| EP01986685A EP1330450B1 (en) | 2000-10-10 | 2001-10-08 | Process for the production of r(+)alpha-lipoic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2000MI002187A IT1319195B1 (it) | 2000-10-10 | 2000-10-10 | Processo per la produzione dell'acido r(+)alfa-lipoico. |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| ITMI20002187A0 ITMI20002187A0 (it) | 2000-10-10 |
| ITMI20002187A1 ITMI20002187A1 (it) | 2002-04-10 |
| IT1319195B1 true IT1319195B1 (it) | 2003-09-26 |
Family
ID=11445936
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IT2000MI002187A IT1319195B1 (it) | 2000-10-10 | 2000-10-10 | Processo per la produzione dell'acido r(+)alfa-lipoico. |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6670484B2 (it) |
| EP (1) | EP1330450B1 (it) |
| JP (1) | JP4257573B2 (it) |
| KR (1) | KR100838922B1 (it) |
| AT (1) | ATE316082T1 (it) |
| AU (1) | AU2002223603A1 (it) |
| CZ (1) | CZ302932B6 (it) |
| DE (1) | DE60116796T2 (it) |
| ES (1) | ES2254522T3 (it) |
| IT (1) | IT1319195B1 (it) |
| WO (1) | WO2002030918A2 (it) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1319196B1 (it) * | 2000-10-10 | 2003-09-26 | Laboratorio Chimico Int Spa | Sintesi dell'acido r(+)alfa-lipoico. |
| DE10137381A1 (de) * | 2001-07-31 | 2003-02-13 | Viatris Gmbh | Neue Modifikationen des Trometamolsalzes der R-Thioctsäure sowie Verfahren zu ihrer Herstellung |
| ITMI20030831A1 (it) | 2003-04-22 | 2004-10-23 | Laboratorio Chimico Int Spa | Sale basico dell'acido tiottico con la l-carnitina. |
| ITMI20061024A1 (it) | 2006-05-25 | 2007-11-26 | Eurand Pharmaceuticals Ltd | Pellet a base di acido lipoico |
| WO2010047717A1 (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 |
| CN106959348A (zh) * | 2017-05-12 | 2017-07-18 | 苏州富士莱医药股份有限公司 | 一种(r)‑硫辛酸的光学异构体含量的检测方法 |
| CN108003134A (zh) * | 2018-01-19 | 2018-05-08 | 华东师范大学 | 一种r-(+)-硫辛酸的制备方法 |
| CN112390779B (zh) * | 2019-08-16 | 2022-09-06 | 南京海润医药有限公司 | 一种右旋硫辛酸的制备方法 |
| CN114163418A (zh) * | 2021-12-24 | 2022-03-11 | 山东龙辰药业有限公司 | 一种右旋硫辛酸的合成方法 |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1374015A (en) * | 1920-08-17 | 1921-04-05 | Jerruss Joseph | Safety lock-bolt |
| US1413024A (en) * | 1920-12-04 | 1922-04-18 | Annie L Harrell | Lock nut and bolt |
| US2456234A (en) * | 1945-06-20 | 1948-12-14 | Panhandle Eastern Pipe Line Co | Bolt protector |
| US2728895A (en) * | 1954-10-04 | 1955-12-27 | Whitney Blake Co | Self-locking coupling device |
| US2966187A (en) * | 1958-10-14 | 1960-12-27 | Cock Chars Ter | Pawl and ratchet bolt and nut lock |
| FR4630M (it) * | 1965-06-09 | 1966-11-28 | ||
| US3670795A (en) * | 1970-06-29 | 1972-06-20 | Wright Barry Corp | Self-locking fastener |
| US3877672A (en) * | 1972-06-21 | 1975-04-15 | Trw Inc | Fastener |
| US4784555A (en) * | 1985-09-09 | 1988-11-15 | Cantrell Roger M | Protective and ornamental cover for nuts and bolts |
| US4875819A (en) * | 1988-10-11 | 1989-10-24 | Kevin Wilkinson | Wheel lock system apparatus |
