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171778

Sigma-Aldrich

2-Aminobenzimidazole

97%

Synonym(s):

2-Benzimidazolamine

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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

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.

Pictograms

Exclamation mark

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

Certificates of Analysis (COA)

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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
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
Kazuya Kikuchi et al.
Bioorganic & medicinal chemistry, 14(18), 6189-6196 (2006-06-20)
Antibodies that catalyze the deprotonation of unactivated benzisoxazoles to give the corresponding salicylonitriles were prepared using as antigen a 2-aminobenzimidazolium derivative coupled to a carrier protein via its benzene ring. The hapten was designed to induce an antibody binding site
Timothy Coon et al.
Bioorganic & medicinal chemistry letters, 19(15), 4380-4384 (2009-06-26)
The benzimidazole core of the selective non-brain-penetrating H(1)-antihistamine mizolastine was used to identify a series of brain-penetrating H(1)-antihistamines for the potential treatment of insomnia. Using cassette PK studies, brain-penetrating H(1)-antihistamines were identified and in vivo efficacy was demonstrated in a
Zinc fingered: new compounds that thwart gram-positive biofilm formation by sequestering zinc.
Dinty J Musk
Chembiochem : a European journal of chemical biology, 11(6), 758-760 (2010-03-02)

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