Imidazole-2-carboxaldehyde

Imidazole-2-carboxaldehyde Basic information
Product Name:Imidazole-2-carboxaldehyde
Synonyms:2-FORMAYLIMIDAZOLE;Imidazole-2-carboxaldehyde p;Imidazole-2-carboxaldehyde ,98%;Imidazole-2-carboxal;2-AcetliMidazole;2-Formyl-1H-imidazole;2-IMidazolecarboxaldehyde 97%;Imidazole-2-carboxaldehyde,97%
CAS:10111-08-7
MF:C4H4N2O
MW:96.09
EINECS:600-165-4
Product Categories:Imidazoles & Benzimidazoles;Building Blocks;Heterocyclic Building Blocks;Imidazole;Imidazol&Benzimidazole;Imidaxoles;Building Blocks;C1 to C6;Carbonyl Compounds;Chemical Synthesis;Heterocyclic Building Blocks;Organic Building Blocks;Aldehydes;blocks;Imidazoles;Imidazoles & Benzimidazoles
Mol File:10111-08-7.mol
Imidazole-2-carboxaldehyde Structure
Imidazole-2-carboxaldehyde Chemical Properties
Melting point 209 °C (dec.) (lit.)
Boiling point 296.5±23.0 °C(Predicted)
density 1.322±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility DMSO (Sparingly), Methanol (Slightly, Sonicated)
form Solid
pka11.48±0.10(Predicted)
color Light Brown to Brown
Water Solubility Soluble in water.
Sensitive Air Sensitive
BRN 4371302
InChIKeyXYHKNCXZYYTLRG-UHFFFAOYSA-N
CAS DataBase Reference10111-08-7(CAS DataBase Reference)
NIST Chemistry Reference1H-imidazole-2-carboxaldehyde(10111-08-7)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-36/37/39-3
WGK Germany 3
10
HazardClass IRRITANT
HS Code 29332900
MSDS Information
ProviderLanguage
SigmaAldrichEnglish
ALFAEnglish
Imidazole-2-carboxaldehyde Usage And Synthesis
Chemical PropertiesWhite to light brown solid
Uses1H-Imidazole-2-carboxaldehyde is a novel PTP1b inhibitor with potential application to treat type 2 diabetes.
UsesUsed in a study of the imidazole-directed allylation of aldimines.1
UsesImidazole-2-carboxaldehyde is a novel protein tyrosine phosphatase 1B (PTP1B) inhibitor with an important application to treat type-2 diabetes. It is used in the preparation of tridentate Schiff-base carboxylate-containing ligands by undergoing condensation reaction with amino acids beta-alanine and 2-aminobenzoic acid. It is also involved in the study of the imidazole-directed allylation of aldimines.
Synthesis Reference(s)Organic Syntheses, Coll. Vol. 7, p. 287, 1990
The Journal of Organic Chemistry, 60, p. 1090, 1995 DOI: 10.1021/jo00109a052
Imidazole-2-carboxaldehyde Preparation Products And Raw materials
Raw materialsHydrochloric acid–>n-Butyllithium–>Formaldehyde–>Diethylamine–>Imidazole–>Methyl formate–>1-TRITYLIMIDAZOLE-2-CARBOXALDEHYDE–>2-Bromo-1H-imidazole
Preparation Products(1H-IMIDAZOL-2-YL)-METHANOL–>(1H-IMIDAZOL-2-YLMETHYL)-METHYL-AMINE–>Hexamethylenediamine–>2-Methylimidazole–>3-Amino-9-ethylcarbazole–>1H-Imidazole-2-carboxylic acid

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