117471-01-9

Basic information

• Product Name: N-benzyl-2,3-dihydroxypropionamide
• Synonyms: N-benzyl-2,3-dihydroxypropionamide
• CAS NO: 117471-01-9
• Molecular Weight: 195.218
• Mol File: 117471-01-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-benzyl-2,3-dihydroxypropionamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-2,3-dihydroxypropionamide(117471-01-9)
• EPA Substance Registry System: N-benzyl-2,3-dihydroxypropionamide(117471-01-9)

Safety Data

• Hazardous Substances Data: 117471-01-9(Hazardous Substances Data)

Upstream product

• 100-46-9 benzylamine 
• 56-81-5 glycerol 
• 615-51-0 ethyl 2,3-dihydroxypropionate 

Downstream Products

• 105427-02-9 2,3-epoxy-N-(phenylmethyyl)propanamide 
• 257300-18-8 (R,S)-N-benzyl 2-hydroxy-3-methanesulfonatopropionamide 

Relevant articles and documents

The anticonvulsant activities of functionalized N-benzyl 2-acetamidoacetamides. The importance of the 2-acetamido substituent

Recent studies have demonstrated that substituted N-benzyl 2-acetamidoacetamides provide significant protection against maximal electroshock (MES)-induced seizures in mice and rats. In this study, we investigated whether the 2-acetamido moiety was necessary for anticonvulsant activity. Ten derivatives of the known anticonvulsant, N-benzyl 2-acetamido-2-phenylacetamide were prepared in which the 2-acetamido group was replaced by hydrogen, methyl, oxygen, and halogen substituents. Evaluation of these compounds in the MES-induced seizure test demonstrated that both the hydroxy and the methoxy compounds provided full protection against MES-induced seizures in mice given ip at 100 mg/g. Moreover, evaluation of the individual stereoisomers for the hydroxy compound showed that the principal activity resided in the (R)-isomer. These findings demonstrated that the 2-acetamido substituent is important but not obligatory for the prevention of MES-induced seizures. Further supporting evidence was provided by comparing the pharmacological activities of N-benzyl 2,3-dimethoxypropionamide with N-benzyl 2-acetamido-3-methoxypropionamide. The ED50 value for the former in the MES test was 3.0 mg/kg (ip), which compared favorably with phenobarbital (ED50=22 mg/kg), but the ED50 value for N-benzyl 2-acetamido-3-methoxypropionamide was 8.3 mg/kg.

Propionamide anticonvulsants

The present invention is directed to a compound of the following formula: STR1 pharmaceutical compositions containing the same and the use thereof as an anticonvulsant.