20034-02-0

Basic information

• Product Name: (6-Methyl-1H-benzimidazol-2-yl)methanol
• Synonyms: CHEMBRDG-BB 4011014;(6-METHYL-1H-BENZOIMIDAZOL-2-YL)-METHANOL;(5-methyl-1H-benzo[d]imidazol-2-yl)methanol;1H-Benzimidazole-2-methanol,5-methyl-(9CI);(5-methyl-1H-benzimidazol-2-yl)methanol;(6-Methyl-1H-benzimidazol-2-yl)methanol;Albb-003795;(6-methyl-1H-benzimidazol-2-yl)methanol(SALTDATA: FREE)
• CAS NO: 20034-02-0
• Molecular Formula: C₉H₁₀N₂O
• Molecular Weight: 162.19
• Product Categories: BENZIMIDAZOLE
• Mol File: 20034-02-0.mol
• Article Data: 10

Chemical Properties

• Melting Point: 203 °C
• Boiling Point: 416.3 °C at 760 mmHg
• Flash Point: 205.6 °C
• Appearance: /
• Density: 1.295 g/cm³
• Vapor Pressure: 1.12E-07mmHg at 25°C
• Refractive Index: 1.69
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 11.83±0.10(Predicted)
• CAS DataBase Reference: (6-Methyl-1H-benzimidazol-2-yl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (6-Methyl-1H-benzimidazol-2-yl)methanol(20034-02-0)
• EPA Substance Registry System: (6-Methyl-1H-benzimidazol-2-yl)methanol(20034-02-0)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39
• HazardClass: IRRITANT
• Hazardous Substances Data: 20034-02-0(Hazardous Substances Data)

Usage

General Description

(6-Methyl-1H-benzimidazol-2-yl)methanol is a chemical compound with the molecular formula C9H10N2O. It is a benzimidazole derivative that contains a hydroxymethyl group attached to the benzimidazole ring. (6-Methyl-1H-benzimidazol-2-yl)methanol has been studied for its potential pharmacological activities, including its anti-inflammatory and antioxidant properties. It may also have applications in the field of medicinal chemistry for the development of novel drugs. The structural features of (6-Methyl-1H-benzimidazol-2-yl)methanol make it a valuable building block for the synthesis of various bioactive compounds. Overall, (6-Methyl-1H-benzimidazol-2-yl)methanol is a versatile chemical that has potential for various pharmaceutical and research purposes.

InChI:InChI=1/C9H10N2O/c1-6-2-3-7-8(4-6)11-9(5-12)10-7/h2-4,12H,5H2,1H3,(H,10,11)

Upstream product

• 79-14-1 glycolic Acid 
• 496-72-0 4-methyl-1,2-diaminobenzene 

Downstream Products

• 1357162-26-5 C₂₁H₂₀N₂O₃ 
• 1357162-35-6 C₂₁H₂₀N₂O₃ 
• 37735-10-7 1,5-dimethyl-1H-benzoimidazole-2-carbaldehyde 
• 68426-72-2 (N-methyl-5-methyl-1H-benzimidazole-2-yl)methanol 
• 883541-93-3 C₉H₈N₂O 
• 80567-68-6 2-(chloromethyl)-5-methyl-1H-benzo[d]imidazole 
• 99459-47-9 5-methyl-1H-benzo[d]imidazole-2-carboxylic acid 
• 155221-51-5 2-(hydroxymethyl)-1,6-dimethylbenzimidazole 

Relevant articles and documents

Sustainable Synthesis of 2-Hydroxymethylbenzimidazoles using D-Fructose as a C2 Synthon

D-fructose, a biomass-derived carbohydrate has been identified as an environmentally benign C2 synthon in the preparation of synthetically useful 2-hydroxymethylbenzimidazole derivatives by coupling with 1,2-phenylenediamines. Proof of concept was established by synthesizing 23 examples using BF3.OEt2 (20 mol%), TBHP (5.5 M, decane) (1.0 equiv.) in CH3CN at 90 °C for 1 h. The pivotal features of this method include metal-free conditions, short time, good functional group tolerance, gram scale feasibility and the synthesis of benzimidazole fused 1,4-oxazine. Control studies with conventional C2 synthons did not produce the desired product, thus suggesting a new reaction pathway from D-fructose.

Efficient Synthesis and Biological Activity of Novel Indole Derivatives as VEGFR-2 Tyrosine Kinase Inhibitors

A series of novel indole derivatives were synthesized as potent inhibitors for the vascular endothelial growth factor receptor 2 (VEGFR-2) tyrosine kinase. Among those, compound 10b demonstrated the highest growth inhibition rate of 66.7% against the VEGFR-2 tyrosine kinase at 10 μM which indicates that indole-benzothiazole might be the favorable structure. The binding mode of compound 10b with VEGFR-2 tyrosine kinase was evaluated by molecular docking.

Synthesis and biological evaluation of benzimidazole phenylhydrazone derivatives as antifungal agents against phytopathogenic fungi

A series of benzimidazole phenylhydrazone derivatives (6a-6ai) were synthesized and characterized by 1H-NMR, ESI-MS, and elemental analysis. The structure of 6b was further confirmed by single crystal X-ray diffraction as (E)-configuration. All the compounds were screened for antifungal activity against Rhizoctonia solani and Magnaporthe oryzae employing a mycelium growth rate method. Compound 6f exhibited significant inhibitory activity against R. solani and M. oryzae with the EC50 values of 1.20 and 1.85 μg/mL, respectively. In vivo testing demonstrated that 6f could effectively control the development of rice sheath blight (RSB) and rice blast (RB) caused by the above two phytopathogens. This work indicated that the compound 6f with a benzimidazole phenylhydrazone scaffold could be considered as a leading structure for the development of novel fungicides.