2876-08-6

Basic information

• Product Name: 1,2Dimethylbenzimidazole
• Synonyms: 1,2Dimethylbenzimidazole;1,2-Dimethyl-1H-benzimidazole;1H-Benzimidazole,1,2-dimethyl-(9CI);1,2-Dimethyl-1,3-benzodiazole;1,2-dimethyl-1H-1,3-benzodiazole
• CAS NO: 2876-08-6
• Molecular Formula: C₉H₁₀N₂
• Molecular Weight: 146.1891
• Product Categories: BENZIMIDAZOLE
• Mol File: 2876-08-6.mol

Chemical Properties

• Melting Point: 111 °C
• Boiling Point: 164 °C / 6mmHg
• Flash Point: 129.2°C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 0.0037mmHg at 25°C
• Refractive Index: 1.595
• Solubility: soluble in Methanol
• PKA: 5.93±0.10(Predicted)
• CAS DataBase Reference: 1,2Dimethylbenzimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2Dimethylbenzimidazole(2876-08-6)
• EPA Substance Registry System: 1,2Dimethylbenzimidazole(2876-08-6)

Safety Data

• Hazardous Substances Data: 2876-08-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1,2-Dimethylbenzimidazole is used as a building block for the synthesis of pharmaceutical compounds due to its unique molecular structure and potential biological activity. Its presence in the molecular composition of various drugs can enhance their therapeutic effects and contribute to the development of novel medications.
Used in Dye and Pigment Industry:
1,2-Dimethylbenzimidazole is used as a key component in the manufacture of dyes and pigments, where its chemical properties contribute to the color intensity and stability of these products. Its application in this industry is crucial for the production of high-quality dyes and pigments for various applications, including textiles, plastics, and printing inks.
Used in Antioxidant Applications:
1,2-Dimethylbenzimidazole is studied for its potential antioxidant properties, which can help protect cells from oxidative damage and contribute to the development of new antioxidants for use in various industries, including pharmaceuticals, food, and cosmetics.
Used in Antiviral Applications:
1,2Dimethylbenzimidazole has been studied for its potential antiviral properties, suggesting its use in the development of new antiviral drugs or therapies. Its antiviral activity could be beneficial in treating various viral infections and contributing to the advancement of antiviral research.

InChI:InChI=1/C9H10N2/c1-7-10-8-5-3-4-6-9(8)11(7)2/h3-6H,1-2H3

Upstream product

• 3218-02-8 cyclohexylmethylamine 
• 4760-34-3 N-methyl-1,2-phenylenediamine 
• 95-54-5 1,2-diamino-benzene 
• 64-17-5 ethanol 
• 64-19-7 acetic acid 
• 108-24-7 acetic anhydride 
• 184776-22-5 5-Methyl-1,2,3,4,4a,5-hexahydro-1,4a-propanopyrido[1,2-a]benzimidazol-1-ol 
• 5663-67-2 2-acetoxybenzaldehyde 
• 25148-68-9 N-methylbenzene-1,2-diamine dihydrochloride 

Downstream Products

• 14754-42-8 2-ethyl-1-methyl-1H-benzo[d]imidazole 
• 114979-70-3 Dibutyl-(3-{4-[(E)-2-(1-methyl-1H-benzoimidazol-2-yl)-vinyl]-phenoxy}-propyl)-amine 
• 24107-50-4 1-methyl-2-propylbenzimidazole 
• 108641-78-7 1-(4-Methoxy-phenyl)-2-(1-methyl-1H-benzoimidazol-2-yl)-ethanol 
• 108641-77-6 2-(1-methyl-1H-benzo[d]imidazol-2-yl)-1-phenylethan-1-ol 
• 51073-43-9 3-amino-1,2-dimethyl-1H-benzo[d]imidazole-3-ium 2,4,6-trimethylbenzenesulfonate 
• 141357-25-7 1-Methyl-2-<(4-methoxybenzoyl)methyl>benzimidazole 
• 141357-20-2 1-Methyl-2-<(4-chlorobenzoyl)methylene>benzimidazoline 
• 58112-93-9 1-Methyl-2-<(benzoyl)methyl>benzimidazole 
• 141357-21-3 1-Methyl-2-<(benzoyl)methylene>benzimidazoline 
• 141357-24-6 1-Methyl-2-<(4-methylbenzoyl)methyl>benzimidazole 
• 141357-22-4 1-Methyl-2-<(4-methylbenzoyl)methylene>benzimidazoline 
• 36097-98-0 1-methyl-2-nitromethylbenzimidazole 
• 62454-64-2 1-methyl-2-(2,2-diphenyl-2-hydroxyethyl)benzimidazole 

Relevant articles and documents

Catalytic Oxidative Coupling of Primary Amines under Air: A Flexible Route to Benzimidazole Derivatives

Benzimidazoles are of fundamental importance in chemistry and biology, and the development of efficient, environmentally benign methods for their preparation remains a key challenge for organic chemists. In a biomimetic approach inspired by copper amine oxidases, we disclose herein the scope and factors influencing the success of the cooperative action of CuBr2 as electron-transfer mediator and a topaquinone-like substrate-selective catalyst in the oxidative cyclocondensation of primary amines with o-aminoanilines. This one-pot atom-economic multistep process, which works under green conditions with ambient air as the terminal oxidant, low loadings of catalyst, and equimolar amounts of commercially available amine substrates, is particularly suitable for the preparation of 1,2-disubstituted benzimidazoles. Furthermore, it allows the functionalization of nonactivated primary aliphatic amines, which are known to be challenging substrates for non-enzymatic catalytic aerobic systems.

PDGF receptor kinase inhibitory compounds, their preparation, purification and pharmaceutical compositions including same

A preparation of a tyrphostin including a compound of a general formula: wherein, for compound I, the preparation is enriched either for R6 at position 6 or for R6 at position 7, or, for Compound II, the preparation is enriched either for R6 at position 6 or for R6 at position 8.

Transannular cyclization reactions of cyclooctane-1,5-dione and 5-ethoxycarbonylmethylenecyclooctanone upon treatment with diamines. An efficient one-pot synthesis of substituted 2,6-diazatricyclo[5.3.3.011,6]- and 2,5-diazatricyclo[4.3.3.01,5]-alkanes and a study of their acetylation products

Cyclooctane-1,5-dione 1 undergoes transannular cyclization upon treatment with 1,2-diaminoarenes 2a-d or 1,3-diaminopropane 5a to afford the 2,5-diazatricyclo[4.3.3.01,5]dodecan-6-ols 3a-d or 2,6-diazatricyclo[5.3.3.01,6]tridecan-7-ol 6 respectively, in moderate to good yields. The ethoxycarbonylmethyldiazatricyclo analogues 22a,b result from a similar reaction of 5-ethoxycarbonylmethylenecyclooctanone 19 with diaminoalkanes 5a,b. Acetylation of tricyclo compound 3d leads, among others, to the unexpected product 2-diacetylmethylidene-1-(5-oxocyclooct-1-en-1-yl)-3-methyl-2,3- dihydrobenzimidazole 12.

Notes on the Chemistry of the Chirality Center X-CHR-Y of Cyclic N,N and N,S Acetals

The chirality of the methine C atom of the thiazolidines obtained by the cyclocondensation reaction of 2-hydroxybenzaldehyde with L-cysteine and subsequent acetylation was investigated.Analogous condensation reactions of 2-acetoxybenzaldehyde were accompa