52117-01-8

Basic information

• Product Name: Propanedioic acid, (acetylamino)[(4-cyanophenyl)methyl]-, diethyl ester
• Synonyms: diethyl 2-acetylamino-2-(4-cyano-benzyl)-malonate;diethyl 2-acetamido-2-(4-cyanobenzyl)malonate;diethyl (4-cyanobenzyl)acetamidomalonate;ethyl 2-acetamido-2-(4-cyanobenzyl)malonate;4-Cyanbenzylacetaminomalonsaeurediethylester;N-acetyl-α-carboethoxy-4-cyano-D,L-phenylalanine ethyl ester;2-Acetylamino-2-(4-cyano-benzyl)-malonic acid diethyl ester
• CAS NO: 52117-01-8
• Molecular Formula: C17H20N2O5
• Molecular Weight: 332.356
• Mol File: 52117-01-8.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, (acetylamino)[(4-cyanophenyl)methyl]-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, (acetylamino)[(4-cyanophenyl)methyl]-, diethyl ester(52117-01-8)
• EPA Substance Registry System: Propanedioic acid, (acetylamino)[(4-cyanophenyl)methyl]-, diethyl ester(52117-01-8)

Safety Data

• Hazardous Substances Data: 52117-01-8(Hazardous Substances Data)

Upstream product

• 17201-43-3 4-cyanobenzyl bromide 
• 1068-90-2 2-acetylaminomalonic acid diethyl ester 

Downstream Products

• 106507-86-2 acetylamino-(4-aminomethyl-benzyl)-malonic acid diethyl ester 
• 190510-96-4 Naphthalene-2-sulfonic acid [(S)-2-azepan-1-yl-1-(4-cyano-benzyl)-2-oxo-ethyl]-amide 
• 131724-45-3 (S)-2-((tert-butoxycarbonyl)amino)-3-(4-cyanophenyl)propanoic acid 
• 80852-42-2 N-_α-Tosyl-4-cyanphenylalanin 
• 71078-99-4 Nα-Tosyl-4-carbamoylphenylalanin 
• 80852-36-4 4-Cyanphenylalaninhydrochlorid 
• 80852-33-1 4-carboxyphenylalanine hydrochloride 
• 71078-98-3 2-Amino-3-(4-carbamoyl-phenyl)-propionic acid; hydrochloride 
• 18910-26-4 2-amino-3-(4-cyano-phenyl)-propionic acid 
• 80853-34-5 4-[2-Butylcarbamoyl-2-(toluene-4-sulfonylamino)-ethyl]-thiobenzimidic acid methyl ester; hydriodide 
• 80853-37-8 4-[2-Phenylcarbamoyl-2-(toluene-4-sulfonylamino)-ethyl]-thiobenzimidic acid methyl ester; hydriodide 
• 71078-66-5 4-[3-Oxo-3-piperidin-1-yl-2-(toluene-4-sulfonylamino)-propyl]-benzamidine; hydrochloride 
• 80853-28-7 4-[3-Oxo-3-pyrrolidin-1-yl-2-(toluene-4-sulfonylamino)-propyl]-thiobenzimidic acid methyl ester; hydriodide 
• 92740-46-0 N_α-(Tosylglycyl)-4-amidinophenylalaninmethylesterhydrochlorid 

Relevant articles and documents

PROCESS FOR PREPARING N-ACETYL(L)-4-CYANOPHENYLALANINE Ac-(L)-Phe(4-CN)-OH AND N-ACETYL-(L)-p-AMIDINOPHENYLALANINE-CYCLOHEXYLGLYCINE-BETA-(3-N-METHYLPYRIDINIUM)-ALANINE Ac-(L)-pAph-Chg-PalMe(3)-NH2

The present invention is related to a novel process for preparing N-acetyl-(L)-4-cyanophenylalanine by resolving the racemic compound N-acetyl-(D, L)-4-cyanophenylalanine ethyl ester, and a novel process to prepare a stereoisomer of Ac-(L)-pAph-Chg-PalMe(

N-acylamino acid amide compounds and intermediates for preparation thereof

The present invention discloses the compound represented by the formula (I): wherein A represents the following formula (a-1) or the following formula (a-2): B represents the following formula (b): (wherein the symbols are each as defined in the specification) or a pharmaceutically acceptable salts thereof, and intermediates for the preparation thereof, which have excellent platelet aggregation inhibitory activity and other properties and useful as prophylactic or therapeutic agents for diseases associated with a fibrinogen receptor, thrombosis, infarction and the like.

Rational design of selective thrombin inhibitors

Thrombin inhibitors with functionalized benzamidines as surrogates for arginine were designed, synthesized, and characterized. Amino acid sequence difference in the position 190 between thrombin and trypsin was exploited in the design to enhance selectivity over trypsin. A representative compound 6 showed high potency (Ki of 45.5 nM) and extremely high specificity over trypsin (over 10,000 fold).