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About This Item
Empirical Formula (Hill Notation):
C8H8N2
CAS Number:
Molecular Weight:
132.16
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
32151902
UNSPSC Code:
12352100
EC Number:
210-411-9
MDL number:
Beilstein/REAXYS Number:
112264
Product Name
2-Methylbenzimidazole, 98%
InChI key
LDZYRENCLPUXAX-UHFFFAOYSA-N
InChI
1S/C8H8N2/c1-6-9-7-4-2-3-5-8(7)10-6/h2-5H,1H3,(H,9,10)
SMILES string
Cc1nc2ccccc2[nH]1
assay
98%
mp
175-177 °C (lit.)
Quality Level
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Application
- 2-Methylbenzimidazole is an important pharmacophore widely used in medicinal chemistry for the synthesis of various antibacterial and antifungal agents.
- It can be used as a key precursor to synthesize substituted benzimidazo[1,2-a]quinolones.
- It can be used in the synthesis of reversible solid-to-liquid phase transition coordination polymer crystals.
- 2-Methylbenzimidazole also exhibits corrosion inhibition.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Reversible solid-to-liquid phase transition of coordination polymer crystals.
Umeyama D, et al.
Journal of the American Chemical Society, 137(2), 864-870 (2015)
Deidré van den Berg et al.
Bioorganic & medicinal chemistry, 15(11), 3692-3702 (2007-04-10)
We have recently reported that a series of (E)-8-styrylcaffeines and (E)-2-styrylbenzimidazoles are moderate to very potent competitive inhibitors of monoamine oxidase B (MAO-B). The most potent member of the series was found to be (E)-8-(3-chlorostyryl)caffeine (CSC) with an enzyme-inhibitor dissociation
Synthesis and biological evaluation of substituted benzimidazoles.
Shah K, et al.
Journal of the Indian Chemical Society, 93, 1009-1018 (2016)
Synthesis and Antimicrobial Activity of Some Benzimidazole and 2-Methylbenzimidazole Derivatives.
Jain P and Tiwari M
Asian Journal of Chemistry, 29(4), 838-838 (2017)
Novel strategy for synthesis of substituted benzimidazo [1, 2-a] quinolines.
Kato J Y, et al.
Organic Letters, 15(14), 3794-3797 (2013)
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