2-Guanidinobenzimidazole

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2-Guanidinobenzimidazole Basic information
Product Name:2-Guanidinobenzimidazole
Synonyms:2-benzimidazolylguanidine;N-1H-benzimidazol-2-ylguanidine hydrate;1-(1H-Benzimidazol-2-yl)guanidine;2-(Diaminomethyleneamino)-1H-benzimidazole;AKOS BC-1905;OTAVA-BB BB0111070250;TOSLAB-BB TOS-BB-1283;TIMTEC-BB SBB003790
CAS:5418-95-1
MF:C8H9N5
MW:175.19
EINECS:226-527-8
Product Categories:BENZIMIDAZOLE;Benzimidazoles;Building Blocks;Heterocyclic Building Blocks;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
Mol File:5418-95-1.mol
2-Guanidinobenzimidazole Structure
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)
pka13.67±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.
InChI1S/C8H9N5/c9-7(10)13-8-11-5-3-1-2-4-6(5)12-8/h1-4H,(H5,9,10,11,12,13)
InChIKeyJJWCTKUQWXYIIU-UHFFFAOYSA-N
SMILESNC(=N)Nc1nc2ccccc2[nH]1
CAS DataBase Reference5418-95-1(CAS DataBase Reference)
EPA Substance Registry SystemGuanidine, 1H-benzimidazol-2-yl- (5418-95-1)
Safety Information
WGK Germany 3
TSCA TSCA listed
HazardClass IRRITANT
HS Code 2933998090
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
2-Guanidinobenzimidazole Usage And Synthesis
Description2GBI (5418-95-1) is a selective and state-dependent blocker of voltage-gated proton channels (Hv1).12GBI 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 PropertiesBROWN-PURPLE FINE CRYSTALLINE POWDER
UsesN-1H-Benzimidazol-2-ylguanidine is used as a reagent in the synthesis of novel fused pyrimidines and imidazoles as potential analgesics.
DefinitionChEBI: 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
Tag:2-Guanidinobenzimidazole(5418-95-1) Related Product Information
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