2-(1H-imidazol-5-yl)acetic acid
$360.00
CAS No.: 645-65-8
Catalog No.: 196185
Purity: 95%
MF: C5H6N2O2
MW: 126.115
Storage: 2-8 degree Celsius
SMILES: N1C=NC=C1CC(=O)O
Catalog No.: 196185
Purity: 95%
MF: C5H6N2O2
MW: 126.115
Storage: 2-8 degree Celsius
SMILES: N1C=NC=C1CC(=O)O
2-(1H-imidazol-5-yl)acetic acid; CAS No.: 645-65-8; 2-(1H-imidazol-5-yl)acetic acid. PROPERTIES: This compound presents a 2-(1H-imidazol-5-yl)acetic acid structure, combining an imidazole ring system and an acetic acid group. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 137.1 g/mol (C5H6N2O2). The melting point ranges between 190-195 C, and it exhibits moderate solubility in common organic solvents like ethanol, methanol, and DMSO while being sparingly soluble in water. Proper storage requires a tightly sealed container in a cool, dry place. Safety considerations include wearing gloves, eye protection, and a lab coat. It is classified as a skin and eye irritant (GHS07) with the hazard statement H315-H319. APPLICATIONS: 2-(1H-Imidazol-5-yl)acetic acid serves as a valuable intermediate in pharmaceutical and chemical synthesis. Its 2-(1H-imidazol-5-yl)acetic acid structure enables diverse reactivity patterns, including esterification, amide bond formation, and nucleophilic substitution at the imidazole ring. In medicinal chemistry, it is used to develop enzyme inhibitors and receptor modulators, particularly those targeting the renin-angiotensin system and other peptidases. The carboxylic acid group can be converted to bioisosteric replacements like tetrazole or phosphonic acid. This compound also functions as a building block in the synthesis of fluorescent probes and bioconjugation reagents. Academic studies employ it as a model compound in Medicinal Chemistry journals, focusing on optimizing the 2-(1H-imidazol-5-yl)acetic acid scaffold for improved biological activity and pharmacokinetic properties.
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