JP2005513122A5 - - Google Patents
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- Publication number
- JP2005513122A5 JP2005513122A5 JP2003554628A JP2003554628A JP2005513122A5 JP 2005513122 A5 JP2005513122 A5 JP 2005513122A5 JP 2003554628 A JP2003554628 A JP 2003554628A JP 2003554628 A JP2003554628 A JP 2003554628A JP 2005513122 A5 JP2005513122 A5 JP 2005513122A5
- Authority
- JP
- Japan
- Prior art keywords
- acetyl
- solution
- fumarate
- carnitine
- precipitate
- 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.)
- Granted
Links
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 12
- 239000000243 solution Substances 0.000 claims 10
- 238000000034 method Methods 0.000 claims 9
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 8
- 238000002844 melting Methods 0.000 claims 6
- 230000008018 melting Effects 0.000 claims 6
- 239000002244 precipitate Substances 0.000 claims 6
- 239000007787 solid Substances 0.000 claims 6
- 239000000126 substance Substances 0.000 claims 6
- FXMGCAULAFEKSO-SBSPUUFOSA-N C(C=CC(=O)O)(=O)O.C(C)(=O)[C@](O)(C[N+](C)(C)C)CC([O-])=O Chemical compound C(C=CC(=O)O)(=O)O.C(C)(=O)[C@](O)(C[N+](C)(C)C)CC([O-])=O FXMGCAULAFEKSO-SBSPUUFOSA-N 0.000 claims 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 5
- 239000013078 crystal Substances 0.000 claims 5
- RDHQFKQIGNGIED-MRVPVSSYSA-N O-acetyl-L-carnitine Chemical compound CC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C RDHQFKQIGNGIED-MRVPVSSYSA-N 0.000 claims 4
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 4
- 239000001530 fumaric acid Substances 0.000 claims 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- 239000003153 chemical reaction reagent Substances 0.000 claims 3
- 238000004090 dissolution Methods 0.000 claims 3
- 238000001035 drying Methods 0.000 claims 3
- 238000001914 filtration Methods 0.000 claims 3
- 239000011541 reaction mixture Substances 0.000 claims 3
- 238000003756 stirring Methods 0.000 claims 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 2
- 150000001340 alkali metals Chemical class 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 238000001816 cooling Methods 0.000 claims 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims 2
- 238000010899 nucleation Methods 0.000 claims 2
- 230000001376 precipitating effect Effects 0.000 claims 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
- HNSUOMBUJRUZHJ-REVJHSINSA-N [(2r)-3-carboxy-2-hydroxypropyl]-trimethylazanium;(z)-4-hydroxy-4-oxobut-2-enoate Chemical compound OC(=O)\C=C/C(O)=O.C[N+](C)(C)C[C@H](O)CC([O-])=O HNSUOMBUJRUZHJ-REVJHSINSA-N 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 229910001514 alkali metal chloride Inorganic materials 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 229910001617 alkaline earth metal chloride Inorganic materials 0.000 claims 1
- 150000001342 alkaline earth metals Chemical class 0.000 claims 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- 229910052791 calcium Inorganic materials 0.000 claims 1
- 239000011575 calcium Substances 0.000 claims 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 229910052749 magnesium Inorganic materials 0.000 claims 1
- 239000011777 magnesium Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 239000011591 potassium Substances 0.000 claims 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims 1
- 239000000377 silicon dioxide Substances 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITRM2001A000729 | 2001-12-12 | ||
| IT2001RM000729A ITRM20010729A1 (it) | 2001-12-12 | 2001-12-12 | Sale di acetil l-carnitina con un acido organico dicarbossilico e procedimento per la sua preparazione. |
| PCT/IT2002/000743 WO2003053911A1 (en) | 2001-12-12 | 2002-11-25 | Acetyl l-carnitine salt with a dicarboxilic organic acid and process for preparing same |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005513122A JP2005513122A (ja) | 2005-05-12 |
