87428-99-7

Basic information

• Product Name: 2-Des(acetylthioMethyl)-2-Methylene Racecadotril
• Synonyms: 2-Des(acetylthioMethyl)-2-Methylene Racecadotril;Benzyl[(2-benzylprop-2-enoyl)aMino]acetate;N-[1-Oxo-2-(phenylMethyl)-2-propen-1-yl]glycine PhenylMethyl Ester;N-[1-Oxo-2-(phenylMethyl)-2-propenyl]glycine PhenylMethyl Ester;Racecadotril IMpurity F;2-(benzylacrylolylamino)acetic acid benzyl ester;benzyl 2-(2-benzylacrylamido)acetate;Racecadotril EP Impurity E
• CAS NO: 87428-99-7
• Molecular Formula: C₁₉H₁₉NO₃
• Molecular Weight: 309.35906
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 87428-99-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 524.9±50.0 °C(Predicted)
• Appearance: /
• Density: 1.146±0.06 g/cm3(Predicted)
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• PKA: 13.71±0.46(Predicted)
• Stability: Light Sensitive
• CAS DataBase Reference: 2-Des(acetylthioMethyl)-2-Methylene Racecadotril(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Des(acetylthioMethyl)-2-Methylene Racecadotril(87428-99-7)
• EPA Substance Registry System: 2-Des(acetylthioMethyl)-2-Methylene Racecadotril(87428-99-7)

Safety Data

• Hazardous Substances Data: 87428-99-7(Hazardous Substances Data)

Usage

Uses

An impurity of the antidiarrheal Racecadotril (R070600).

Upstream product

• 2462-31-9 benzyl 2-aminoacetate hydrochloride 
• 88320-94-9 2-benzylpropenoyl chloride 
• 1738-76-7 glycine benzyl ester p-toluenesulfonic acid salt 
• 5669-19-2 2-Benzyl-2-propenoic acid 
• 100-51-6 benzyl alcohol 
• 616-75-1 2-benzylmalonic acid 
• 607-81-8 diethyl 2-benzylmalonate 
• 1738-68-7 Gly-OBz 

Downstream Products

• 81110-73-8 racecadotril 

Relevant articles and documents

Method for synthesizing racecadotril

The invention provides a method for synthesizing racecadotril. The method comprises the following steps: I, enabling a compound (II) to react with an acylation reagent so as to obtain a compound (III); II, enabling he compound (III) to react with benzyl g

Structural studies of racecadotril and its process impurities by NMR and mass spectroscopy

Three unknown impurities in racecadotril bulk drug at levels below 0.5% were detected by simple reverse phase isocratic high performance liquid chromatography (HPLC). Structures for these impurities were proposed by molecular ion information and their fragmentation pattern obtained by LC-MS and these impurities were confirmed by NMR spectroscopy. The impurities I, II and III were characterized as benzyl 2-methyl carboximido acetate, benzyl 2-phenyl ethyl carboximido acetate, and benzyl 2-(1-benzyl vinyl carboximido) acetate. These structures were further confirmed by co-injecting of synthetic standards of impurities with racecadotril. The mechanism of the formation of these process related impurities is discussed.