171778
2-Aminobenzimidazole
97%
Synonym(s):
2-Benzimidazolamine
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C7H7N3
CAS Number:
Molecular Weight:
133.15
Beilstein:
116525
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
32151902
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
97%
form
solid
mp
226-230 °C (lit.)
SMILES string
Nc1nc2ccccc2[nH]1
InChI
1S/C7H7N3/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H,(H3,8,9,10)
InChI key
JWYUFVNJZUSCSM-UHFFFAOYSA-N
Gene Information
human ... PLAU(5328)
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Application
2-Aminobenzimidazole was used in the hydrolysis of a choline carbonate. It was also used in the synthesis of imidazo[1,2-a]benzimidazoles.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Bartolomé Soberats et al.
Organic letters, 16(3), 840-843 (2014-01-15)
The hydrolysis of a choline carbonate through a metal-free, enzyme-like mechanism has been achieved using a 2-aminobenzimidazole-based deep cavitand as catalyst. The supramolecular catalysis involves three steps: host-guest binding, carbamoylation and enzyme-like hydrolysis. Interestingly the rate-determining step proceeds through a
Ya-Shan Hsiao et al.
ACS combinatorial science, 15(10), 551-555 (2013-09-11)
A one-pot, two-step synthesis of imidazo[1,2-a]benzimidazoles has been achieved by a three-component reaction of 2-aminobenzimidazoles with an aromatic aldehyde and an isocyanide. The reaction involving condensation of 2-aminobenzimidazole with an aldehyde is run under microwave activation to generate an imine
Steven A Rogers et al.
Journal of the American Chemical Society, 131(29), 9868-9869 (2009-07-23)
A number of 2-aminobenzimidazole derivatives were synthesized and screened for their ability to inhibit and disperse bacterial biofilms. From these compounds, a lead 2-aminobenzimidazole was identified that both inhibited and dispersed MRSA, vancomycin-resistant Enterococcus faecium, and Staphylococcus epidermidis biofilms. Mechanistic
Minoru Moriya et al.
Bioorganic & medicinal chemistry letters, 19(13), 3568-3572 (2009-05-22)
A series of 2-aminobenzimidazole-based MCH1R antagonists was identified by core replacement of the aminoquinoline lead 1. Subsequent modification of the 2- and 5-positions led to improvement in potency and intrinsic clearance. Compound 25 exhibited good plasma and brain exposure, and
Fei Wang et al.
The Journal of organic chemistry, 76(9), 3174-3180 (2011-03-19)
An efficient strategy for the synthesis of a variety of 2-animobenzimidazole derivatives has been developed. The reaction proceeded from o-haloanilines and carbodiimides via copper(I)-catalyzed domino reaction in the presence of tert-butoxide to afford the corresponding 2-animobenzimidazole derivatives in good to
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