5,6-Dimethylbenzimidazole

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5,6-Dimethylbenzimidazole
Names
IUPAC name
5,6-Dimethyl-1H-benzimidazole
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.008.627 Edit this at Wikidata
  • InChI=1S/C9H10N2/c1-6-3-8-9(4-7(6)2)11-5-10-8/h3-5H,1-2H3,(H,10,11)
    Key: LJUQGASMPRMWIW-UHFFFAOYSA-N
  • InChI=1/C9H10N2/c1-6-3-8-9(4-7(6)2)11-5-10-8/h3-5H,1-2H3,(H,10,11)
    Key: LJUQGASMPRMWIW-UHFFFAOYAV
  • CC1=CC2=C(C=C1C)N=CN2
Properties
C9H10N2
Molar mass 146.193 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

5,6-Dimethylbenzimidazole is a natural benzimidazole derivative. It is a component of vitamin B12 where is serves as a ligand for the cobalt atom.[1]

5,6-Dimethylbenzimidazole is biosynthesized from flavin mononucleotide by the enzyme 5,6-dimethylbenzimidazole synthase.[2]

References

  1. ^ Barker, HA; Smyth, RD; Weissbach, H; Toohey, JI; Ladd, JN; Volcani, BE (1960). "Isolation and properties of crystalline cobamide coenzymes containing benzimidazole or 5, 6-dimethylbenzimidazole". The Journal of Biological Chemistry. 235: 480–8. PMID 13796809.
  2. ^ "5,6-Dimethylbenzimidazole biosynthesis". MetaCyc.


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