5,6-dimethylbenzimidazole

5,6-Dimethylbenzimidazole (DMB) is a chemical compound that is a derivative of benzimidazole. It is a crucial component of vitamin B12, also known as cobalamin, and is involved in the metabolic processes of the human body.

Structure and Properties

5,6-Dimethylbenzimidazole is a heterocyclic compound with a benzimidazole core, which consists of a benzene ring fused to an imidazole ring. The molecule is further substituted with two methyl groups at the 5 and 6 positions of the imidazole ring.

The compound is a white crystalline solid at room temperature. It is soluble in water and most organic solvents. It has a molar mass of 162.19 g/mol and a melting point of 208-210 °C.

Role in Vitamin B12

5,6-Dimethylbenzimidazole is a component of the corrin ring structure of vitamin B12. It is the lower axial ligand that binds to the cobalt atom in the center of the corrin ring. This binding is essential for the biological activity of vitamin B12.

Vitamin B12 is a key nutrient that plays a vital role in the functioning of the brain and nervous system, as well as the formation of red blood cells. It is involved in the metabolism of every cell of the human body, particularly affecting DNA synthesis and regulation, as well as fatty acid and amino acid metabolism.

Synthesis

5,6-Dimethylbenzimidazole can be synthesized from o-phenylenediamine and acetic acid in the presence of a catalyst. The reaction involves the formation of an imidazole ring followed by methylation at the 5 and 6 positions.

See Also

• Benzimidazole
• Vitamin B12
• Corrin ring
• O-phenylenediamine