Cas no 51072-83-4 (2-Methyl-1H-indole-3-carbonitrile)

2-Methyl-1H-indole-3-carbonitrile is a heterocyclic organic compound featuring a methyl-substituted indole core with a nitrile functional group at the 3-position. This structure imparts versatility in synthetic applications, particularly as a key intermediate in pharmaceuticals, agrochemicals, and materials science. Its indole scaffold is valuable for constructing biologically active molecules, while the electron-withdrawing nitrile group enhances reactivity in nucleophilic and cyclization reactions. The compound exhibits stability under standard conditions, facilitating handling and storage. Its well-defined reactivity profile makes it a preferred choice for researchers developing novel indole derivatives, offering precise control in complex synthetic pathways.
2-Methyl-1H-indole-3-carbonitrile structure
51072-83-4 structure
Product Name:2-Methyl-1H-indole-3-carbonitrile
CAS No:51072-83-4
MF:C10H8N2
MW:156.183921813965
MDL:MFCD01475745
CID:366962
PubChem ID:2752630
Update Time:2025-05-21

2-Methyl-1H-indole-3-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-Methyl-1H-indole-3-carbonitrile
    • 1H-Indole-3-carbonitrile,2-methyl-
    • 3-Cyano-2-methylindole
    • 1H-INDOLE-3-CARBONITRILE, 2-METHYL-
    • cyano-methylindole
    • 2-Methyl-3-indolecarbonitrile
    • 2-methylindole-3-carbonitrile
    • STK721127
    • AB09157
    • WT82132
    • ST084496
    • ST2404478
    • W6617
    • A3863/0164106
    • AKOS000450294
    • SCHEMBL3676401
    • 51072-83-4
    • AMY14601
    • AS-18389
    • DTXSID60372917
    • CS-0148702
    • FT-0723287
    • MFCD01475745
    • 2-METHYL-1H-INDOL-3-YL CYANIDE
    • 6-Methoxy-2-(pyridin-3-yl)-3,4-dihydronaphthalen-1(2H)-one
    • A871381
    • C75393
    • ALBB-035515
    • MDL: MFCD01475745
    • Inchi: 1S/C10H8N2/c1-7-9(6-11)8-4-2-3-5-10(8)12-7/h2-5,12H,1H3
    • InChI Key: ZFFATLKERBHVHQ-UHFFFAOYSA-N
    • SMILES: N1C(C)=C(C#N)C2C=CC=CC1=2

Computed Properties

  • Exact Mass: 156.06900
  • Monoisotopic Mass: 156.069
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 215
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 39.6
  • XLogP3: 2.2

Experimental Properties

  • Color/Form: No data available
  • Density: 1.29
  • Melting Point: No data available
  • Boiling Point: 355°C at 760 mmHg
  • Flash Point: 178.2°C
  • Refractive Index: 1.673
  • PSA: 39.58000
  • LogP: 2.34798

2-Methyl-1H-indole-3-carbonitrile Security Information

2-Methyl-1H-indole-3-carbonitrile Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

2-Methyl-1H-indole-3-carbonitrile Pricemore >>

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2-Methyl-1H-indole-3-carbonitrile Suppliers

Amadis Chemical Company Limited
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(CAS:51072-83-4)2-Methyl-1H-indole-3-carbonitrile
Order Number:A871381
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 09:28
Price ($):150.0

2-Methyl-1H-indole-3-carbonitrile Related Literature

Additional information on 2-Methyl-1H-indole-3-carbonitrile

Recent Advances in the Study of 2-Methyl-1H-indole-3-carbonitrile (CAS: 51072-83-4) in Chemical Biology and Pharmaceutical Research

2-Methyl-1H-indole-3-carbonitrile (CAS: 51072-83-4) is a heterocyclic compound that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound, characterized by its indole core structure with a methyl group at the 2-position and a nitrile group at the 3-position, has been explored for its potential in drug discovery, particularly as a scaffold for the development of novel therapeutic agents. Recent studies have highlighted its role in modulating various biological pathways, making it a promising candidate for further investigation.

One of the key areas of interest in the study of 2-Methyl-1H-indole-3-carbonitrile is its potential as an anti-inflammatory and anticancer agent. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibited potent inhibitory effects on NF-κB signaling, a critical pathway involved in inflammation and cancer progression. The researchers synthesized a series of analogs and evaluated their biological activity, identifying several compounds with significant anti-proliferative effects against cancer cell lines, including HeLa and MCF-7 cells. These findings suggest that 2-Methyl-1H-indole-3-carbonitrile could serve as a valuable lead compound for the development of new anticancer drugs.

In addition to its anticancer properties, 2-Methyl-1H-indole-3-carbonitrile has also been investigated for its antimicrobial activity. A recent study published in Bioorganic & Medicinal Chemistry Letters reported that this compound and its derivatives exhibited broad-spectrum antimicrobial activity against both Gram-positive and Gram-negative bacteria, as well as fungal strains. The study attributed this activity to the compound's ability to disrupt microbial cell membranes and inhibit essential enzymatic processes. These results underscore the potential of 2-Methyl-1H-indole-3-carbonitrile as a scaffold for the development of new antimicrobial agents, particularly in the face of rising antibiotic resistance.

Another notable application of 2-Methyl-1H-indole-3-carbonitrile is in the field of neurodegenerative disease research. A 2022 study in the European Journal of Medicinal Chemistry explored the neuroprotective effects of this compound and its derivatives in models of Alzheimer's disease. The researchers found that certain analogs could effectively inhibit acetylcholinesterase (AChE) and beta-secretase (BACE-1), two key enzymes involved in the pathogenesis of Alzheimer's disease. These findings highlight the compound's potential as a multifunctional agent for the treatment of neurodegenerative disorders.

The synthesis and structural modification of 2-Methyl-1H-indole-3-carbonitrile have also been a focus of recent research. Advances in synthetic methodologies, such as microwave-assisted synthesis and green chemistry approaches, have enabled the efficient production of this compound and its derivatives with high yields and purity. These developments have facilitated the exploration of structure-activity relationships (SARs) and the optimization of pharmacological properties, paving the way for the development of more effective and selective therapeutic agents.

In conclusion, 2-Methyl-1H-indole-3-carbonitrile (CAS: 51072-83-4) represents a promising scaffold in chemical biology and pharmaceutical research, with demonstrated potential in anticancer, antimicrobial, and neuroprotective applications. Continued research into its mechanisms of action, synthetic optimization, and preclinical evaluation will be crucial for translating these findings into clinically relevant therapies. The versatility and biological activity of this compound make it a valuable subject for future studies in drug discovery and development.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:51072-83-4)2-Methyl-1H-indole-3-carbonitrile
A871381
Purity:99%
Quantity:5g
Price ($):150.0
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