Description

2,2,2-Trifluoro-N-[2-(1H-indol-3-yl)ethyl]acetamide (CAS No. 319-76-6) is a high-purity fluorinated indole derivative with the molecular formula C₁₂H₁₁F₃N₂O. This specialized compound features a trifluoroacetamide group linked to a 3-indole ethylamine backbone, making it a valuable intermediate for pharmaceutical and biochemical research. With a molecular weight of 256.23 g/mol, it is supplied as a crystalline solid with ≥95% purity (HPLC). Ideal for medicinal chemistry, this reagent is compatible with peptide coupling reactions and serves as a precursor for serotonin receptor modulators. Store under inert conditions at 2-8°C to ensure stability.

Properties

• CAS Number: 319-76-6
• Complexity: 306
• IUPAC Name: 2,2,2-trifluoro-N-[2-(1H-indol-3-yl)ethyl]acetamide
• InChI: InChI=1S/C12H11F3N2O/c13-12(14,15)11(18)16-6-5-8-7-17-10-4-2-1-3-9(8)10/h1-4,7,17H,5-6H2,(H,16,18)
• InChI Key: KDFCROJYVJQVQK-UHFFFAOYSA-N
• Exact Mass: 256.08234746
• Molecular Formula: C12H11F3N2O
• Molecular Weight: 256.22
• SMILES: C1=CC=C2C(=C1)C(=CN2)CCNC(=O)C(F)(F)F
• Topological: 44.9
• Monoisotopic Mass: 256.08234746
• Synonyms: 319-76-6, N-(2-(1H-indol-3-yl)ethyl)-2,2,2-trifluoroacetamide, 2,2,2-Trifluoro-N-[2-(1H-indol-3-yl)ethyl]acetamide, NSC674631, CHEMBL42867, 2,2,2-TRIFLUORO-N-(2-INDOL-3-YLETHYL)ETHANAMIDE, 2,2,2-Trifluoro-N-(2-(1H-indol-3-yl)ethyl)acetamide, MFCD00170149, MLS000552603, SCHEMBL1972441, 2,2,2-Trifluoro-N-[2-(1H-indol-3-yl)-ethyl]-acetamide, CHEBI:105354, HMS2286H18, BDBM50212909, SBB062061, STK524947, 3-(2-trifluoroacetylaminoethyl)indole, AKOS003858811, AB15393, MS-6182, NSC-674631, FT169022, SMR000146118, CS-0323603, Trifluoroacetamide, N-[2-(indol-3-yl)]ethyl-, 2,2,2-trifluoro-N-(2-indol-3-ylethyl)acetamide, Acetamide, 2,2,2-trifluoro-N-(2-indol-3-ylethyl)-, Q27183077, 2,2,2-Trifluoro-N-[2-(1H-indol-3-yl)ethyl]acetamide #

Application

This compound is widely utilized as a key synthetic intermediate in the development of indole-based pharmaceuticals, particularly for targeting neurological pathways. Researchers employ it in the synthesis of serotonin analogs and tryptamine derivatives for receptor binding studies. Its trifluoroacetamide moiety enhances metabolic stability, making it valuable in drug discovery programs.

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