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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

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBF5403V
S35762V
04625LE
S35762
11514MD

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Muhammad Taha et al.
Bioorganic chemistry, 65, 48-56 (2016-02-09)
6-Chloro-2-Aryl-1H-imidazo[4,5-b]pyridine derivatives 1-26 were synthesized and characterized by various spectroscopic techniques. All these derivatives were evaluated for their antiglycation, antioxidant and β-glucuronidase potential followed their docking studies. In antiglycation assay, compound 2 (IC50=240.10±2.50μM) and 4 (IC50=240.30±2.90μM) was found to be
Larissa B Krasnova et al.
The Journal of organic chemistry, 75(24), 8662-8665 (2010-11-26)
A new method for the synthesis of dihydroimidazo[1,2-a][1,3,5]triazin-4(6H)-ones via copper(I)-catalyzed hydroamination was developed. In addition, for the first time, iodoalkynes were shown to participate in the copper(I)-catalyzed intramolecular hydroamination reaction with exclusive formation of E-isomers.
Suresh S Pujari et al.
The Journal of organic chemistry, 75(24), 8693-8696 (2010-11-13)
Template-free cross-linking of single-stranded DNA bearing octadiynyl side chains at the 7-position of 8-aza-7-deazapurine moieties with bisfunctional azides is reported employing a Cu(I)-catalyzed azide-alkyne "bis-click" reaction. Bis-adducts were formed when the bis-azide:oligonucleotide ratio was 1:1; monofunctionalization occurred when the ratio
M J Wanner et al.
Nucleosides, nucleotides & nucleic acids, 23(8-9), 1313-1320 (2004-12-02)
Nitration of substituted (1-deaza)purines using a mixture of tetrabutylammonium nitrate (TBAN) and trifluoracetic acid anhydride (TFAA) was applied to prepare nitrosubstituted (1-deaza)purines at low temperature. The nitro group influences the system twofold: 1) it activates other substituents towards nucleophilic aromatic
Adam J Rosenberg et al.
Organic letters, 14(17), 4678-4681 (2012-08-23)
Pentosidine, a biologically important advanced glycation endproduct, has been accessed in a rapid, high-yielding manner. The synthesis was accomplished via a six-step sequence starting with 3-amino-2-chloropyridine and features a palladium-catalyzed tandem cross-coupling/cyclization to construct the imidazo[4,5-b]pyridine core.
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