95351-73-8

Usage

Also known as

(E)-3-phenyl-2-propenethiol

Physical state

Liquid

Color

Colorless to pale yellow

Odor

Strong, unpleasant

Uses

Flavoring agent in the food industry, intermediate in pharmaceutical and agrochemical production, synthesis of heterocyclic compounds, research tool in organic chemistry

Potential hazards

Irritation to skin, eyes, and respiratory system.

Upstream product

• 64931-96-0 2-[(E)-cinnamyl]thiouronium bromide 
• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 226090-89-7 S-[(2E)-3-phenylprop-2-en-1-yl]ethanthioate 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 4392-24-9 Cinnamyl bromide 

Downstream Products

• 85022-06-6 [(E)-3-(1,2,2,2-Tetrachloro-ethylsulfanyl)-propenyl]-benzene 
• 1579955-76-2 S-cinnamyl 2-cyanoethanethioate 
• 79636-76-3 ((E)-2,3-Dichloro-1-vinyl-allyl)-benzene 
• 79636-54-7 [(E)-3-(2,2-Dichloro-vinylsulfanyl)-propenyl]-benzene 
• 119785-34-1 <1α,2α(Z),3α(E),4α>-(+/-)-7-<3-<<(3-Phenyl-2-propenyl)thio>methyl>-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptenoic acid 

Relevant academic research and scientific papers

Direct synthesis of thiols from halides and epoxides using hydrosulfide exchange resin in methanol

Various thiols are prepared directly from the corresponding alkyl halides and epoxides using hydrosulfide exchange resin in methanol in the presence of equimolar amounts of triethylammonium chloride at room temperature. The reaction not only proceeds with unique chemoselectivity, but also gives better yields of thiols than most commonly used indirect methods and has an additional advantage of a simple workup.

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.

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.

Substituted organosulfur compounds and methods of using thereof

The present invention provides substituted di-, tri-, tetra- and penta-sulfide compounds and compositions, and methods of using the same for the treatment and/or prevention of a cell proliferative disorder. The present invention also provides methods for preparing trisulfide compounds and compositions.

6-O-acyl ketolide antibacterials

6-O-Acyl ketolide antibacterials of the formula: wherein R1, R2, R3, R4, W, X, X′, Y, and Y′ are as described herein and in which the substituents have the meaning indicated in the description. These compounds are useful as antibacterial agents.

Remarkably fast direct synthesis of thiols from alcohols under mild conditions

One pot rapid synthesis of thiols from alcohols via trifluoroacetates using polymer supported hydrosulfide in acetonitrile under mild conditions has been described.

Direct synthesis of allyl sulfides from allyl alcohols and thiols

In the presence of boron trifluoride-diethyl ether complex, various allyl alcohols [(-)-myrtenol, geraniol, cinnamyl alcohol, linalool, 1-octen-3-ol, 2-hydroxybenzyl alcohol and bicyclic diols] were reacted with thiophenol, 1-butanethiol, trimethyl(phenylthio)silane or hexamethylsilane in dichloromethane at room temperature to give the corresponding allyl sulfides in good to excellent yields. The mild conditions for this transformation allowed chemoselectivity.

ALKYLAMIDE DERIVATIVES WITH H2-RECEPTOR ANTAGONISTIC AND CYTOPROTECTIVE ACTION

Alkylamide derivatives having the formula, These compounds have a strong antiulcer action depend on histamine H 2-receptor antagonistic action and a cytoprotective action upon gastric mucous membrance.