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Merck
CN

A93607

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:
Molecular Weight:
119.12
PubChem Substance ID:
eCl@ss:
32151902
UNSPSC Code:
12352100
NACRES:
NA.22
EC Number:
205-987-3
MDL number:
Assay:
99%
Form:
powder
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InChI key

GAMYYCRTACQSBR-UHFFFAOYSA-N

InChI

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

SMILES string

c1cnc2nc[nH]c2c1

assay

99%

form

powder

mp

148-151 °C (lit.)

Quality Level

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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.
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.
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
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
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

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