78281-61-5

Basic information

• Product Name: 2-Amino-3-benzoyl-alpha-(methylthio)benzeneacetamide
• Synonyms: 2-amino-3-benzoly-a-methylthio-phenylacetamide;2-Amino-3-benzoyl-alpha-(methylthio)benzeneacetamide;2-amino-3-benzoyl-a-methylthio-phenylacetamide;2-Amino-3-benzoyl-α-(methylthio)benzeneacetamide;2-(2-Amino-3-benzoylphenyl)-2-(methylthio)acetamide
• CAS NO: 78281-61-5
• Molecular Formula: C₁₆H₁₆N₂O₂S
• Molecular Weight: 300.38
• EINECS: 200-589-5
• Product Categories: API
• Mol File: 78281-61-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 153-155 °C
• Boiling Point: 557.9 °C at 760 mmHg
• Flash Point: 291.2 °C
• Appearance: /
• Density: 1.28 g/cm³
• Vapor Pressure: 1.76E-12mmHg at 25°C
• Refractive Index: 1.654
• Storage Temp.: 2-8°C
• PKA: 15.14±0.50(Predicted)
• CAS DataBase Reference: 2-Amino-3-benzoyl-alpha-(methylthio)benzeneacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-3-benzoyl-alpha-(methylthio)benzeneacetamide(78281-61-5)
• EPA Substance Registry System: 2-Amino-3-benzoyl-alpha-(methylthio)benzeneacetamide(78281-61-5)

Safety Data

• Hazardous Substances Data: 78281-61-5(Hazardous Substances Data)

Usage

Uses

2-Amino-3-benzoyl-α-(methylthio)benzeneacetamide is an impurity of Nepafenac (N390080), an on-steroidal anti-inflammatory with analgesic activity; selective COX-2 inhibitor.

InChI:InChI=1/C16H16N2O2S/c1-21-15(16(18)20)12-9-5-8-11(13(12)17)14(19)10-6-3-2-4-7-10/h2-9,15H,17H2,1H3,(H2,18,20)

Upstream product

• 22551-24-2 2-(methylthio)acetamide 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 

Downstream Products

• 78281-72-8 nepafenac 

Relevant articles and documents

Preparation method of high-purity nepafenac intermediate

The invention provides a preparation method of a high-purity nepafenac intermediate, which belongs to the technical field of medicine synthesis. The preparation method comprises the following steps of dissolving a chlorinating agent in an organic solvent,

PROCESS FOR THE PREPARATION OF NEPAFENAC

Described herein are processes for the preparation of nepafenac and related intermediates, particularly wherein 2-aminobenzophenone is treated with a 2-(alkylthio)acetamide in the presence of sulfuryl chloride to afford a 2-(2-amino-3-benzoylphenyl)-2-(alkylthio)acetamide, which upon reduction affords nepafenac. Described herein are also processes for the purification of nepafenac, particularly for the removal of structurally similar impurities.

Process For Preparing A Benzoylbenzeneacetamide Derivative

Disclosed is a process for preparing anti-inflammatory compound nepafenac comprising preparing a compound of formula (V) wherein a N-halosuccinimide is used as the halogenating agent, followed by desulfurization using Raney Nickel. Also disclosed is a polymorphic form B of 2-amino-3-benzoyl-α-(methylthio)-benzeneacetamide (i.e., a compound of formula (V) wherein R is methyl