ChemicalBook > CAS DataBase List > 4-Azabenzimidazole

4-Azabenzimidazole

Product Name
4-Azabenzimidazole
CAS No.
273-21-2
Chemical Name
4-Azabenzimidazole
Synonyms
4H-Imidazo[4,5-b]pyridine;PBTFL44;1-deazapurine;3,4-diazaindole;4-AZABENZIMIDAZOLE;7-azabenzimidazole;TIMTEC-BB SBB004292;Imidazo(4,5-b)pyridine;4-AZABENZIMIDAZOLE 99%;pyrido(2,3-d)imidazole
CBNumber
CB8165215
Molecular Formula
C6H5N3
Formula Weight
119.12
MOL File
273-21-2.mol
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4-Azabenzimidazole Property

Melting point:
148-151 °C (lit.)
Boiling point:
140-150°C/0.1mm
Density 
1.2058 (rough estimate)
refractive index 
1.5589 (estimate)
Flash point:
140-150°C/0.1mm
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Soluble in dimethylformamide.
form 
powder
pka
8.46±0.20(Predicted)
Appearance
Off-white to light brown Solid
BRN 
2600
CAS DataBase Reference
273-21-2(CAS DataBase Reference)
EPA Substance Registry System
1H-Imidazo[4,5-b]pyridine (273-21-2)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
24/25
WGK Germany 
3
RTECS 
NJ5108000
HS Code 
2933998090
Toxicity
mouse,LD50,intraperitoneal,> 200mg/kg (200mg/kg),Journal of Medicinal Chemistry. Vol. 6, Pg. 480, 1963.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A93607
Product name
4-Azabenzimidazole
Purity
99%
Packaging
1g
Price
$92.2
Updated
2025/07/31
Sigma-Aldrich
Product number
A93607
Product name
4-Azabenzimidazole
Purity
99%
Packaging
5g
Price
$347
Updated
2023/06/20
TRC
Product number
A795195
Product name
4-Azabenzimidazole
Packaging
1g
Price
$95
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0025447
Product name
4-AZABENZIMIDAZOLE
Purity
95.00%
Packaging
1G
Price
$169.05
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0025447
Product name
4-AZABENZIMIDAZOLE
Purity
95.00%
Packaging
5G
Price
$619.08
Updated
2021/12/16
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4-Azabenzimidazole Chemical Properties,Usage,Production

Chemical Properties

yellow to light brown powder

Uses

4-Azabenzimidazole is used in the preparation of imidazo[4,5-b]pyridine 4-oxide. It is also used as a reagent to prepare benzoylmethyl-substituted azoles which are inhibitors of nitric oxide synthase with antioxidant properties.

Definition

ChEBI: The [4,5-b]-fused isomer of imidazopyridine.

Synthesis

452-58-4

122-51-0

273-21-2

The general procedure for the synthesis of 4-azabenzimidazole from 2,3-diaminopyridine and triethyl orthoformate was as follows: to evaluate the catalytic performance of different γ-Fe2O3@SiO2-HA catalysts, a catalytic amount of γ-Fe2O3@SiO2-HA (2.5 mol%) was added to a glass flask containing 1.2 mmol of triethyl orthoformate and stirred at room temperature for 15 minutes. Subsequently, 2 mmol of 2,3-diaminopyridine was added to the reaction mixture and the reaction was continued until a predetermined time was reached. The progress of the reaction was monitored by thin layer chromatography (TLC) and the unfolding agent was a solvent mixture of hexane and ethyl acetate (ratio 4:1 or 7:3 for diamines). Upon completion of the reaction, 5 mL of dichloromethane (ethyl acetate was used for entries 8 and 9) was added to the mixture, followed by separation of the catalyst by an external magnet for subsequent use. Finally, the resulting solution was concentrated on a rotary evaporator to give the purified 4-azabenzimidazole solid product.

References

[1] Asian Journal of Chemistry, 2013, vol. 25, # 6, p. 3446 - 3448
[2] Journal of Molecular Structure, 2012, vol. 1027, p. 156 - 161

4-Azabenzimidazole Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-Azabenzimidazole manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
4-Azabenzimidazole 273-21-2
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-13
Career Henan Chemical Co
Product
4-Azabenzimidazole 273-21-2
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000KGS
Release date
2020-01-02

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