MXPA05007315A - Sintesis de (r) y (s)-aminocarnitina y derivados de esta de acido d- y l-aspartico. - Google Patents
Sintesis de (r) y (s)-aminocarnitina y derivados de esta de acido d- y l-aspartico.Info
- Publication number
- MXPA05007315A MXPA05007315A MXPA05007315A MXPA05007315A MXPA05007315A MX PA05007315 A MXPA05007315 A MX PA05007315A MX PA05007315 A MXPA05007315 A MX PA05007315A MX PA05007315 A MXPA05007315 A MX PA05007315A MX PA05007315 A MXPA05007315 A MX PA05007315A
- Authority
- MX
- Mexico
- Prior art keywords
- aminocarnitine
- derivatives
- aspartic acid
- synthesis
- acid
- Prior art date
Links
- DAWBGYHPBBDHMQ-ZCFIWIBFSA-N (3r)-3-amino-4-(trimethylazaniumyl)butanoate Chemical compound C[N+](C)(C)C[C@H](N)CC([O-])=O DAWBGYHPBBDHMQ-ZCFIWIBFSA-N 0.000 title abstract 2
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 title abstract 2
- CKLJMWTZIZZHCS-UWTATZPHSA-N D-aspartic acid Chemical compound OC(=O)[C@H](N)CC(O)=O CKLJMWTZIZZHCS-UWTATZPHSA-N 0.000 title 2
- DAWBGYHPBBDHMQ-LURJTMIESA-N (3s)-3-amino-4-(trimethylazaniumyl)butanoate Chemical compound C[N+](C)(C)C[C@@H](N)CC([O-])=O DAWBGYHPBBDHMQ-LURJTMIESA-N 0.000 title 1
- CKLJMWTZIZZHCS-UHFFFAOYSA-N D-OH-Asp Natural products OC(=O)C(N)CC(O)=O CKLJMWTZIZZHCS-UHFFFAOYSA-N 0.000 title 1
- 229960005261 aspartic acid Drugs 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 238000000034 method Methods 0.000 abstract 2
- XQKAYTBBWLDCBB-UHFFFAOYSA-N 3,4-diaminobutanoic acid Chemical compound NCC(N)CC(O)=O XQKAYTBBWLDCBB-UHFFFAOYSA-N 0.000 abstract 1
- NYSTXWQMQQTMBC-UHFFFAOYSA-N C[N+](C)(C)CC(CC([O-])=O)(N)O.P Chemical compound C[N+](C)(C)CC(CC([O-])=O)(N)O.P NYSTXWQMQQTMBC-UHFFFAOYSA-N 0.000 abstract 1
- 235000003704 aspartic acid Nutrition 0.000 abstract 1
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000013067 intermediate product Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/16—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions not involving the amino or carboxyl groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/26—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having more than one amino group bound to the carbon skeleton, e.g. lysine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5407—Acyclic saturated phosphonium compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Diabetes (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- Hematology (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Molecular Biology (AREA)
- Obesity (AREA)
- Biochemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
Abstract
Se describe un proceso para la produccion de R o S aminocarnitina, R o S aminocarnitina de fosfonio y acido R y S diaminobutanoico y sus derivados de la formula (I) de arriba, donde Y es como se describe en la descripcion adjunta, partiendo del acido aspartico con la misma configuracion como los compuestos deseados. Este proceso es ventajoso desde el punto de vista industrial en los terminos del tipo de reactivos usados, los volumenes reducidos de los solventes y la posibilidad de evitar la purificacion de los productos intermediarios.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/338,045 US20030153783A1 (en) | 1999-06-30 | 2003-01-08 | Synthesis of (R) and (S)-aminocarnitine, (R) and (S)-4-phosphonium-3-amino-butanoate, (R) and (S) 3,4-diaminobutanoic acid, and their derivatives starting from D- and L-aspartic acid |
| US10/372,627 US6822115B2 (en) | 1999-06-30 | 2003-02-25 | Synthesis of (R) and (S)-aminocarnitine, (R) and (S)-4-phosphonium-3-amino-butanoate, (R) and (S) 3,4-diaminobutanoic acid, and their derivatives starting from D- and L-aspartic acid |
| PCT/IT2003/000846 WO2004063143A1 (en) | 2003-01-08 | 2003-12-19 | Synthesis fo (r) and (s)-aminocarnitine and derivatives thereof from d-and l-aspartic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA05007315A true MXPA05007315A (es) | 2005-09-30 |
Family
ID=32716886
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA05007315A MXPA05007315A (es) | 2003-01-08 | 2003-12-19 | Sintesis de (r) y (s)-aminocarnitina y derivados de esta de acido d- y l-aspartico. |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US6822115B2 (es) |
| EP (1) | EP1581475B1 (es) |
| JP (1) | JP4642476B2 (es) |
| KR (1) | KR20050092398A (es) |
| CN (1) | CN1735588B (es) |
| AT (1) | ATE443039T1 (es) |
| AU (1) | AU2003295219B2 (es) |
