25697-57-8

Usage

InChI:InChI=1/C7H7ClS/c1-9-7-4-2-3-6(8)5-7/h2-5H,1H3

Upstream product

• 17356-08-0 thiourea 
• 169558-97-8 3-chlorobenzyl carbamimidothioate hydrobromide 
• 766-80-3 1-bromomethyl-3-chlorobenzene 
• 64215-09-4 m-chlorobenzyl thiocyanate 
• 620-20-2 1-Chloro-3-chloromethyl-benzene 
• 133067-71-7 S-(3-chloro)benzylisothiouronium chloride 

Downstream Products

• 75663-55-7 4-(2-fluorophenyl)-1,2,3,6-tetrahydro-1-methylpyridine 
• 749159-06-6 4-(3-Chloro-benzylsulfanyl)-4-(2-fluoro-phenyl)-1-methyl-piperidine 
• 75155-63-4 hexakis-(3-chlorobenzylthiomethyl)benzene 
• 25697-98-7 2-3'-chlorobenzylthio-5-dimethylsulfamylbenzoic acid 
• 923526-95-8 2-(4-chlorophenyl)-4-((3-chlorophenylthio)methyl)thiazole 
• 1415676-64-0 8-((3-chlorobenzyl)thio)-1,3,7-trimethyl-1H-purine-2,6(3H,7H)-dione 
• 1313039-65-4 3-(3-chlorobenzylthio)-5-methyl[1,2,4]triazine 
• 64215-07-2 5-(m-chloro-benzylmercapto)-2-pyridinecarboxylic acid methyl ester 

Relevant academic research and scientific papers

Phosphorus pentasulfide mediated conversion of organic thiocyanates to thiols

In this paper we report an efficient and mild procedure for the conversion of organic thiocyanates to thiols in the presence of phosphorus pentasulfide (P2S5) in refluxing toluene. The method avoids the use of expensive and hazardous transition metals and harsh reducing agents, as required by reported methods, and provides an attractive alternative to the existing methods for the conversion of organic thiocyanates to thiols.

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.

Benzopyridazinone and pyridopyridazinone compounds

Benzo or pyridopyridazinones and pyridazinthiones of the formula STR1 wherein: X and Y are nitrogen or carbon, provided that at least one is carbon, and Z is oxygen or sulfur; R1 is hydrogen, lower alkyl, aryl, aralkyl, heterocyclo, heterocyclo lower-alkyl, heteroaryl, or heteroaralkyl; R2, R3, R4, R5 and R6 are independently selected from hydrogen, lower alkyl, halo, carboxy, alkoxycarbonyl, carbamoyl, lower-alkyl carbonyl, halocarbonyl, thiomethyl, trifluoromethyl, cyano or nitro; or a pharmaceutically acceptable ester, ether or salt thereof, have been found to be useful as an anti-inflammatory, antasthmatic, immunosuppressive, anti-allograft rejection, anti-graft-vs-host rejection, autoimmune disease or analgetic agent(s).

Mechanism of the Solution-Phase Reaction of Alkyl Sulfides Atomic Hydrogen. Reduction via a 9-S-3 Radical Intermediate

The low selectivity of benzyl alkyl sulfide fragmentation subsequent to its reaction with atomic hydrogen is indicative of a reaction that proceeds via an early transition state. The competitive reduction of a series of substituted-benzyl alkyl sulfides was insensitive to the substituent on the aromatic ring (ρ = -0.13, r = 0.99). The relative rates of fragmentation of a series of the substituted-benzyl alkyl sulfides gave a V-shaped Hammett plot. Both electron-donating and electron-withdrawing groups destabilized the transition state (ρ = +0.99, r = 0.999; ρ = -0.82, r = 0.992). Since the relative rates of disappearance of the alkyl benzyl sulfides are not substituent dependent, but the relative rates of fragmentation are, a 9-S-3 intermediate is preferred as the structure leading to products.

Flavocyclodextrins as Artificial Redox Enzymes. Part 4. Catalytic Reactions of Alcohols, Aldehydes and Thiols

The catalytic reactions of models of flavoenzymes in which flavin is covalently attached to the catalytically important secondary side of cyclodextrin 2--α-cyclodextrin and 2--β-cyclodextrin are reported.

2-Pyridinecarboxylic acids

5-Etherified 2-pyridinecarboxylic acids, e.g. those of the formula STR1 or functional derivatives thereof, are hypotensive agents.

2-Pyridinecarbonitrile compounds

5-Etherified 2-pyridinecarboxylic acids, e.g. those of the formula STR1 R = phenyl or (alkyl, alkoxy, halogeno, CF3, CN, CONH2 or NH2)-phenyl R' = H or carboxy X = O or S, m = 1-4 or functional derivative thereof, are hypotensive agents.

5-Sulfinyl-2-pyridinecarboxylic acids

5-Sulfinyl-2-pyridinecarboxylic acids, e.g. those of the formula STR1 OR FUNCTIONAL DERIVATIVES THEREOF, ARE HYPOTENSIVE AGENTS.