WO2007042848A3 - Procede de preparation de carbidopa - Google Patents
Procede de preparation de carbidopa Download PDFInfo
- Publication number
- WO2007042848A3 WO2007042848A3 PCT/HU2006/000092 HU2006000092W WO2007042848A3 WO 2007042848 A3 WO2007042848 A3 WO 2007042848A3 HU 2006000092 W HU2006000092 W HU 2006000092W WO 2007042848 A3 WO2007042848 A3 WO 2007042848A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- formula
- carbidopa
- hydrazino
- propionic acid
- dihydroxyphenyl
- Prior art date
Links
- 229960004205 carbidopa Drugs 0.000 title abstract 4
- TZFNLOMSOLWIDK-JTQLQIEISA-N carbidopa (anhydrous) Chemical compound NN[C@@](C(O)=O)(C)CC1=CC=C(O)C(O)=C1 TZFNLOMSOLWIDK-JTQLQIEISA-N 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 2
- NELACHBDCVNKTB-UHFFFAOYSA-N 1-oxa-2-azaspiro[2.5]octane Chemical compound C1CCCCC21ON2 NELACHBDCVNKTB-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- CJCSPKMFHVPWAR-JTQLQIEISA-N alpha-methyl-L-dopa Chemical compound OC(=O)[C@](N)(C)CC1=CC=C(O)C(O)=C1 CJCSPKMFHVPWAR-JTQLQIEISA-N 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000002050 international nonproprietary name Substances 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
- C07C243/10—Hydrazines
- C07C243/12—Hydrazines having nitrogen atoms of hydrazine groups bound to acyclic carbon atoms
- C07C243/16—Hydrazines having nitrogen atoms of hydrazine groups bound to acyclic carbon atoms of an unsaturated carbon skeleton
- C07C243/18—Hydrazines having nitrogen atoms of hydrazine groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
L'invention concerne un procédé permettant la préparation d'acide (-) - (L) -3- (3, 4-dihydroxyphényl) - 2 -hydrazino-2 -méthylpropionique (carbidopa) représenté par la formule (II), comprenant l'utilisation d'une 3, 3 -pentaméthylène oxaziridine de formule (IV). Ce procédé consiste à faire réagir un ester L-a-méthyldopa méthyle de formule (III) avec la 3,3-penta- méthylene oxaziridine de formule (IV), à isoler l'ester méthylique d'acide (+) - (L) -2- (N' - cyclohexylidène-hydrazino) -3- (3, 4-dihydroxyphényl) -2 -méthylpropionique de formule (I), et à le soumettre à une hydrolyse avec un acide. L'ester méthylique d'acide (+) - (L) -2- (N' -cyclohexylidène-hydrazino) -3- (3, 4-dihydroxyphényl) -2-méthylpropionique de formule (I) est un nouvel intermédiaire. L'acide (-) - (L) -3- (3, 4-dihydroxyphényl) -2-hydrazino-2- méthyl propionique (carbidopa) de (XI) obtenu par ce procédé est un ingrédient actif thérapeutique utile possédant la dénomination internationale commune carbidopa.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HUP0500940 | 2005-10-12 | ||
HU0500940A HU227283B1 (en) | 2005-10-12 | 2005-10-12 | Process for the preparation of carbidopa |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2007042848A2 WO2007042848A2 (fr) | 2007-04-19 |
WO2007042848A3 true WO2007042848A3 (fr) | 2007-05-31 |
Family
ID=89986337
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/HU2006/000092 WO2007042848A2 (fr) | 2005-10-12 | 2006-10-12 | Procede de preparation de carbidopa |
Country Status (2)
Country | Link |
---|---|
HU (1) | HU227283B1 (fr) |
WO (1) | WO2007042848A2 (fr) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102432496B (zh) * | 2011-12-23 | 2013-01-30 | 浙江手心医药化学品有限公司 | 一种卡比多巴的精制方法 |
CN102702019B (zh) * | 2012-06-16 | 2014-05-14 | 山东新华制药股份有限公司 | 卡比多巴的合成方法 |
CN114478303A (zh) * | 2022-02-23 | 2022-05-13 | 浙江野风药业股份有限公司 | 一种卡比多巴的合成方法 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DD230865A1 (de) * | 1982-08-09 | 1985-12-11 | Dresden Arzneimittel | Verfahren zur herstellung von hydrazinocarbonsaeurederivaten durch n-aminierung von aminocarbonsaeurederivaten |
DD240818A3 (de) * | 1981-02-10 | 1986-11-19 | Ernst Schmitz | Verfahren zur herstellung von hydrazinocarbonsaeurederivaten durch n-aminierung von aminocarbonsaeurederivaten |
DE19700061A1 (de) * | 1997-01-03 | 1998-07-09 | Hoechst Schering Agrevo Gmbh | Verfahren zur Herstellung von cyclischen N-Aminosulfonamiden |
-
2005
- 2005-10-12 HU HU0500940A patent/HU227283B1/hu not_active IP Right Cessation
-
2006
- 2006-10-12 WO PCT/HU2006/000092 patent/WO2007042848A2/fr active Application Filing
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DD240818A3 (de) * | 1981-02-10 | 1986-11-19 | Ernst Schmitz | Verfahren zur herstellung von hydrazinocarbonsaeurederivaten durch n-aminierung von aminocarbonsaeurederivaten |
DD230865A1 (de) * | 1982-08-09 | 1985-12-11 | Dresden Arzneimittel | Verfahren zur herstellung von hydrazinocarbonsaeurederivaten durch n-aminierung von aminocarbonsaeurederivaten |
DE19700061A1 (de) * | 1997-01-03 | 1998-07-09 | Hoechst Schering Agrevo Gmbh | Verfahren zur Herstellung von cyclischen N-Aminosulfonamiden |
Also Published As
Publication number | Publication date |
---|---|
HUP0500940A2 (en) | 2007-05-29 |
HU0500940D0 (en) | 2005-12-28 |
WO2007042848A2 (fr) | 2007-04-19 |
HU227283B1 (en) | 2011-01-28 |
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