| BR (1) | BR0317956A (es) |
| CA (1) | CA2512679A1 (es) |
| CY (1) | CY1109545T1 (es) |
| DE (1) | DE60329325D1 (es) |
| DK (1) | DK1581475T3 (es) |
| ES (1) | ES2333523T3 (es) |
| HK (1) | HK1086254A1 (es) |
| MX (1) | MXPA05007315A (es) |
| PL (1) | PL378538A1 (es) |
| PT (1) | PT1581475E (es) |
| SI (1) | SI1581475T1 (es) |
| WO (1) | WO2004063143A1 (es) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1299266B1 (it) * | 1998-05-15 | 2000-02-29 | Sigma Tau Ind Farmaceuti | Inibitori reversibili della carnitina palmitoil trasferasi |
| ITRM20050090A1 (it) * | 2005-03-02 | 2006-09-03 | Sigma Tau Ind Farmaceutiche Riunite Spa | Derivati dell'acido ammino-butanoico inibitore della cpt. |
| US7776915B2 (en) * | 2005-03-24 | 2010-08-17 | Tracie Martyn International, Llc | Topical formulations and methods of use |
| WO2008109991A1 (en) * | 2007-03-09 | 2008-09-18 | University Health Network | Inhibitors of carnitine palmitoyltransferase and treating cancer |
| US8680282B2 (en) * | 2007-08-01 | 2014-03-25 | University Health Network | Cyclic inhibitors of carnitine palmitoyltransferase and treating cancer |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1136945B (it) * | 1981-03-18 | 1986-09-03 | Anic Spa | Processo per la preparazione di l-carnitina |
| IT1261489B (it) | 1993-07-29 | 1996-05-23 | Sigma Tau Ind Farmaceuti | Procedimento per la produzione di r amminocarnitina e s amminocarnitina. |
| IT1299266B1 (it) * | 1998-05-15 | 2000-02-29 | Sigma Tau Ind Farmaceuti | Inibitori reversibili della carnitina palmitoil trasferasi |
| IT1306162B1 (it) * | 1999-06-30 | 2001-05-30 | Sigma Tau Ind Farmaceuti | Sintesi di (r) e (s)-amminocarnitina e di suoi derivati a partire daacido d e l-aspartico. |
| US20030153783A1 (en) * | 1999-06-30 | 2003-08-14 | Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. | Synthesis of (R) and (S)-aminocarnitine, (R) and (S)-4-phosphonium-3-amino-butanoate, (R) and (S) 3,4-diaminobutanoic acid, and their derivatives starting from D- and L-aspartic acid |
-
2003
- 2003-02-25 US US10/372,627 patent/US6822115B2/en not_active Expired - Fee Related
- 2003-12-19 AT AT03786222T patent/ATE443039T1/de active
- 2003-12-19 JP JP2004566248A patent/JP4642476B2/ja not_active Expired - Fee Related
- 2003-12-19 PL PL378538A patent/PL378538A1/pl not_active Application Discontinuation
- 2003-12-19 CN CN2003801085435A patent/CN1735588B/zh not_active Expired - Fee Related
- 2003-12-19 DE DE60329325T patent/DE60329325D1/de not_active Expired - Lifetime
- 2003-12-19 AU AU2003295219A patent/AU2003295219B2/en not_active Ceased
- 2003-12-19 BR BRPI0317956-7A patent/BR0317956A/pt not_active IP Right Cessation
- 2003-12-19 CA CA002512679A patent/CA2512679A1/en not_active Abandoned
- 2003-12-19 WO PCT/IT2003/000846 patent/WO2004063143A1/en active Application Filing
- 2003-12-19 KR KR1020057012832A patent/KR20050092398A/ko active IP Right Grant
- 2003-12-19 ES ES03786222T patent/ES2333523T3/es not_active Expired - Lifetime
- 2003-12-19 EP EP03786222A patent/EP1581475B1/en not_active Expired - Lifetime
- 2003-12-19 MX MXPA05007315A patent/MXPA05007315A/es active IP Right Grant
- 2003-12-19 PT PT03786222T patent/PT1581475E/pt unknown
- 2003-12-19 SI SI200331683T patent/SI1581475T1/sl unknown
- 2003-12-19 DK DK03786222.4T patent/DK1581475T3/da active
-
2006
- 2006-05-26 HK HK06106111.5A patent/HK1086254A1/xx not_active IP Right Cessation
-
2009
- 2009-12-04 CY CY20091101274T patent/CY1109545T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP1581475A1 (en) | 2005-10-05 |
| AU2003295219A1 (en) | 2004-08-10 |
| JP4642476B2 (ja) | 2011-03-02 |
| AU2003295219B2 (en) | 2010-08-12 |
| KR20050092398A (ko) | 2005-09-21 |
| ES2333523T3 (es) | 2010-02-23 |
| EP1581475B1 (en) | 2009-09-16 |
| PL378538A1 (pl) | 2006-05-02 |
| CN1735588A (zh) | 2006-02-15 |
| BR0317956A (pt) | 2006-06-13 |
| HK1086254A1 (en) | 2006-09-15 |
| JP2006513243A (ja) | 2006-04-20 |
| US20030153784A1 (en) | 2003-08-14 |
| SI1581475T1 (sl) | 2009-12-31 |
| US6822115B2 (en) | 2004-11-23 |
| DK1581475T3 (da) | 2010-01-25 |
| DE60329325D1 (de) | 2009-10-29 |
| CA2512679A1 (en) | 2004-07-29 |
| CY1109545T1 (el) | 2014-08-13 |
| ATE443039T1 (de) | 2009-10-15 |
| WO2004063143A1 (en) | 2004-07-29 |
| PT1581475E (pt) | 2009-11-09 |
| CN1735588B (zh) | 2010-05-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant or registration |