56254-02-5

Basic information

• Product Name: 2-Propenethioic acid, 3-(4-hydroxy-3-methoxyphenyl)-, S-phenyl ester
• CAS NO: 56254-02-5
• Molecular Formula: C16H14O3S
• Molecular Weight: 286.351
• Mol File: 56254-02-5.mol

Chemical Properties

• CAS DataBase Reference: 2-Propenethioic acid, 3-(4-hydroxy-3-methoxyphenyl)-, S-phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenethioic acid, 3-(4-hydroxy-3-methoxyphenyl)-, S-phenyl ester(56254-02-5)
• EPA Substance Registry System: 2-Propenethioic acid, 3-(4-hydroxy-3-methoxyphenyl)-, S-phenyl ester(56254-02-5)

Safety Data

• Hazardous Substances Data: 56254-02-5(Hazardous Substances Data)

Upstream product

• 1135-24-6 (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 108-98-5 thiophenol 
• 92446-10-1 [(E)-3-(4-Hydroxy-3-methoxy-phenyl)-acryloyloxymethylene]-dimethyl-ammonium; chloride 
• 2973-86-6 lithium thiophenoxide 
• 92446-10-1 C₁₃H₁₆NO₄⁽¹⁺⁾*Cl^(1-) 

Downstream Products

• 30802-02-9 feruloyl-CoA 

Relevant articles and documents

Synthesis and evaluation of a novel series of pseudo-cinnamic derivatives as antituberculosis agents

In an effort to develop potent new antituberculous drugs effective against Mycobacterium tuberculosis, we have prepared series of cinnamic derivatives (thioesters and amides) with 4-hydroxy and 4-alkoxy groups and investigated the in vitro activities of these compounds. Among them some displayed a good in vitro antibacterial activity, such as (E)-N-(2-acetamidoethyl)-3-{4-[(E)-3,7-dimethylocta-2,6-dienyloxy]phenyl}acrylamide 4b that showed a minimum inhibitory concentration of 0.1 μg/mL (0.26 μM) against M. tuberculosis H37Rv.

SYNTHESE DE PARAHYDROXYTHIOCINNAMATES DE S-PHENYLE PRECURSEURS D'ESTERS DE S-COA

S-phenyl 4-hydroxycinnamates are synthesized in good yield from the corresponding acids activated by iminium or pyridinium salts.Prior protection of the phenolic group is unnecessary; competitive Michael addition are generally unobserved.By exchange reaction with CoASH, S-phenyl esters give S-CoA cinnamoylesters which are involved in lignin biosynthesis process.

NOUVELLE SYNTHESE DE PRECURSEURS PHENOLIQUES DES LIGNINES UTILISANT LES SELS D'IMINIUM DES ACIDES p-HYDROXY CINNAMIQUES

4-Hydroxy cinnamic esters, thiolesters, aldehydes and alcohols, or related compounds, implied in the biosynthesis of lignins are easily synthesized in good yields from iminium salts of coumaric 1a, ferulic 1b and sinapic 1c acids.No prior protection of the phenol group is needed in this method.