Benzimidazole

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Image:Benzimidazole chemical structure.png
Benzimidazole
Systematic (IUPAC) name
1H-benzoimidazole
Synonyms
BI
Identifiers
PubChem	5798
Chemical data
Formula	C7H6N2
Molar mass	118.136
Complete data

Benzimidazole is a heterocyclic aromatic organic compound. This bicyclic compound consists of the fusion of benzene and imidazole. The most prominent benzimidazole compound in nature is N-ribosyl-dimethylbenzimidazole, which serves as an axial ligand for cobalt in vitamin B12. ^[1]

It is produced commercially as an parasiticide. The usual synthesis involves condensation of trimethylorthoformate and o-phenylenediamine:

C₆H₄(NH₂)₂ + HC(OCH₃)₃ → C₆H₄N(NH)CH + 3 CH₃OH

Benzimidazole, in an extension of the well-elaborated imidazole system, has been used as carbon skeletons for N-heterocyclic carbenes. The NHCs are usually used as ligands for transition metal complexes. They are often prepared by deprotonating an N,N'-disubstituted benzimidazolium salt at the 2-position with a base.^[1][1]

See also

• Albendazole, a common use anthelmintic.
• Indole, an analog with CH in place of nitrogen in position 3.
• Purine, an analog with two additional nitrogen atoms in the six-membered ring.
• Simple aromatic rings
• Triclabendazole, most common drug against liver flukes

References

Template:Molecular-cell-biology-stub ar:بنزيميدازولth:เบนซิมิดาโซล

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Some of the initial content on this page may be incorporated in part from copyleft sources in the public domain including wikis such as Wikipedia and AskDrWiki. Drug information for patients came from the The National Library of Medicine. Infectious disease information may have come from the Centers for Disease Control (CDC). Differential Diagnoses are drawn from clinicians as well as an amalgamation of 3 sources: 1.The Disease Database; 2. Kahan, Scott, Smith, Ellen G. In A Page: Signs and Symptoms. Malden, Massachusetts: Blackwell Publishing, 2004:3; 3. Sailer, Christian, Wasner, Susanne. Differential Diagnosis Pocket. Hermosa Beach, CA: Borm Bruckmeir Publishing LLC, 2002:7 .