101973-77-7

Basic information

• Product Name: 2-acetylthiomethyl-3-(4-methylbenzoyl)propionic acid
• Synonyms: 2-acetylthiomethyl-3-(4-methylbenzoyl)propionic acid;EsonariMod;Esonarimod KE-298
• CAS NO: 101973-77-7
• Molecular Formula: C₁₄H₁₆O₄S
• Molecular Weight: 280.34
• Mol File: 101973-77-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 477.7°Cat760mmHg
• Flash Point: 242.7°C
• Appearance: /
• Density: 1.241g/cm³
• Vapor Pressure: 6.18E-10mmHg at 25°C
• Refractive Index: 1.567
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-acetylthiomethyl-3-(4-methylbenzoyl)propionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-acetylthiomethyl-3-(4-methylbenzoyl)propionic acid(101973-77-7)
• EPA Substance Registry System: 2-acetylthiomethyl-3-(4-methylbenzoyl)propionic acid(101973-77-7)

Safety Data

• Hazardous Substances Data: 101973-77-7(Hazardous Substances Data)

Usage

Uses

Esonarimod, is an antirheumatic drug.

InChI:InChI=1/C14H16O4S/c1-9-3-5-11(6-4-9)13(16)7-12(14(17)18)8-19-10(2)15/h3-6,12H,7-8H2,1-2H3,(H,17,18)

Upstream product

• 19340-33-1 2-methylene-4-(4-methylphenyl)-4-oxobutanoic acid 
• 507-09-5 tiolacetic acid 
• 108-88-3 toluene 
• 2170-03-8 itaconic acid anhydride 

Downstream Products

• 176107-73-6 (S)-Esonarimod 
• 176107-74-7 (R)-Esonarimod 
• 143584-75-2 S-methyl-Esonarimod 
• 153475-06-0 (+/-)-2-thiomethyl-4-(4-methylphenyl)-4-oxobutanoic acid 
• 211241-37-1 (-)-(2R)-4-(4-carboxyphenyl)-2-methylthiomethyl-4-oxobutanoic acid 
• 211241-35-9 (-)-(2R)-4-(4-hydroxymethylphenyl)-2-methylthiomethyl-4-oxobutanoic acid 
• 649569-72-2 2-(5-p-tolyl-thiophen-3-ylmethyl)-malonic acid diethyl ester 
• 194142-13-7 3-(5-p-tolyl-thiophen-3-yl)-propionic acid ethyl ester 
• 194142-12-6 3-(5-p-tolyl-thiophen-3-yl)-propionic acid 
• 177540-84-0 (5-p-tolyl-thiophen-3-yl)-acetic acid 
• 130655-90-2 methyl 5-(4-methylphenyl)-2,3-dihydrothiophene-3-carboxylate 

Relevant articles and documents

Functional activity of the mouse flavin-containing monooxygenase forms 1, 3, and 5

Three functional mouse flavin-containing monooxygenases (mFMOs) (i.e., mFMO1, mFMO3, and mFMO5) have been reported to be the major FMOs present in mouse liver. To examine the biochemical features of these enzymes, recombinant enzymes were expressed as mal

A practical procedure for the synthesis of esonarimod, (R,S)-2-acetylthiomethyl-4-(4-methylphenyl)-4-oxobutanoic acid, an antirheumatic agent (part 1).

An efficient and practical procedure for the synthesis of esonarimod, (R,S)-2-acetylthiomethyl-4-(4-methylphenyl)-4-oxobutanoic acid (1), a new antirheumatic drug, has been developed. The intermediate, 2-methylene-4-(4-methylphenyl)-4-oxobutanoic acid (2), was prepared by Friedel-Crafts acylation of toluene with itaconic anhydride (3) in the presence of aluminum trichloride and nitrobenzene in 63% yield without silica gel column purification. Compound 1 was prepared by Michael addition of 2 with thioacetic acid (4) in 74% yield. Overall, 1 was obtained in 47% yield from 3. The structures and synthetic mechanisms of by-products (five compounds) of 2 were also clarified.