5-(benzyloxy)-1H-indole-3-carbaldehyde
$400.00
CAS No.: 6953-22-6
Catalog No.: 196204
Purity: 95%
MF: C16H13NO2
MW: 251.285
Storage: 2-8 degree Celsius
SMILES: C(C1=CC=CC=C1)OC=1C=C2C(=CNC2=CC1)C=O
Catalog No.: 196204
Purity: 95%
MF: C16H13NO2
MW: 251.285
Storage: 2-8 degree Celsius
SMILES: C(C1=CC=CC=C1)OC=1C=C2C(=CNC2=CC1)C=O
5-(benzyloxy)-1H-indole-3-carbaldehyde; CAS No.: 6953-22-6; 5-(benzyloxy)-1H-indole-3-carbaldehyde. PROPERTIES: This compound features a 5-(benzyloxy)-1H-indole-3-carbaldehyde structure, combining a benzyloxy group, an indole ring system, and an aldehyde group. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 253.3 g/mol (C16H13NO2). The melting point ranges between 110-115 C, and it exhibits moderate solubility in common organic solvents like ethyl acetate, dichloromethane, and tetrahydrofuran while being sparingly soluble in water. Proper storage requires a tightly sealed container in a cool, dry place. Safety considerations include wearing appropriate PPE. It is classified as a skin and eye irritant (GHS07) with the hazard statement H315-H319. APPLICATIONS: 5-(Benzyloxy)-1H-indole-3-carbaldehyde serves as a specialized intermediate in pharmaceutical research. Its 5-(benzyloxy)-1H-indole-3-carbaldehyde structure enables diverse reactivity patterns, including nucleophilic addition at the aldehyde carbonyl and benzylic oxidation. In medicinal chemistry, it is used to develop bioactive molecules targeting the central nervous system and inflammatory pathways. The benzyloxy group can be removed by hydrogenolysis to release the parent indole-3-carbaldehyde for further functionalization. This compound also functions as a building block in the synthesis of fluorescent probes and bioconjugation reagents. Academic studies utilize it as a model system in Medicinal Chemistry journals, focusing on optimizing the 5-(benzyloxy)-1H-indole-3-carbaldehyde scaffold for improved biological activity and pharmacokinetic properties.
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