171002-19-0

Basic information

• Product Name: 3-(2-phenylacetaMido)-3-(4-chlorophenyl)propanoic acid
• Synonyms: 3-(2-phenylacetaMido)-3-(4-chlorophenyl)propanoic acid;3-(4-Chlorophenyl)-3-(2-phenylacetaMido)propanoic acid;4-Chloro-beta-[(2-phenylacetyl)amino]benzenepropanoic acid
• CAS NO: 171002-19-0
• Molecular Formula: C₁₇H₁₆ClNO₃
• Molecular Weight: 317.76684
• Mol File: 171002-19-0.mol

Chemical Properties

• Appearance: /
• Density: 1.293
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-(2-phenylacetaMido)-3-(4-chlorophenyl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-phenylacetaMido)-3-(4-chlorophenyl)propanoic acid(171002-19-0)
• EPA Substance Registry System: 3-(2-phenylacetaMido)-3-(4-chlorophenyl)propanoic acid(171002-19-0)

Safety Data

• Hazardous Substances Data: 171002-19-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-(2-phenylacetaMido)-3-(4-chlorophenyl)propanoic acid is used as an analgesic for its pain-relieving properties, offering relief to patients suffering from various types of discomfort and pain.
3-(2-phenylacetaMido)-3-(4-chlorophenyl)propanoic acid is used as an anti-inflammatory agent to reduce inflammation in conditions such as arthritis, sprains, and other inflammatory disorders.
3-(2-phenylacetaMido)-3-(4-chlorophenyl)propanoic acid is used as an antipyretic to lower fever, helping to regulate body temperature in cases of elevated thermal response.
While the provided materials do not specify other industries or additional uses, the primary applications of 3-(2-phenylacetaMido)-3-(4-chlorophenyl)propanoic acid are within the pharmaceutical industry for its therapeutic effects on pain, inflammation, and fever. If there are other applications or industries where this compound is utilized, they would need to be specified in the materials provided.

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 19947-39-8 3-amino-3-(4-chlorophenyl)propionic acid 
• 103-80-0 phenylacetyl chloride 

Downstream Products

• 131690-60-3 (S)-β-amino-β-(4-chlorophenyl)propionic acid 
• 171002-22-5 (S)-β-(N-phenylacetylamino)-β-(4-chlorophenyl)propionic acid 
• 131690-61-4 (R)-β-amino-β-(4-chlorophenyl)propionic acid 

Relevant articles and documents

Enantioselective acylation of β-phenylalanine acid and its derivatives catalyzed by penicillin G acylase from alcaligenes faecalis

This study developed a simple, efficient method for producing racemic β-phenylalanine acid (BPA) and its derivatives via the enantioselective acylation catalyzed by the penicillin G acylase from Alcaligenes faecalis (Af-PGA). When the reaction was run at 25°C and pH 10 in an aqueous medium containing phenylacetamide and BPA in a molar ratio of 2:1, 8 U/mL enzyme and 0.1 M BPA, the maximum BPA conversion efficiency at 40 min only reached 36.1%, which, however, increased to 42.9% as the pH value and the molar ratio of phenylacetamide to BPA were elevated to 11 and 3:1, respectively. Under the relatively optimum reaction conditions, the maximum conversion efficiencies of BPA derivatives all reached about 50% in a relatively short reaction time (45-90 min). The enantiomeric excess value of product (eep) and enantiomeric excess value of substrate (ees) were all above 98% and 95%, respectively. These results suggest that the method established in this study is practical, effective, and environmentally benign and may be applied to industrial production of enantiomerically pure BPA and its derivatives.

Biocatalytic approach to enatiomerically pure β-amino acids

β-Aryl-β-amino acids were prepared in good chemical yield and high enantiomeric purity (> 95% ee) via penicillin acylase-catalyzed hydrolysis of the corresponding N-phenylacetyl derivatives. The (R)-enantiomers were the fast-reacting isomers in all cases studied. The biocatalytic procedure described employs a very simple set of reactions using inexpensive commercially available chemicals and enzyme, and could be easily scaled up.