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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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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
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
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
Xiao S Liu et al.
Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes, 44(6), 591-597 (2010-02-26)
A method using liquid chromatography and a single mix-mode solid-phase extraction cleanup for the simultaneous analysis of thiabendazole [2-(1,3-thiazol-4-yl)-1H-benzoimidazole], carbendazim [(methyl N-(1H-benzoimidazol-2-yl)-carbamate)] and 2-aminobenzimidazole (1H-benzimidazol-2-amine) in concentrated fruit juices is described. The three fungicides were isolated from the samples and

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