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A93607

Sigma-Aldrich

4-Azabenzimidazole

99%

Synonym(s):

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

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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

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
STBF5403V
S35762V
04625LE
S35762
11514MD

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L Bukowski et al.
Archiv der Pharmazie, 324(2), 121-127 (1991-02-01)
New derivatives of imidazo[4,5-b]pyridine and 9H-dipyrido-[1,2-a:3',2'-d]imidazole were synthesized. Antibacterial activity against Mycobacterium tuberculosis of selected compounds was determined. These data were combined with the corresponding bioactivity data previously generated for two other series of imidazo[4,5-b]pyridines. Analysis of Quantitative Structure-Activity Relationships
S Piras et al.
Farmaco (Societa chimica italiana : 1989), 48(9), 1249-1259 (1993-09-01)
Twenty compounds possessing benzimidazole, imidazo[4,5-b]pyridine and quinoxaline structure bearing either a substituted arylmethylmercapto- or an arylmethylsulfinyl group in position 2 were prepared in order to evaluate an antiulcer and gastroprotective activity in rat pylorus ligature, in comparison with omeprazole at
Fabiola Zapata et al.
Organic letters, 10(1), 41-44 (2007-12-07)
A new redox, chromogenic, and fluorescent chemosensor molecule based on a deazapurine ring selectively senses aqueous Pb2+ in acetonitrile over other metal ions examined: redox shift (DeltaE1/2 = 0.15 V of the Fe(II)/Fe(III) redox couple), the colorless to orange color
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
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
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