| US5042880A (en) * | 1990-04-10 | 1991-08-27 | Garuti Raymond R | Quick change wheel assembly |
| DE4137773A1 (de) * | 1991-11-16 | 1993-05-19 | Degussa | Herstellung und verwendung von salzen der reinen enantiomere der (alpha)-liponsaeure |
| US5360304A (en) * | 1993-05-11 | 1994-11-01 | Mcgard, Inc. | Fastener construction |
| US5380070A (en) * | 1993-08-09 | 1995-01-10 | Wheel Masters, Inc. | Lug nut covers |
| US5463093A (en) * | 1993-11-26 | 1995-10-31 | Garnett; Merrill | Palladium complexes and methods for using same in the treatment of tumors or Psoriasis |
| DE4427079C2 (de) * | 1994-07-30 | 2002-12-19 | Viatris Gmbh | Verfahren zur Racemisierung von Enantiomeren der alpha-Liponsäure |
| DE4433764A1 (de) | 1994-09-22 | 1996-03-28 | Asta Medica Ag | Darreichungsformen enthaltend alpha-Liponsäure, feste Salze von R-Thioctsäure mit verbesserter Freisetzung und Bioverfügbarkeit |
| IL123887A0 (en) * | 1997-04-02 | 1998-10-30 | Sankyo Co | Dithiolan derivatives their use and pharmaceutical compositions containing the same |
| FR2768055A1 (fr) * | 1997-09-11 | 1999-03-12 | Synthelabo | Utilisation de derives de sulfonanilide pour obtenir un medicament destine au traitement de l'ejaculation retrograde ou de l'aspermie |
| US5965618A (en) * | 1997-11-17 | 1999-10-12 | Perricone; Nicholas V. | Treatment of scar tissue using lipoic acid |
| US6146070A (en) * | 1998-03-09 | 2000-11-14 | Mts Co. Ltd. | Bolt/nut unfastening preventing structure |
| DE19834608A1 (de) * | 1998-07-31 | 2000-02-03 | Basf Ag | Kristallmodifikation der Liponsäure |
| DE19938621A1 (de) * | 1999-08-14 | 2001-02-22 | Sueddeutsche Kalkstickstoff | Verfahren zur Herstellung von lösemittelfreier alpha-Liponsäure |
| US6036420A (en) * | 1999-09-21 | 2000-03-14 | Horizon Technology, Llp | Capped wheel nut assembly |
-
2000
- 2000-10-10 IT IT2000MI002187A patent/IT1319195B1/it active
-
2001
- 2001-10-08 AU AU2002223603A patent/AU2002223603A1/en not_active Abandoned
- 2001-10-08 JP JP2002534304A patent/JP4257573B2/ja not_active Expired - Fee Related
- 2001-10-08 ES ES01986685T patent/ES2254522T3/es not_active Expired - Lifetime
- 2001-10-08 WO PCT/EP2001/011575 patent/WO2002030918A2/en not_active Ceased
- 2001-10-08 DE DE60116796T patent/DE60116796T2/de not_active Expired - Lifetime
- 2001-10-08 AT AT01986685T patent/ATE316082T1/de not_active IP Right Cessation
- 2001-10-08 US US10/398,892 patent/US6670484B2/en not_active Expired - Lifetime
- 2001-10-08 CZ CZ20031006A patent/CZ302932B6/cs not_active IP Right Cessation
- 2001-10-08 KR KR1020037004733A patent/KR100838922B1/ko not_active Expired - Fee Related
- 2001-10-08 EP EP01986685A patent/EP1330450B1/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| WO2002030918A2 (en) | 2002-04-18 |
| CZ302932B6 (cs) | 2012-01-18 |
| JP2004511476A (ja) | 2004-04-15 |
| ITMI20002187A1 (it) | 2002-04-10 |
| ATE316082T1 (de) | 2006-02-15 |
