2-GUANIDINOBENZIMIDAZOLE Chemical Properties

Melting point:

242-244 °C (dec.) (lit.)

Boiling point:

296.48°C (rough estimate)

Density 

1.2954 (rough estimate)

refractive index 

1.6900 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Soluble in DMSO (up to 50 mg/ml) or in Water (up to 4 mg/ml with warming)

pka

13.67±0.30(Predicted)

form 

solid

color 

Beige

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months.

CAS DataBase Reference

5418-95-1(CAS DataBase Reference)

EPA Substance Registry System

Guanidine, 1H-benzimidazol-2-yl- (5418-95-1)

Safety Information

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933998090

MSDS

• Language:English Provider:SigmaAldrich

2-GUANIDINOBENZIMIDAZOLE Usage And Synthesis

Description

2GBI (5418-95-1) is a selective and state-dependent blocker of voltage-gated proton channels (Hv1).1?2GBI blocks the channel by binding to the voltage-sensing domain from its intracellular side.2,3? Inhibition of Hv1 is a potentially new target of intervention in various pathophysiological processes including inflammatory, cancer, bone resorption and neurodegenerative disease.4

Chemical Properties

BROWN-PURPLE FINE CRYSTALLINE POWDER

Uses

N-1H-Benzimidazol-2-ylguanidine is used as a reagent in the synthesis of novel fused pyrimidines and imidazoles as potential analgesics.

Definition

ChEBI: 2-Benzimidazolylguanidine is an aminoimidazole.

References

[1] LIANG HONG. Interrogation of the intersubunit interface of the open Hv1 proton channel with a probe of allosteric coupling.[J]. Scientific Reports, 2015: 14077. DOI:10.1038/srep14077
[2] LIANG HONG  Francesco T  Iris H Kim. Molecular determinants of Hv1 proton channel inhibition by guanidine derivatives.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2014: 9971-9976. DOI:10.1073/pnas.1324012111
[3] ELEONORA GIANTI. On the role of water density fluctuations in the inhibition of a proton channel.[J]. Journal of Family Violence, 2016, 3 1: E8359-E8368. DOI:10.1073/pnas.1609964114
[4] AMAURY PUPO  Carlos G L. In pursuit of an inhibitory drug for the proton channel.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2014: 9673-9674. DOI:10.1073/pnas.1408808111

2-GUANIDINOBENZIMIDAZOLE(5418-95-1)Related Product Information

• 2-GUANIDINOBENZIMIDAZOLE
• Benzimidazole
• N-(5-CHLORO-1H-BENZIMIDAZOL-2-YL)GUANIDINE
• 4-(2-CHLOROPHENYL)-1,4-DIHYDRO[1,3,5]TRIAZINO[1,2-A][1,3]BENZIMIDAZOL-2-AMINE
• AKOS BBS-00005568
• 4-(4-CHLORO-PHENYL)-1,4-DIHYDRO-BENZO[4,5]IMIDAZO[1,2-A][1,3,5]TRIAZIN-2-YLAMINE
• 4-(4-FLUOROPHENYL)-1,4-DIHYDRO[1,3,5]TRIAZINO[1,2-A][1,3]BENZIMIDAZOL-2-AMINE
• AKOS BBS-00005576
• AKOS BBS-00005563
• 4-THIOPHEN-2-YL-1,4-DIHYDRO-BENZO[4,5]IMIDAZO[1,2-A][1,3,5]TRIAZIN-2-YLAMINE
• AKOS BBS-00005569
• N-(5,6-DIMETHYL-1H-BENZIMIDAZOL-2-YL)GUANIDINE
• AKOS BBS-00005564
• 4-(3,4,5-TRIMETHOXY-PHENYL)-1,4-DIHYDRO-BENZO[4,5]IMIDAZO[1,2-A][1,3,5]TRIAZIN-2-YLAMINE
• AKOS BBS-00005572
• AKOS BBS-00005575
• 4-(4-METHOXY-PHENYL)-1,4-DIHYDRO-BENZO[4,5]IMIDAZO[1,2-A][1,3,5]TRIAZIN-2-YLAMINE
• 4-(3-PYRIDYL)-1,4-DIHYDRO[1,3,5]TRIAZINO[1,2-A][1,3]BENZIMIDAZOL-2-AMINE