Skip to Content
MilliporeSigma
All Photos(3)

Key Documents

View All Documentation

A93607

Sigma-Aldrich

4-Azabenzimidazole

99%

Synonym(s):

1H-Imidazo[4,5-b]pyridine

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C6H5N3
CAS Number:
273-21-2
Molecular Weight:
119.12
EC Number:
205-987-3
MDL number:
MFCD00005579
UNSPSC Code:
12352100
eCl@ss:
32151902
PubChem Substance ID:
24891438
NACRES:
NA.22

Assay

99%

form

powder

mp

148-151 °C (lit.)

SMILES string

c1cnc2nc[nH]c2c1

InChI

1S/C6H5N3/c1-2-5-6(7-3-1)9-4-8-5/h1-4H,(H,7,8,9)

InChI key

GAMYYCRTACQSBR-UHFFFAOYSA-N

Related Categories

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Vassilios Bavetsias et al.
Bioorganic & medicinal chemistry letters, 17(23), 6567-6571 (2007-10-16)
A hit generation and exploration approach led to the discovery of 31 (2-(4-(6-chloro-2-(4-(dimethylamino)phenyl)-3H-imidazo[4,5-b]pyridin-7-yl)piperazin-1-yl)-N-(thiazol-2-yl)acetamide), a potent, novel inhibitor of Aurora-A, Aurora-B and Aurora-C kinases with IC(50) values of 0.042, 0.198 and 0.227microM, respectively. Compound 31 inhibits cell proliferation and has good
Dorte Renneberg et al.
Journal of the American Chemical Society, 125(19), 5707-5716 (2003-05-08)
The DNA binding properties of fused heterocycles imidazo[4,5-b]pyridine (Ip) and hydroxybenzimidazole (Hz) paired with pyrrole (Py) in eight-ring hairpin polyamides are reported. The recognition profile of Ip/Py and Hz/Py pairs were compared to the five-membered ring pairs Im/Py and Hp/Py
Ping Lan et al.
European journal of medicinal chemistry, 46(1), 77-94 (2010-11-26)
3D-QSAR and docking studies were performed on sixty imidazo[4,5-b]pyridine derivatives as Aurora A kinase inhibitors. The CoMFA and CoMSIA models using forthy-eight molecules in the training set, gave r(cv)(2) values of 0.774 and 0.800, r(2) values of 0.975 and 0.977
Andrea Cappelli et al.
Journal of medicinal chemistry, 49(22), 6451-6464 (2006-10-27)
The 4-phenylquinoline fragment of novel AT(1) receptor antagonists 4 based on imidazo[4,5-b]pyridine moiety was replaced by 4-phenylisoquinolinone (compounds 5) or 1-phenylindene (compounds 6) scaffolds to investigate the structure-activity relationships. Binding studies showed that most of the synthesized compounds display high
E Nicolaï et al.
Journal of medicinal chemistry, 36(9), 1175-1187 (1993-04-30)
A series of 1-benzylbenzimidazole and 3-benzylimidazo[4,5-b]pyridine substituted in the 2-position by an alkanoic or mercaptoalkanoic acid chain was synthesized for evaluation as potential thromboxane A2/prostaglandin H2 (TXA2/PGH2) receptor antagonists. The affinity of each compound for washed human platelet TXA2/PGH2 receptors
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service