Description

1-(1-Methyl-1H-indol-3-yl)ethanone (CAS No. 19012-02-3) is a high-purity organic compound with the molecular formula C₁₁H₁₁NO. This indole derivative features a methyl-substituted indole core acetylated at the 3-position, making it a valuable intermediate in synthetic organic chemistry and pharmaceutical research. With a molecular weight of 173.21 g/mol, this crystalline solid exhibits excellent stability under standard laboratory conditions. Researchers utilize this compound for its unique structural properties, which are pivotal in the development of novel heterocyclic compounds, bioactive molecules, and advanced materials. Each batch undergoes rigorous quality control, including HPLC and GC analysis, to ensure ≥98% purity, meeting the stringent requirements of academic and industrial laboratories.

Properties

• CAS Number: 19012-02-3
• Complexity: 214
• IUPAC Name: 1-(1-methylindol-3-yl)ethanone
• InChI: InChI=1S/C11H11NO/c1-8(13)10-7-12(2)11-6-4-3-5-9(10)11/h3-7H,1-2H3
• InChI Key: HYLFRICFKVJJOZ-UHFFFAOYSA-N
• Exact Mass: 173.084063974
• Molecular Formula: C11H11NO
• Molecular Weight: 173.21
• SMILES: CC(=O)C1=CN(C2=CC=CC=C21)C
• Topological: 22
• Monoisotopic Mass: 173.084063974
• Synonyms: 19012-02-3, 1-(1-Methyl-1H-indol-3-yl)ethanone, 1-(1-methyl-1H-indol-3-yl)ethan-1-one, DTXSID80344055, DTXCID00295131, 886-564-6, 3-acetyl-1-methylindole, Ethanone, 1-(1-methyl-1H-indol-3-yl)-, 1-(1-methylindol-3-yl)ethanone, 1-(1-Methyl-1H-indol-3-yl)-1-ethanone, 3-Acetyl-1-methyl-1H-indole, 1-Methyl-3-acetylindole, MFCD00540232, 1-(1-methyl-1H-indol-3-yl)-ethanone, 3-ACETYL-1-TRIDEUTEROMETHYLINDOLE, SCHEMBL1887873, SCHEMBL3482769, SCHEMBL3482775, CHEMBL4068840, HYLFRICFKVJJOZ-UHFFFAOYSA-, ALBB-013246, STL421255, AKOS000343625, SB18089, 1-(1-Methyl-1H-indol-3-yl)ethanone #, DA-43403, FM122729, SY033964, DB-365907, CS-0043754, EN300-65561, 8H-945, W17298, A1-00379, 1-(1-methyl-1H-indol-3-yl)-1-ethanone, AldrichCPR, Q63408773, Z57070074, InChI=1/C11H11NO/c1-8(13)10-7-12(2)11-6-4-3-5-9(10)11/h3-7H,1-2H3

Application

1-(1-Methyl-1H-indol-3-yl)ethanone serves as a key building block in the synthesis of indole-based pharmaceuticals, agrochemicals, and functional materials. Its reactive acetyl group enables facile derivatization for drug discovery programs targeting serotonin receptors and enzyme inhibitors. This compound is also employed in material science for designing organic semiconductors and fluorescent probes due to its conjugated indole scaffold. Additionally, it finds use as a precursor in the preparation of complex natural product analogs and bioactive heterocycles.

Safety and Hazards

GHS Hazard Statements

• H301 (50%): Toxic if swallowed [Danger Acute toxicity, oral]
• H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (50%)
• Skin Irrit. 2 (50%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (50%)

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