PL364646A1 - Synteza kwasu 4-fenylomasłowego - Google Patents
Synteza kwasu 4-fenylomasłowegoInfo
- Publication number
- PL364646A1 PL364646A1 PL02364646A PL36464602A PL364646A1 PL 364646 A1 PL364646 A1 PL 364646A1 PL 02364646 A PL02364646 A PL 02364646A PL 36464602 A PL36464602 A PL 36464602A PL 364646 A1 PL364646 A1 PL 364646A1
- Authority
- PL
- Poland
- Prior art keywords
- phenylbutyric acid
- synthesis
- butyrolactone
- formula
- base
- Prior art date
Links
- OBKXEAXTFZPCHS-UHFFFAOYSA-N 4-phenylbutyric acid Chemical compound OC(=O)CCCC1=CC=CC=C1 OBKXEAXTFZPCHS-UHFFFAOYSA-N 0.000 title abstract 4
- 229950009215 phenylbutanoic acid Drugs 0.000 title abstract 2
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- 239000002585 base Substances 0.000 abstract 2
- 229930188620 butyrolactone Natural products 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000002841 Lewis acid Substances 0.000 abstract 1
- 150000001491 aromatic compounds Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 238000006386 neutralization reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
- C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
Sposób wytwarzania związków o wzorze (I) w reakcji związków aromatycznych z butyrolaktonem, a następnie zobojętnienie zasadą. Reakcję można prowadzić w obecności katalizatora. Korzystnymi katalizatorami są kwasy Lewisa. Korzystnym produktem o wzorze (I) jest kwas 4-fenylomasłowy, który otrzymuje się w reakcji benzenu z butyrolaktonem; w obecności chlorku glinu, a następnie zobojętnia zasadą.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/862,074 US6372938B1 (en) | 2001-05-21 | 2001-05-21 | Synthesis of 4-phenylbutyric acid |
| PCT/US2002/013946 WO2002094756A1 (en) | 2001-05-21 | 2002-05-02 | Synthesis of 4-phenylbutyric acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL364646A1 true PL364646A1 (pl) | 2004-12-13 |
| PL201802B1 PL201802B1 (pl) | 2009-05-29 |
Family
ID=25337569
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL364646A PL201802B1 (pl) | 2001-05-21 | 2002-05-02 | Sposób wytwarzania pochodnych kwasu 4-fenylomasłowego |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US6372938B1 (pl) |
| EP (1) | EP1404638B1 (pl) |
| JP (1) | JP4338401B2 (pl) |
| KR (1) | KR100905139B1 (pl) |
| CN (1) | CN1266105C (pl) |
| AT (1) | ATE517857T1 (pl) |
| CA (1) | CA2447803C (pl) |
| HU (1) | HU229996B1 (pl) |
| IL (2) | IL158914A0 (pl) |
| PL (1) | PL201802B1 (pl) |
| RU (1) | RU2297998C2 (pl) |
| WO (1) | WO2002094756A1 (pl) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1291015A1 (en) * | 2001-09-10 | 2003-03-12 | Lunamed AG | Dosage forms having prolonged active ingredient release |
| EP1511707B1 (en) * | 2002-06-03 | 2010-05-19 | Showa Denko K.K. | Process for producing aromatic compounds by friedel-crafts reaction |
| US20060045912A1 (en) * | 2004-08-30 | 2006-03-02 | Peter Truog | 4-phenylbutyric acid controlled-release formulations for therapeutic use |
| US20070004805A1 (en) * | 2005-07-01 | 2007-01-04 | Navinta Llc | Process for preparation of liquid dosage form containing sodium 4-phenylbutyrate |
| US7968604B2 (en) * | 2005-09-23 | 2011-06-28 | Jeong-Woo Cho | Pharmaceutical composition for prevention and treatment of drug or alcohol addiction or bipolar disorder using sodium phenylbutyrate |
| CN102933078A (zh) * | 2010-04-06 | 2013-02-13 | 拜耳知识产权有限责任公司 | 4-苯基丁酸和/或其盐用于提高植物应激耐受性的用途 |
| KR101374241B1 (ko) * | 2010-11-17 | 2014-03-14 | 전북대학교병원 | 페닐부틸산(4-phenylbutyric acid)또는 이의 약학적으로 허용가능한 염을 유효성분으로 포함하는, 천식 치료용 약학적 조성물 |
