French
Deutsch5,6-Dimethylbenzimidazole
 | |
| Names | |
|---|---|
| Preferred IUPAC name 5,6-Dimethyl-1H-benzimidazole | |
| Identifiers | |
3D model (JSmol) | |
| 116595 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| DrugBank | |
| ECHA InfoCard | 100.008.627 |
| EC Number |
|
| 279255 | |
| KEGG | |
PubChem CID | |
| UNII | |
CompTox Dashboard (EPA) | |
| |
| |
| Properties | |
| C9H10N2 | |
| Molar mass | 146.193 g·mol−1 |
| Hazards | |
| GHS labelling: | |
 | |
| Warning | |
| H302, H315, H319, H335, H412 | |
| P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
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 it 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]
Chemical Structure
[edit]The IUPAC name for 5,6-Dimethylbenzimidazole is 1H-Benzimidazole, 5,6-dimethyl-. It consists of a benzene ring fused to an imidazole ring, with methyl groups positioned at specific carbon atoms.
Physical Properties
[edit]5,6-Dimethylbenzimidazole typically presents itself as a white to off-white crystalline solid. The compound has a molecular weight of approximately 146.19 g/mol, and its melting point falls within a specific temperature range.
Chemical Properties
[edit]The compound's chemical reactivity is attributed to the benzene and imidazole rings, enabling it to participate in various chemical reactions such as nucleophilic and electrophilic substitutions.
Occurrence and Uses
[edit]Biological Significance
[edit]Benzimidazole derivatives, including 5,6-Dimethylbenzimidazole, are known to occur in natural products and pharmaceuticals. They often exhibit diverse biological activities, making them intriguing subjects for further study.
Medicinal Chemistry
[edit]Researchers have explored the pharmacological properties of benzimidazole derivatives, with some displaying antimicrobial, antiviral, anticancer, and antifungal activities. The specific medicinal properties of 5,6-Dimethylbenzimidazole may vary based on its structural features and substituent.
Research Applications
[edit]In scientific research, 5,6-Dimethylbenzimidazole may find applications due to its unique structural characteristics. Additionally, it could serve as a valuable precursor in the synthesis of other compounds with specific desired properties.
References
[edit]- ^ 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 (2): 480–8. doi:10.1016/S0021-9258(18)69550-X. PMID 13796809.
- ^ "5,6-Dimethylbenzimidazole biosynthesis". MetaCyc.
 | This article about a heterocyclic compound is a stub. You can help Wikipedia by expanding it. |