1374518-00-9

Basic information

• Product Name: 5-bromo-2-mercaptobenzonitrile
• Synonyms: 5-bromo-2-mercaptobenzonitrile
• CAS NO: 1374518-00-9
• Molecular Weight: 214.085
• Mol File: 1374518-00-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 5-bromo-2-mercaptobenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 5-bromo-2-mercaptobenzonitrile(1374518-00-9)
• EPA Substance Registry System: 5-bromo-2-mercaptobenzonitrile(1374518-00-9)

Safety Data

• Hazardous Substances Data: 1374518-00-9(Hazardous Substances Data)

Upstream product

• 179897-89-3 5-Bromo-2-fluoro-benzonitrile 

Downstream Products

• 61954-80-1 5-bromo-2-mercaptobenzoic acid 
• 613262-16-1 5-bromobenzo[d]isothiazol-3-amine 

Relevant articles and documents

In silico study of febuxostat analogs as inhibitors of xanthine oxidoreductase: A combined 3D-QSAR and molecular docking study

We explored molecular docking and a three-dimensional quantitative structure-activity relationship (3D-QSAR) model of 107 xanthine oxidoreductase (XOR) inhibitors containing a phenyl-substituted five-membered heterocycle. Molecular-docking results showed that Arg880, Phe914, and Phe1009 might be potential active residues targeted by the 107 XOR inhibitors evaluated in this study. Topomer comparative molecular field analysis (CoMFA) (q2 = 0.571; r2 = 0.833) was used for 3D-QSAR. The results indicated that benzene substituted with moderately bulky substituents, a cyano group, and a five-membered heterocycle with a carboxyl group might enhance XOR inhibitory activity. Four new compounds were designed based on these results, and each exhibited potential XOR inhibitory activity in vitro.

Sulfur substituted phenylpyrazole XOR (xanthine oxidoreductase) inhibitor and preparation and application

The invention belongs to the technical field of pharmaceutical and chemical engineering, and discloses a sulfur substituted phenylpyrazole XOR inhibitor and preparation and application. The sulfur substituted phenylpyrazole XOR inhibitor has the structural formula as shown in the formula (I). The preparation method comprises the steps that 5-bromine-2-fluorin-1-benzonitrile and sodium sulfide react in DMF (dimethyl formamide) at the room temperature, 5-bromine-2-hydrosulfuryl-1-benzonitrile is obtained, and then subjected to a heating reaction with alkyl bromide and inorganic base in an organic phase, 5-bromide-2-alkyl sulphanyl-1-benzonitrile is obtained, and then subjected to a C-N coupling reaction with 1H-pyrazol-4-formic ether, and the product is obtained after hydrolyzation and acidification are conducted. The product has excellent inhibition effect on an xanthine oxidase related to gout, and presents a prominent inhibition effect on an acute hyperuricemia mouse model, and can beused for preparing drugs for resisting hyperuricemia or gout. The description is shown in the formula I.

About the reaction of aryl fluorides with sodium sulfide: Investigation into the selectivity of substitution of fluorobenzonitriles to yield mercaptobenzonitriles via SNAr displacement of fluorine

In this report we describe a simple synthesis of mercaptobenzonitriles from the reaction of fluorobenzonitriles with Na2S in DMF at room temperature and following direct treatment with Zn/HCl. Significantly, 2- and 4-fluorobenzonitriles substituted with chlorine or bromine, but not iodine, undergo selective substitution of fluorine at room temperature to yield synthetically useful halo-substituted mercaptobenzonitriles.