ATE316082T1 - Prozess zur herstellung von r(+)alpha-liponsäure - Google Patents
Prozess zur herstellung von r(+)alpha-liponsäureInfo
- Publication number
- ATE316082T1 ATE316082T1 AT01986685T AT01986685T ATE316082T1 AT E316082 T1 ATE316082 T1 AT E316082T1 AT 01986685 T AT01986685 T AT 01986685T AT 01986685 T AT01986685 T AT 01986685T AT E316082 T1 ATE316082 T1 AT E316082T1
- Authority
- AT
- Austria
- Prior art keywords
- alpha
- lipoic acid
- methylbenzylamine
- acid
- salt
- Prior art date
Links
- AGBQKNBQESQNJD-UHFFFAOYSA-N lipoic acid Chemical compound OC(=O)CCCCC1CCSS1 AGBQKNBQESQNJD-UHFFFAOYSA-N 0.000 title abstract 6
- 238000000034 method Methods 0.000 title abstract 2
- 150000003839 salts Chemical class 0.000 abstract 4
- AGBQKNBQESQNJD-SSDOTTSWSA-N (R)-lipoic acid Chemical compound OC(=O)CCCC[C@@H]1CCSS1 AGBQKNBQESQNJD-SSDOTTSWSA-N 0.000 abstract 3
- 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
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 (1)
| Publication Number | Publication Date |
|---|---|
| ATE316082T1 true ATE316082T1 (de) | 2006-02-15 |
Family
ID=11445936
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT01986685T ATE316082T1 (de) | 2000-10-10 | 2001-10-08 | Prozess zur herstellung von r(+)alpha-liponsäure |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6670484B2 (de) |
| EP (1) | EP1330450B1 (de) |
| JP (1) | JP4257573B2 (de) |
| KR (1) | KR100838922B1 (de) |
| AT (1) | ATE316082T1 (de) |
| AU (1) | AU2002223603A1 (de) |
| CZ (1) | CZ302932B6 (de) |
| DE (1) | DE60116796T2 (de) |
| ES (1) | ES2254522T3 (de) |
| IT (1) | IT1319195B1 (de) |
| WO (1) | WO2002030918A2 (de) |
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 |
| JP2012506429A (ja) * | 2008-10-24 | 2012-03-15 | バイオリンク ライフ サイエンシーズ，インコーポレイテッド | 真性糖尿病及びその共存症の処置に有用である、水に不溶な安定なＲ−（＋）−α−リポ酸塩 |
| 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 (de) * | 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 CZ CZ20031006A patent/CZ302932B6/cs not_active IP Right Cessation
- 2001-10-08 DE DE60116796T patent/DE60116796T2/de not_active Expired - Lifetime
- 2001-10-08 ES ES01986685T patent/ES2254522T3/es not_active Expired - Lifetime
- 2001-10-08 KR KR1020037004733A patent/KR100838922B1/ko not_active IP Right Cessation
- 2001-10-08 WO PCT/EP2001/011575 patent/WO2002030918A2/en active IP Right Grant
- 2001-10-08 JP JP2002534304A patent/JP4257573B2/ja not_active Expired - Fee Related
- 2001-10-08 EP EP01986685A patent/EP1330450B1/de not_active Expired - Lifetime
- 2001-10-08 US US10/398,892 patent/US6670484B2/en not_active Expired - Lifetime
- 2001-10-08 AT AT01986685T patent/ATE316082T1/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| WO2002030918A2 (en) | 2002-04-18 |
| DE60116796T2 (de) | 2006-11-30 |
| JP2004511476A (ja) | 2004-04-15 |
| CZ302932B6 (cs) | 2012-01-18 |
| AU2002223603A1 (en) | 2002-04-22 |
| KR20030070000A (ko) | 2003-08-27 |
| US20030187279A1 (en) | 2003-10-02 |
| ES2254522T3 (es) | 2006-06-16 |
| EP1330450A2 (de) | 2003-07-30 |
| ITMI20002187A1 (it) | 2002-04-10 |
| JP4257573B2 (ja) | 2009-04-22 |
| IT1319195B1 (it) | 2003-09-26 |
| KR100838922B1 (ko) | 2008-06-16 |
| ITMI20002187A0 (it) | 2000-10-10 |
| US6670484B2 (en) | 2003-12-30 |
| WO2002030918A3 (en) | 2002-08-01 |
| EP1330450B1 (de) | 2006-01-18 |
| DE60116796D1 (de) | 2006-04-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RER | Ceased as to paragraph 5 lit. 3 law introducing patent treaties |