2-Mercapto-1H-imidazole

CAS: 872-35-5

Ref. 3D-FM35202

Product Information

• Name: 2-Mercapto-1H-imidazole
• Synonyms: 2-Mercaptoimidazole, 1,3-Dihydroimidazole-2-thione, 1,3-Vinylenethiourea, 1,3-dihydro-2H-imidazole-2-thione, 1-Imidazole-2(3H)-thione, 1H-Imidazole-2-thiol, 2-Imidazolemercaptan, 2-Imidazolethiol, 2-Thioimidazole, 2-Thioxo-2,3-dihydroimidazole, 2H-Imidazole-2-thione, 1,3-dihydro-, 4-Imidazoline-2-thione, Imidazole-2-thiol, NSC 112715

Description

2-Mercapto-1H-imidazole is an irreversible inhibitor of xanthine oxidase. It binds to the nitrogen atoms of the enzyme's active site and forms a strong hydrogen bond with the oxygen atom of the xanthine substrate. The steric interactions between 2-mercapto-1H-imidazole and the substrate prevent binding and catalysis. The crystal structures of 2-mercapto-1H-imidazole in complex with xanthine oxidase have been determined using X-ray crystallography. FTIR spectroscopy has shown that 2-mercapto-1H-imidazole coordinates in a geometry similar to that of the reactant, hydrochloric acid. Electrochemical impedance spectroscopy (EIS) has revealed that proton transfer takes place when 2-mercapto-1H imidazole binds to xanthine oxidase, which is consistent with reaction mechanism involving elect

• Brand: Biosynth

Chemical properties

• Molecular weight: 100.14 g/mol
• Formula: C₃H₄N₂S
• Purity: Min. 95%
• Color/Form: Powder
• InChI: InChI=1S/C3H4N2S/c6-3-4-1-2-5-3/h1-2H,(H2,4,5,6)
• InChI key: InChIKey=OXFSTTJBVAAALW-UHFFFAOYSA-N
• SMILES: S=c1[nH]cc[nH]1