| EP2599477A1 (en) | 2011-11-30 | 2013-06-05 | Lunamed AG | 4-Phenylbutyric acid sustained release formulation |
| FR2993141B1 (fr) | 2012-07-11 | 2014-11-28 | Inst Rech Developpement Ird | Utilisation de l'acide 4-phenylbutyrique pour ameliorer la tolerance des plantes aux bioagresseurs |
| CN103304403B (zh) * | 2013-05-24 | 2015-04-22 | 苏州诚和医药化学有限公司 | 一种4-苯-1-丁酸的合成方法 |
| CN103304402B (zh) * | 2013-05-24 | 2015-04-22 | 苏州诚和医药化学有限公司 | 一种制备4-苯-1-丁酸的方法 |
| US9914692B2 (en) * | 2016-05-25 | 2018-03-13 | Horizon Therapeutics, Llc | Procedure for the preparation of 4-phenyl butyrate and uses thereof |
| CN106117045A (zh) * | 2016-06-22 | 2016-11-16 | 北京阳光诺和药物研究有限公司 | 一种苯基丁酸的纯化方法 |
| CN108530290A (zh) * | 2018-06-04 | 2018-09-14 | 福州华博立乐新材料科技有限公司 | 一种4-苯基-1-丁酸的合成方法 |
| CN110317132B (zh) * | 2019-07-26 | 2021-09-10 | 南京工业大学 | 一种苯丁酸钠的制备方法 |
| FR3110336B1 (fr) | 2020-05-20 | 2022-12-23 | Inst Des Sciences Et Industries Du Vivant Et De Lenvir | Utilisation de l’Acide 4-phénylbutyrique et/ou de l’Acide 3-phénylbutyrique et/ou de l’Acide 2-phénylbutyrique pour la Prévention et le Traitement des Maladies Cryptogamiques |
| IT202300019125A1 (it) * | 2023-09-18 | 2025-03-18 | Dipharma Francis Srl | Metodo di purificazione di un farmaco usato per il trattamento di disturbi del ciclo dell’urea |
| WO2024200617A1 (en) * | 2023-03-28 | 2024-10-03 | Dipharma Francis S.R.L. | Process and intermediates for preparing a drug for the treatment of urea cycle disorders |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6037376A (en) | 1991-10-21 | 2000-03-14 | The United States Of America As Represented By The Department Of Health And Human Services | Methods for therapy of cancer |
-
2001
- 2001-05-21 US US09/862,074 patent/US6372938B1/en not_active Expired - Lifetime
-
2002
- 2002-05-02 CA CA002447803A patent/CA2447803C/en not_active Expired - Lifetime
- 2002-05-02 AT AT02729112T patent/ATE517857T1/de not_active IP Right Cessation
- 2002-05-02 CN CNB028102649A patent/CN1266105C/zh not_active Expired - Fee Related
- 2002-05-02 WO PCT/US2002/013946 patent/WO2002094756A1/en not_active Ceased
- 2002-05-02 HU HU0400053A patent/HU229996B1/hu not_active IP Right Cessation
- 2002-05-02 EP EP02729112A patent/EP1404638B1/en not_active Expired - Lifetime
- 2002-05-02 KR KR1020037014983A patent/KR100905139B1/ko not_active Expired - Fee Related
- 2002-05-02 IL IL15891402A patent/IL158914A0/xx unknown
- 2002-05-02 PL PL364646A patent/PL201802B1/pl unknown
- 2002-05-02 RU RU2003136765/04A patent/RU2297998C2/ru active
- 2002-05-02 JP JP2002591431A patent/JP4338401B2/ja not_active Expired - Fee Related
-
2003
- 2003-11-17 IL IL158914A patent/IL158914A/en active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| IL158914A (en) | 2010-04-29 |
| EP1404638B1 (en) | 2011-07-27 |
| RU2297998C2 (ru) | 2007-04-27 |
| JP2004527577A (ja) | 2004-09-09 |
| WO2002094756A1 (en) | 2002-11-28 |
| KR100905139B1 (ko) | 2009-06-29 |
| CN1511133A (zh) | 2004-07-07 |
| RU2003136765A (ru) | 2005-04-10 |
| PL201802B1 (pl) | 2009-05-29 |
| IL158914A0 (en) | 2004-05-12 |
| HK1065996A1 (en) | 2005-03-11 |
| EP1404638A1 (en) | 2004-04-07 |
| HUP0400053A3 (en) | 2006-01-30 |
| HU229996B1 (hu) | 2015-04-28 |
| CA2447803A1 (en) | 2002-11-28 |
| JP4338401B2 (ja) | 2009-10-07 |
| ATE517857T1 (de) | 2011-08-15 |
| KR20040025679A (ko) | 2004-03-24 |
| CN1266105C (zh) | 2006-07-26 |
| US6372938B1 (en) | 2002-04-16 |
| HUP0400053A2 (hu) | 2004-04-28 |
| CA2447803C (en) | 2009-04-07 |
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