5-BROMO-2-METHYL-1H-BENZIMIDAZOLE Chemical Properties

Melting point:

214-215 °C

Boiling point:

397.3±15.0 °C(Predicted)

Density 

1.654±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

10.50±0.10(Predicted)

Appearance

Light yellow to yellow Solid

InChI

InChI=1S/C8H7BrN2/c1-5-10-7-3-2-6(9)4-8(7)11-5/h2-4H,1H3,(H,10,11)

InChIKey

FHDFUQGJYYGLHJ-UHFFFAOYSA-N

SMILES

C1(C)NC2=CC(Br)=CC=C2N=1

5-BROMO-2-METHYL-1H-BENZIMIDAZOLE Usage And Synthesis

Uses

5-Bromo-2-methyl-1H-benzo[D]imidazole is a benzo[D]imidazole derivative. Benzimidazole compounds possess biological activities such as anti-HIV-1 activity, anti-tumor activity, anti-cell proliferation activity, anti-parasitic activity, anti-inflammatory activity, antioxidant activity, and anti-epileptic activity. In addition, these compounds are also used as metal ligands. Therefore, the synthesis of these compounds has attracted considerable attention from chemists.

Synthesis

GENERAL METHOD: A mixture of 4-bromophthalimide (1.0 mmol), triethyl orthoacetate (1.2 mmol) and ZrCl4 (0.1 mmol) in 10 mL of methanol was stirred at room temperature for 3 hours. Upon completion of the reaction, the progress was monitored by TLC and the solvent was removed by concentration under reduced pressure. The crude product was purified by silica gel column chromatography with an eluent ratio of petroleum ether/ethyl acetate (4:1 to 1:1, v/v) to afford the target compound 5-bromo-2-methyl-1H-benzo[D]imidazole.

References

[1] European Journal of Medicinal Chemistry, 2015, vol. 90, p. 241 - 250

5-BROMO-2-METHYL-1H-BENZIMIDAZOLE(1964-77-8)Related Product Information

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• AURORA KA-316