| JP2005513122A5 true JP2005513122A5 (enExample) | 2006-01-05 |
| JP4902940B2 JP4902940B2 (ja) | 2012-03-21 |
Family
ID=11455916
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003554628A Expired - Fee Related JP4902940B2 (ja) | 2001-12-12 | 2002-11-25 | ジカルボキシル有機酸とのアセチルｌ−カルニチンの塩およびその調製方法 |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US6673837B2 (enExample) |
| EP (1) | EP1453791B1 (enExample) |
| JP (1) | JP4902940B2 (enExample) |
| KR (1) | KR100860386B1 (enExample) |
| CN (1) | CN1250521C (enExample) |
| AT (1) | ATE457300T1 (enExample) |
| AU (1) | AU2002358989A1 (enExample) |
| CA (1) | CA2468234C (enExample) |
| CY (1) | CY1110684T1 (enExample) |
| DE (1) | DE60235318D1 (enExample) |
| DK (1) | DK1453791T3 (enExample) |
| ES (1) | ES2339432T3 (enExample) |
| HU (1) | HU230034B1 (enExample) |
| IT (1) | ITRM20010729A1 (enExample) |
| PL (1) | PL207877B1 (enExample) |
| PT (1) | PT1453791E (enExample) |
| SI (1) | SI1453791T1 (enExample) |
| WO (1) | WO2003053911A1 (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8173618B2 (en) * | 2003-07-25 | 2012-05-08 | University Of Massachusetts | Formulations for reducing neuronal degeneration |
| CN101209975B (zh) * | 2006-12-29 | 2010-12-01 | 沈阳科硕营养科技有限公司 | 左旋肉碱富马酸钙及其制备方法与用途 |
| US8597640B2 (en) * | 2007-10-31 | 2013-12-03 | University Of Massachusetts Lowell | Over-the-counter vitamin/nutriceutical formulation that provides neuroprotection and maintains or improves cognitive performance in alzheimer's disease and normal aging |
| JP2012092036A (ja) * | 2010-10-26 | 2012-05-17 | Mitsubishi Rayon Co Ltd | カルニチンの塩の製造方法 |
| CN103764088B (zh) * | 2011-08-31 | 2016-05-11 | 宝洁公司 | 具有粘结加强层的扣紧构件 |
| JP5933383B2 (ja) * | 2012-07-26 | 2016-06-08 | ロート製薬株式会社 | 内服用固形製剤の吸湿性・流動性の改善方法、吸湿性・流動性が改善されてなる内服用固形製剤、及び該内服用固形製剤の製造法 |
| JP6100939B2 (ja) * | 2016-02-26 | 2017-03-22 | ロート製薬株式会社 | 内服用固形製剤の吸湿性・流動性の改善方法、吸湿性・流動性が改善されてなる内服用固形製剤、及び該内服用固形製剤の製造法 |
| JP6964876B2 (ja) * | 2017-11-27 | 2021-11-10 | 株式会社古川リサーチオフィス | オロット酸−カルニチン混合体粉体又はフマル酸−カルニチン混合体粉体の製造方法 |
| CN119351483B (zh) * | 2024-12-03 | 2025-05-30 | 北京佰依源生物科技有限公司 | 一种长碳链二元酸生产强度提高的方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3463261D1 (en) * | 1983-12-28 | 1987-05-27 | Sigma Tau Ind Farmaceuti | Salts of l-carnitine and alkanoyl l-carnitines and process for preparing same |
-
2001
- 2001-12-12 IT IT2001RM000729A patent/ITRM20010729A1/it unknown
-
2002
- 2002-07-31 US US10/207,993 patent/US6673837B2/en not_active Expired - Lifetime
- 2002-11-25 PL PL371130A patent/PL207877B1/pl unknown
- 2002-11-25 DK DK02793335.7T patent/DK1453791T3/da active
- 2002-11-25 CN CNB028248260A patent/CN1250521C/zh not_active Expired - Fee Related
- 2002-11-25 AT AT02793335T patent/ATE457300T1/de active
- 2002-11-25 HU HU0402545A patent/HU230034B1/hu not_active IP Right Cessation
- 2002-11-25 ES ES02793335T patent/ES2339432T3/es not_active Expired - Lifetime
- 2002-11-25 SI SI200230893T patent/SI1453791T1/sl unknown
- 2002-11-25 AU AU2002358989A patent/AU2002358989A1/en not_active Abandoned
- 2002-11-25 CA CA2468234A patent/CA2468234C/en not_active Expired - Fee Related
- 2002-11-25 KR KR1020047008307A patent/KR100860386B1/ko not_active Expired - Fee Related
- 2002-11-25 EP EP02793335A patent/EP1453791B1/en not_active Expired - Lifetime
- 2002-11-25 DE DE60235318T patent/DE60235318D1/de not_active Expired - Lifetime
- 2002-11-25 WO PCT/IT2002/000743 patent/WO2003053911A1/en not_active Ceased
- 2002-11-25 JP JP2003554628A patent/JP4902940B2/ja not_active Expired - Fee Related
- 2002-11-25 PT PT02793335T patent/PT1453791E/pt unknown
-
2010
- 2010-04-27 CY CY20101100377T patent/CY1110684T1/el unknown
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