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171778

Sigma-Aldrich

2-Aminobenzimidazole

97%

Synonym(s):

2-Benzimidazolamine

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5 G
$30.76
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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

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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[1]. It was also used in the synthesis of imidazo[1,2-a]benzimidazoles[2].

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCX4397
0000397774
0000315502
0000315501
MKCW4403

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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
Mirko Rivara et al.
Bioorganic & medicinal chemistry, 14(5), 1413-1424 (2005-11-03)
A novel series of non-imidazole H(3)-receptor antagonists was developed, by chemical modification of a potent lead H(3)-antagonist composed by an imidazole ring connected through an alkyl spacer to a 2-aminobenzimidazole moiety (e.g., 2-[[3-[4(5)-imidazolyl]propyl]amino]benzimidazole), previously reported by our research group. We
Ranxin Shi et al.
ACS chemical biology, 5(3), 287-299 (2010-02-10)
Dysregulation of NF-kappaB activity contributes to many autoimmune and inflammatory diseases. At least nine pathways for NF-kappaB activation have been identified, most of which converge on the IkappaB kinases (IKKs). Although IKKs represent logical targets for potential drug discovery, chemical
Claudio Gnaccarini et al.
Journal of the American Chemical Society, 128(24), 8063-8067 (2006-06-15)
RNA cleaving tris(2-aminobenzimidazoles) have been attached to DNA oligonucleotides via disulfide or amide bonds. The resulting conjugates are effective organocatalytic nucleases showing substrate and site selectivity as well as saturation kinetics. The benzimidazole conjugates also degrade enantiomeric RNA. This observation
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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
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      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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