CAS: 95399-71-6; (2S,4S)-4-Cyclohexyl-1-(2-(Hydroxy(4-Phenylbutyl)Phosphoryl)Acetyl)Pyrrolidine-2-Carboxylic Acid

上下游产品

[Ethoxy-(4-phenylbutyl)phosphinyl]acetic acid (2S,4S)-4-cyclohexylpyrrolidine-2-carboxylic acid

📜2-[乙氧基(4-苯基丁基)磷酰基]乙酸置于三甲基溴硅烷,三乙胺,N,N'-羰基二咪唑体系中,用 二氯甲烷,乙腈 作为反应溶剂,化学反应 48.0H,反应生成 福辛普利拉-D7
参考文献:Angiotensin-Converting Enzyme Inhibitors. Mercaptan,Carboxyalkyl Dipeptide,And Phosphinic Acid Inhibitors Incorporating 4-Substituted Prolines
标题:Angiotensin-Converting Enzyme Inhibitors. Mercaptan,Carboxyalkyl Dipeptide,And Phosphinic Acid Inhibitors Incorporating 4-Substituted Prolines
摘要:Analogues Of Captopril,Enalaprilat,And The Phosphinic Acid [hydroxy(4-Phenylbutyl)Phosphinyl]Acetyl]-L-Proline Incorporating 4-Substituted Proline Derivatives Have Been Synthesized And Evaluated As Inhibitors Of Angiotensin-Converting Enzyme (Ace) In Vitro And In Vivo. The 4-Substituted Prolines,Incorporating Alkyl,Aryl,Alkoxy,Aryloxy,Alkylthio,And Arylthio Substituents Were Prepared From Derivatives Of 4-Hydroxy-And 4-Ketoproline. In General,Analogues Of All Three Classes Of Inhibitors With Hydrophobic Substituents On Proline Were More Potent In Vitro Than The Corresponding Unsubstituted Proline Compounds. 4-Substituted Analogues Of Captopril Showed Greater Potency And Duration Of Action Than The Parent Compound As Inhibitors Of The Angiotensin I Induced Pressor Response In Normotensive Rats. The S-Benzoyl Derivative Of Cis-4-(Phenylthio)Captopril,Zofenopril,Was Found To Be One Of The Most Potent Compounds Of This Class And Is Now Being Evaluated Clinically As An Antihypertensive Agent. In The Phosphinic Acid Series,The 4-Ethylenethioketal And Trans-4-Cyclohexyl Derivatives Were Found To Be The Most Potent Compounds In Vitro And In Vivo. A Prodrug Of The Latter Compound,Fosinopril,Is Also Being Evaluated In Clinical Trials.
DOI:10.1021/jm00401A014

专利信息

专利号:US-2008287407-A1
优先权日:2003-12-10
标题 :Nitric Oxide Releasing Pyruvate Compounds, Compositions and Methods of Use
发明人：GARVEY DAVID S; FANG XINQIN; KHANAPURE SUBHASH P; RANATUNGA RAMANI R; WEY SHIOW-JYI
权利人:NITROMED INC
摘要:The invention describes novel nitrosated and/or nitrosylated pyruvate compounds and pharmaceutically acceptable salts thereof, and novel compositions comprising at least one nitrosated and/or nitrosylated pyruvate compound, and, optionally, at least one compound that donates, transfers or releases nitric oxide, stimulates endogenous synthesis of nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor or is a substrate for nitric oxide synthase, and/or at least one therapeutic agent. The invention also provides novel compositions comprising at least one pyruvate compound and at least one compound that donates, transfers or releases nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor, stimulates endogenous synthesis of nitric oxide or is a substrate for nitric oxide synthase and/or at least one therapeutic agent. The invention also provides novel kits comprising at least one pyruvate compound, that is optionally nitrosated and/or nitrosylated, and, optionally, at least one nitric oxide donor and/or at least one therapeutic agent. The invention also provides methods for treating diseases resulting from oxidative stress, diabetes, reperfusion injury following ischemia, preservation of tissues, organs, organ parts and/or limbs.

专利号:US-8017776-B2
优先权日:2003-07-15
标题 :Methods for synthesis of acyloxyalkyl compounds
发明人：BHAT LAXMINARAYAN; GALLOP MARK A
权利人:XENOPORT INC
摘要:Disclosed herein are methods for synthesizing 1-(acyloxy)-alkyl prodrug derivatives of drugs through oxidation of 1-acyl-alkyl derivatives of drugs under anhydrous reaction conditions. The methods typically proceed stereospecifically, in high yield, do not require the use of activated intermediates and/or toxic compounds and are readily amenable to scale-up.

专利号:US-7078532-B2
优先权日:2001-04-30
标 题:Process for manufacture of fosinopril sodium
发明人：DUBEY SUSHIL KUMAR; LAHIRI SASWATA; SINGH ANIL VIR
权利人:LUPIN LAB LTD
摘要:The present invention discloses a process for the synthesis of fosinopril as a single desired isomer of high purity in two steps comprising of (a) preparation of fosinopril as a mixture of four diastereomers and (b) separation of the desired isomer from the mixture through formation of alkali metal salts followed by crystallisation.

专利号:US-8143437-B2
优先权日:2002-02-19
标题:Methods for synthesis of prodrugs from 1-acyl-alkyl derivatives and compositions thereof
发明人：GALLOP MARK A; XIANG JIA-NING; YAO FENMEI; BHAT LAXMINARAYAN; ZHOU CINDY X
权利人:GALLOP MARK A; XIANG JIA-NING; YAO FENMEI; BHAT LAXMINARAYAN; ZHOU CINDY X; XENOPORT INC
摘要:The present invention provides a method for synthesizing 1-(acyloxy)-alkyl derivatives from 1-acyl-alkyl derivatives, which typically proceeds stereospecifically, in high yield, does not require the use of activated intermediates and/or toxic compounds and is readily amendable to scale-up. The current invention also provides 1-acyl-alkyl derivatives of known drug components and methods for synthesizing these 1-acyl-alkyl derivatives.

专利号:US-2005239725-A1
优先权日:2002-02-19
标题:Methods for synthesis of prodrugs from 1-acyl-alkyl derivatives and compositions thereof

专利号:US-2005070715-A1
优先权日:2003-07-15
标 题:Methods for synthesis of acyloxyalkyl compounds