23187-09-9

Basic information

• Product Name: 2H-Imidazole-2-thione, 4-(4-chlorophenyl)-1,3-dihydro-5-phenyl-
• CAS NO: 23187-09-9
• Molecular Formula: C15H11ClN2S
• Molecular Weight: 286.785
• Mol File: 23187-09-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2H-Imidazole-2-thione, 4-(4-chlorophenyl)-1,3-dihydro-5-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Imidazole-2-thione, 4-(4-chlorophenyl)-1,3-dihydro-5-phenyl-(23187-09-9)
• EPA Substance Registry System: 2H-Imidazole-2-thione, 4-(4-chlorophenyl)-1,3-dihydro-5-phenyl-(23187-09-9)

Safety Data

• Hazardous Substances Data: 23187-09-9(Hazardous Substances Data)

Upstream product

• 1147550-11-5 ammonium thiocyanate 
• 114679-01-5 1-(4-chlorophenyl)-2-oxo-2-phenylethyl benzoate 
• 104-88-1 4-chlorobenzaldehyde 
• 100-52-7 benzaldehyde 
• 71292-81-4 2-(4-chlorophenyl)-2-hydroxy-1-phenylethanone 
• 17356-08-0 thiourea 

Downstream Products

• 873427-30-6 4-(4-chloro-phenyl)-2-methylsulfanyl-5-phenyl-1H-imidazole 
• 873427-29-3 4-(4-chloro-phenyl)-2-ethylsulfanyl-5-phenyl-1H-imidazole 
• 62894-63-7 5-(4-Chloro-phenyl)-4-phenyl-2-(1,1,2,2-tetrafluoro-ethylsulfanyl)-1H-imidazole 

Relevant articles and documents

Synthesis and SAR study of 4,5-diaryl-1H-imidazole-2(3H)-thione derivatives, as potent 15-lipoxygenase inhibitors

A series of 4,5-diaryl-1H-imidazole-2(3H)-thione was synthesized and their inhibitory potency against soybean 15-lipoxygenase and free radical scavenging activities were determined. Compound 11 showed the best IC50 for 15-LOX inhibition (IC50 = 4.7 μM) and free radical scavenging activity (IC50 = 14 μM). Methylation of SH at C2 position of imidazole has dramatically decreased the 15-LOX inhibition and radical scavenging activity as it can be observed in the inactive compound 14 (IC50 >250 μM). Structure activity similarity (SAS) showed that the most important chemical modification in this series was methylation of SH group and Docking studies revealed a proper orientation for SH group towards Fe core of the 15-LOX active site. Therefore it was concluded that iron chelating could be a possible mechanism for enzyme inhibition in this series of compounds.

Acyl-CoA::cholesterol O-Acyl Transferase (ACAT) Inhibitors. 1. 2-(Alkylthio)-4,5-diphenyl-1H-imidazoles as Potent Inhibitors of ACAT

A potent, bioavailable ACAT inhibitor may have beneficial effects in the treatment of atherosclerosis by (i) reducing the absorption of dietary cholesterol, (ii) reducing the secretion of very low density lipoproteins into plasma from the liver, and (iii) preventing the transformation of arterial macrophages into foam cells.We have found that a mevalonate derivative 2, which contains a 4,5-diphenyl-1H-imidazol-2-yl moiety, inhibits rat hepatic microsomal ACAT in vitro and produces a significant hypocholesterolemic effect in the cholesterol-fed rat.Structure-activity relationships for analogues of 2 demonstrate that the 4,5-diphenyl-1H-imidazole moiety is a pharmacophore for inhibition of rat microsomal ACAT.