| US20030187279A1 (en) | 2003-10-02 |
| WO2002030918A3 (en) | 2002-08-01 |
| KR100838922B1 (ko) | 2008-06-16 |
| DE60116796D1 (de) | 2006-04-06 |
| EP1330450A2 (en) | 2003-07-30 |
| KR20030070000A (ko) | 2003-08-27 |
| ITMI20002187A0 (it) | 2000-10-10 |
| JP4257573B2 (ja) | 2009-04-22 |
| DE60116796T2 (de) | 2006-11-30 |
| ES2254522T3 (es) | 2006-06-16 |
| EP1330450B1 (en) | 2006-01-18 |
| AU2002223603A1 (en) | 2002-04-22 |
| US6670484B2 (en) | 2003-12-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| PT1474412E (pt) | Produção do delta9-tetra-hidrocanabinol | |
| TNSN88012A1 (fr) | Procede de preparation de l'enantiomere dextrogyre de l'alpha (tetrahydro-4,5,6,7 thieno (3,2-c) pyridyl - 5) (chloro -2 phenyl) acetate de methyle | |
| EA200200018A1 (ru) | Способ получения чистого циталопрама | |
| IT1319195B1 (it) | Processo per la produzione dell'acido r(+)alfa-lipoico. | |
| PT768309E (pt) | Processo para a preparacao de compostos de imidazolilo enantiomericamente puros | |
| DE60105113D1 (de) | Verfahren zur Herstellung von einem Kristallepoxid | |
| IL166985A (en) | Method for the purification of lansoprazole | |
| ATE157647T1 (de) | Verfahren zur herstellung von alpha- ketoamidderivaten | |
| EP1335911B1 (en) | Synthesis of r(+)alpha-lipoic acid | |
| ATE457972T1 (de) | Verfahren zur herstellung von 7-amino-syn-3,5- dihydroxyheptansäurederivaten und zwischenverbindungen diesesverfahrens und deren herestellung | |
| EP1460065A4 (en) | METHOD FOR THE PRODUCTION OF CYCLIC DIAMINO COMPOUNDS BZW. THE SALTS | |
| EP1679306A4 (en) | METHOD FOR THE PRODUCTION OF BICALUTAMIDE AND METHOD FOR PURIFYING INTERMEDIATES THEREFOR | |
| DE50302888D1 (de) | Verfahren zur herstellung reiner thioctsäure | |
| EP0983999A4 (en) | METHOD FOR PRODUCING AMIDE DERIVATIVES AND THEIR INTERMEDIATE COMPOUNDS | |
| MXPA01011104A (es) | Procedimiento de sintesis de derivados n-(mercaptoail)-aminoacidos a partir de acidos acrilicos alfa substituidos. | |
| ATE305978T1 (de) | Verfahren zur reinigung von s-adenosyl-l- methionin und zur herstellung von pharmazeutisch verträglichen salzen davon | |
| WO2004039314A3 (en) | Process for synthesizing l-y-methylene glutamic acid and analogs | |
| ATE221517T1 (de) | Herstellung von aminohalogencrotonaten | |
| DE60031299D1 (de) | Verfahren zur herstellung von (aminomethyl)trifluoromethylcarbinol-derivaten | |
| DE602004030091D1 (de) | Verfahren zur reduktiven deshalogenierung | |
| WO2005012278A3 (en) | Process for purifying citalopram using polybasic acids | |
| CA2185956A1 (en) | Method of Purifying 1,3-Bis(3-Aminopropyl)-1,1,3,3-Tetraorganodisiloxane | |
| EA200401417A1 (ru) | Новые производные пиперидинилалкиламинопиридазинона, способ их получения и содержащие их фармацевтические композиции | |
| AR005903A1 (es) | Un proceso para la preparacion de clorhidrato en n(g)-monometil-l-arginina | |
| TH46187A (th) | ขบวนการสำหรับการเตรียมกรด โดยผ่านแอลฟ่า-คลอโรอีพอกซีเอสเตอร์ |