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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:
934-32-7
Molecular Weight:
133.15
Beilstein/REAXYS Number:
116525
EC Number:
213-280-6
MDL number:
MFCD00005596
UNSPSC Code:
12352100
eCl@ss:
32151902
PubChem Substance ID:
24850386
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
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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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
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
S Sudha et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 84(1), 184-195 (2011-10-11)
In the present work, we reported a combined experimental and theoretical study on molecular structure, vibrational spectra and HOMO-LUMO analysis of 2-aminobenzimidazole (2-ABD). The FTIR (400-4000 cm(-1)) and FT-Raman spectra (50-3500 cm(-1)) of 2-ABD were recorded. The molecular geometry, harmonic
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
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