167483-31-0

Basic information

• Product Name: 2-(phenethylthio)-1H-benzo[d]imidazole
• Synonyms: 2-(phenethylthio)-1H-benzo[d]imidazole;2-[(2-phenylethyl)sulfanyl]-1H-benzimidazole
• CAS NO: 167483-31-0
• Molecular Formula: C15H14N2S
• Molecular Weight: 254.35006
• Mol File: 167483-31-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(phenethylthio)-1H-benzo[d]imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(phenethylthio)-1H-benzo[d]imidazole(167483-31-0)
• EPA Substance Registry System: 2-(phenethylthio)-1H-benzo[d]imidazole(167483-31-0)

Safety Data

• Hazardous Substances Data: 167483-31-0(Hazardous Substances Data)

Upstream product

• 637-59-2 1-Bromo-3-phenylpropane 
• 134469-07-1 Benzimidazol-2-thiol 
• 103-63-9 1-phenyl-2-bromoethane 

Relevant articles and documents

Targeting the binding function 3 (BF3) site of the androgen receptor through virtual screening. 2. Development of 2-((2-phenoxyethyl) thio)-1H-benzimidazole derivatives

The human androgen receptor (AR) is a proven therapeutic target in prostate cancer. All current antiandrogens, such as Bicalutamide, Flutamide, Nilutamide, and Enzalutamide, target the buried hydrophobic androgen binding pocket of this protein. However, effective resistance mechanisms against these therapeutics exist such as mutations occurring at the target site. To overcome these limitations, the surface pocket of the AR called binding function 3 (BF3) was characterized as an alternative target for small molecule therapeutics. A number of AR inhibitors directly targeting the BF3 were previously identified by us (J. Med. Chem. 2011. 54, 8563). In the current study, based on the prior results, we have developed structure-activity relationships that allowed designing a series of 2-((2-phenoxyethyl)thio)-1H-benzimidazole and 2-((2-phenoxyethyl)thio)-1H-indole as lead BF3 inhibitors. Some of the developed BF3 ligands demonstrated significant antiandrogen potency against LNCaP and Enzalutamide-resistant prostate cancer cell lines.

Synthesis and spectral characterization of 2-mercaptobenzimidazole derivatives using a new active phase transfer reagent under PTC conditions

The phase transfer catalyzed synthesis of 2-Mercaptobenzimidazole derivatives using the new active phase transfer reagent namely, 2- benzilidine-N,N,N,N',N',N'-hexaethyl propane-1,3-diammonium dibromide (Dq-Br) have been described. The structures of all the fifteen compounds have been established by spectroscopic means.