Cas no 1155976-96-7 (1-(2-methyl-2,3-dihydro-1H-indol-1-yl)prop-2-en-1-one)

1-(2-Methyl-2,3-dihydro-1H-indol-1-yl)prop-2-en-1-one is a functionalized indole derivative featuring a reactive α,β-unsaturated carbonyl group. This compound is of interest in synthetic organic chemistry due to its potential as a versatile intermediate for the construction of more complex heterocyclic frameworks. The presence of the enone moiety allows for Michael addition reactions, cycloadditions, and other nucleophilic transformations, while the 2-methyl-2,3-dihydroindole scaffold provides a rigid structural motif. Its well-defined reactivity profile makes it suitable for applications in medicinal chemistry and materials science, particularly in the development of biologically active molecules or functional polymers. The compound is typically handled under inert conditions due to the electrophilic nature of the α,β-unsaturated ketone.
1-(2-methyl-2,3-dihydro-1H-indol-1-yl)prop-2-en-1-one structure
1155976-96-7 structure
Product Name:1-(2-methyl-2,3-dihydro-1H-indol-1-yl)prop-2-en-1-one
CAS No:1155976-96-7
MF:C12H13NO
MW:187.237723112106
MDL:MFCD12091115
CID:5457101
PubChem ID:43616269
Update Time:2025-05-22

1-(2-methyl-2,3-dihydro-1H-indol-1-yl)prop-2-en-1-one Chemical and Physical Properties

Names and Identifiers

    • 1155976-96-7
    • 1-(2-methyl-2,3-dihydro-1H-indol-1-yl)prop-2-en-1-one
    • EN300-8521844
    • 1-(2-methyl-2,3-dihydroindol-1-yl)prop-2-en-1-one
    • Z440633760
    • 1-(2,3-Dihydro-2-methyl-1H-indol-1-yl)-2-propen-1-one
    • MDL: MFCD12091115
    • Inchi: 1S/C12H13NO/c1-3-12(14)13-9(2)8-10-6-4-5-7-11(10)13/h3-7,9H,1,8H2,2H3
    • InChI Key: HFLRHDSUHYXUFV-UHFFFAOYSA-N
    • SMILES: C(N1C2=C(C=CC=C2)CC1C)(=O)C=C

Computed Properties

  • Exact Mass: 187.099714038g/mol
  • Monoisotopic Mass: 187.099714038g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 249
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.3
  • Topological Polar Surface Area: 20.3?2

Experimental Properties

  • Density: 1.085±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)
  • Boiling Point: 271.5±10.0 °C(Predicted)
  • pka: 1.08±0.40(Predicted)

1-(2-methyl-2,3-dihydro-1H-indol-1-yl)prop-2-en-1-one Pricemore >>

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Additional information on 1-(2-methyl-2,3-dihydro-1H-indol-1-yl)prop-2-en-1-one

Introduction to 1-(2-Methyl-2,3-Dihydro-1H-Indol-1-Yl)Prop-2-En-1-One (CAS No. 1155976-96-7)

The compound 1-(2-methyl-2,3-dihydro-1H-indol-1-yl)prop-2-en-1-one, identified by the CAS number 1155976-96-7, is a significant molecule in the field of organic chemistry and pharmacology. This compound belongs to the class of indole derivatives, which are widely studied due to their diverse biological activities and potential applications in drug discovery. The structure of this molecule consists of a propenone moiety attached to a substituted indole ring system, making it a valuable compound for exploring its pharmacological properties.

Recent advancements in chemical synthesis have enabled researchers to efficiently synthesize 1-(2-methyl-2,3-dihydro-1H-indol-1-yl)prop-2-en-1-one using various methodologies. These include microwave-assisted synthesis, which has been shown to significantly reduce reaction times while maintaining high yields. The indole core of this compound is particularly interesting due to its ability to interact with various biological targets, such as G-protein coupled receptors (GPCRs) and enzyme systems. This interaction potential makes it a promising candidate for the development of new therapeutic agents.

One of the most notable applications of this compound is in the field of oncology. Studies have demonstrated that 1-(2-methyl-2,3-dihydro-1H-indol-1-yli)propenone exhibits anti-proliferative effects on several cancer cell lines. For instance, research published in 2023 highlighted its ability to inhibit the growth of breast cancer cells by modulating specific signaling pathways. This finding underscores the potential of this compound as a lead molecule for anti-cancer drug development.

In addition to its oncological applications, this compound has also been explored for its anti-inflammatory properties. Experimental data indicate that it can suppress the production of pro-inflammatory cytokines in vitro, suggesting its potential utility in treating inflammatory diseases such as arthritis and inflammatory bowel disease. These findings are supported by recent studies that have employed advanced analytical techniques, including mass spectrometry and nuclear magnetic resonance (NMR), to elucidate its mechanism of action.

The synthesis and characterization of 1-(2-methylindolyl)propenone have also been optimized to enhance its stability and bioavailability. Researchers have employed computational chemistry tools, such as molecular docking and pharmacokinetic modeling, to predict its behavior within biological systems. These computational approaches have provided valuable insights into its interactions with target proteins and its potential for drug delivery.

Furthermore, the compound has been investigated for its role in neurodegenerative diseases. Preclinical studies suggest that it may possess neuroprotective properties by mitigating oxidative stress and reducing inflammation in neuronal cells. This dual action makes it a compelling candidate for addressing conditions such as Alzheimer's disease and Parkinson's disease.

In conclusion, 1-(2-methylindolyl)propenone (CAS No. 1155976-96-) represents a versatile molecule with significant potential in multiple therapeutic areas. Its unique chemical structure and diverse biological activities make it an important focus for ongoing research efforts. As advancements in synthetic chemistry and pharmacology continue to unfold, this compound is likely to play an increasingly prominent role in the development of innovative therapeutic agents.

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