226090-89-7

Basic information

• Product Name: S-[(2E)-3-phenylprop-2-en-1-yl]ethanthioate
• Synonyms: S-[(2E)-3-phenylprop-2-en-1-yl]ethanthioate
• CAS NO: 226090-89-7
• Molecular Weight: 192.282
• Mol File: 226090-89-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: S-[(2E)-3-phenylprop-2-en-1-yl]ethanthioate(CAS DataBase Reference)
• NIST Chemistry Reference: S-[(2E)-3-phenylprop-2-en-1-yl]ethanthioate(226090-89-7)
• EPA Substance Registry System: S-[(2E)-3-phenylprop-2-en-1-yl]ethanthioate(226090-89-7)

Safety Data

• Hazardous Substances Data: 226090-89-7(Hazardous Substances Data)

Upstream product

• 21040-45-9 Cinnamyl acetate 
• 10387-40-3 potassium thioacetate 
• 16519-25-8 (E)-cinnamyl phenyl ether 
• 50555-04-9 cinnamyl benzoate 
• 106625-69-8 ethyl (E)-3-phenyl-2-propenyl carbonate 
• 85669-63-2 (E)-cinnamyl diethyl phosphate 
• 87802-71-9 (E)-methyl cinnamyl carbonate 
• 300-57-2 allylbenzene 
• 1586-98-7 (2,3-dibromopropyl)benzene 
• 507-09-5 tiolacetic acid 
• 4392-24-9 Cinnamyl bromide 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 

Downstream Products

• 1579955-76-2 S-cinnamyl 2-cyanoethanethioate 

Relevant articles and documents

Highly enantioselective reactions of a lithiated α-thioallyl carbanion via thermodynamic resolution pathway

S-Cinnamyl thiocarbamate 9, easily accessible from cinnamyl alcohol, undergoes smooth deprotonation with n-BuLi in the presence of various chiral ligands to form configurationally unstable organolithium intemediates. With the proper choice of chiral ligand, the diastereomeric equilibrium is almost fully shifted to one side, furnishing highly enantioenriched products after reaction with various electrophiles.

Synthesis and structure-activity relationship study of substituted caffeate esters as antinociceptive agents modulating the TREK-1 channel

The TWIK-related K+ channel, TREK-1, has recently emerged as an attractive therapeutic target for the development of a novel class of analgesic drugs. It has been reported that TREK-1 -/- mice were more sensitive than wild-type mice to painful stimuli, suggesting that activation of TREK-1 could result in pain inhibition. Here we report the synthesis of a series of substituted caffeate esters (12a-u) based on the hit compound CDC 2 (cinnamyl 3,4-dihydroxyl-α-cyanocinnamate). These analogs were evaluated for their ability to modulate TREK-1 channel by electrophysiology and for their in vivo antinociceptive activity (acetic acid induced-writhing assay) leading to the identification a series of novel molecules able to activate TREK-1 and displaying potent analgesic activity in vivo.

A Convenient Synthesis of Thioacetates and Thiobenzoates Using Silica-Gel Supported Potassium Thioacetate

A simple and efficient procedure has been developed for the synthesis of thioesters by a reaction of alkyl halides with silica-gel supported potassium thioacetate or thiobenzoate under mild conditions.