121027-25-6

Usage

Chemical class

Organosulfur compound

Structure

Aromatic thiol with a chloro-substituted phenyl ring attached to an ethane-1-thiol group

Common uses

As a starting material in the synthesis of various pharmaceuticals and agrochemicals

Potential properties

Anti-inflammatory and antioxidant

Industrial applications

A chemical intermediate in the production of fragrances and flavors

Precautions

Strong and unpleasant odor, should be handled with caution.

Upstream product

• 1246656-50-7 S-(4-chlorophenethyl)isothiourea hydrobromide 
• 6529-53-9 1-(2-bromoethyl)-4-chlorobenzene 
• 136389-70-3 S-(4-chlorophenethyl)isothiouronium chloride 

Downstream Products

• 1415676-32-2 C₁₆H₁₇ClN₄O₂S 
• 1415676-54-8 C₁₆H₁₇ClN₄O₃S 
• 220376-95-4 [5-(1H-Imidazol-4-yl)pentyl] 4-chlorophenethyl sulfone 
• 220376-93-2 [4-(1H-Imidazol-4-yl)butyl] 4-chlorophenethyl sulfone 

Relevant academic research and scientific papers

Inhibition of monoamine oxidase by 8-[(phenylethyl)sulfanyl]caffeine analogues

In a previous study we have investigated the monoamine oxidase (MAO) inhibitory properties of a series of 8-sulfanylcaffeine analogues. Among the compounds studied, 8-[(phenylethyl)sulfanyl]caffeine (IC50 = 0.223 μM) was found to be a particularly potent inhibitor of the type B MAO isoform. In an attempt to discover potent MAO inhibitors and to further examine the structure-activity relationships (SAR) of MAO inhibition by 8-sulfanylcaffeine analogues, in the present study a series of 8-[(phenylethyl)sulfanyl]caffeine analogues were synthesized and evaluated as inhibitors of human MAO-A and -B. The results document that substitution on C3 and C4 of the phenyl ring with alkyl groups and halogens yields 8-[(phenylethyl)sulfanyl]caffeine analogues which are potent and selective MAO-B inhibitors with IC50 values ranging from 0.017 to 0.125 μM. The MAO inhibitory properties of a series of 8-sulfinylcaffeine analogues were also examined. The results show that, compared to the corresponding 8-sulfanylcaffeine analogues, the 8-sulfinylcaffeins are weaker MAO-B inhibitors. Both the 8-sulfanylcaffeine and 8-sulfinylcaffeine analogues were found to be weak MAO-A inhibitors. This study also reports the MAO inhibition properties of selected 8-[(phenylpropyl)sulfanyl]caffeine analogues.

1H-4(5)-substituted imidazole derivatives, their preparation and their use as histamine H3 receptor ligands

A compound of the formula wherein R2is an optionally substituted Czto Cgalkylene or alkylene chain; R3is C2to C15optionally substituted hydrocarbyl; X is a bond or —NR4—, wherein

Sulfur-containing imidazoles

Novel imidazole mercaptals of the formula STR1 wherein each m is independently zero or one; and R1 and R2 each are independently selected from (lower)alkyl, cycloalkyl, cycloalkyl(lower)alkyl, phenyl, phenyl(lower)alkyl, thienyl, thienyl(lower)alkyl, pyridyl and pyridyl(lower)alkyl, in which the phenyl and heterocyclic rings optionally may contain from 1 to 3 substituents, and acid addition salts thereof, are useful antimicrobial agents.