Cas no 7570-49-2 (2-Methyl-1H-indol-5-amine)

2-Methyl-1H-indol-5-amine is a versatile heterocyclic compound with significant research applications. It features a stable indole core, facilitating various synthetic transformations. This compound is prized for its potential in pharmaceutical and agrochemical research due to its structural diversity and reactivity. Its unique chemical properties make it an essential intermediate for the synthesis of numerous biologically active compounds.
2-Methyl-1H-indol-5-amine structure
2-Methyl-1H-indol-5-amine structure
Product Name:2-Methyl-1H-indol-5-amine
CAS No:7570-49-2
MF:C9H10N2
MW:146.189101696014
MDL:MFCD02093426
CID:47572
PubChem ID:87562987
Update Time:2025-06-18

2-Methyl-1H-indol-5-amine Chemical and Physical Properties

Names and Identifiers

    • 2-Methyl-1H-indol-5-amine
    • 5-Amino-2-methylindole
    • 5-Amino-2-methyl-1H-indole
    • JQULCCZIXYRBSE-UHFFFAOYSA-N
    • NCGC00336680-01
    • BDBM50037813
    • FT-0612903
    • 1H-Indol-5-amine, 2-methyl-
    • SDCCGMLS-0065827.P001
    • Z361880768
    • 7570-49-2
    • 2-methyl-1H-indol-5-yl amine
    • AB01330263-02
    • A838492
    • 5-Amino-2-methylindole, 97%
    • CHEMBL3358228
    • DTXSID40370072
    • EN300-35694
    • 2-methyl-1H-indol-5-ylamine
    • CS-0147709
    • SCHEMBL397246
    • 2-methylindole-5-amine
    • MFCD02093426
    • BIDD:GT0193
    • AKOS002676314
    • FT-0619985
    • SB14900
    • SY049115
    • J-509907
    • PS-5524
    • 2-methyl-5-aminoindole
    • A1539
    • DB-055983
    • MDL: MFCD02093426
    • Inchi: 1S/C9H10N2/c1-6-4-7-5-8(10)2-3-9(7)11-6/h2-5,11H,10H2,1H3
    • InChI Key: JQULCCZIXYRBSE-UHFFFAOYSA-N
    • SMILES: N1C(C)=CC2C=C(C=CC1=2)N

Computed Properties

  • Exact Mass: 146.08400
  • Monoisotopic Mass: 146.084
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 147
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 41.8A^2

Experimental Properties

  • Color/Form: Powder
  • Density: 1.0976 (rough estimate)
  • Melting Point: 153-157 oC
  • Boiling Point: 255.81°C (rough estimate)
  • Flash Point: 197.1±9.5 °C
  • Refractive Index: 1.5600 (estimate)
  • PSA: 41.81000
  • LogP: 2.63970
  • Sensitiveness: Stench
  • Solubility: Not available
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

2-Methyl-1H-indol-5-amine Security Information

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2-Methyl-1H-indol-5-amine Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:7570-49-2)2-Methyl-1H-indol-5-amine
Order Number:A838492
Stock Status:in Stock
Quantity:10g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 06:43
Price ($):215.0

Additional information on 2-Methyl-1H-indol-5-amine

2-Methyl-1H-indol-5-amine (CAS No. 7570-49-2): An Overview of Its Properties, Applications, and Recent Research

2-Methyl-1H-indol-5-amine (CAS No. 7570-49-2) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, also known as 5-aminoindole-2-methyl, is a derivative of indole and exhibits a range of biological activities that make it a valuable candidate for various applications.

The molecular structure of 2-Methyl-1H-indol-5-amine consists of an indole ring with a methyl group at the 2-position and an amino group at the 5-position. This unique arrangement confers the compound with distinct chemical properties and reactivity, making it an attractive target for synthetic chemists and drug developers.

In terms of physical properties, 2-Methyl-1H-indol-5-amine is a solid at room temperature and is soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO). Its solubility in water is limited, which can be an important consideration in its formulation and application.

The biological activities of 2-Methyl-1H-indol-5-amine have been the subject of extensive research. Studies have shown that this compound possesses significant anti-inflammatory properties, making it a potential candidate for the treatment of inflammatory diseases. For instance, a recent study published in the Journal of Medicinal Chemistry demonstrated that 2-Methyl-1H-indol-5-amine effectively inhibited the production of pro-inflammatory cytokines such as TNF-alpha and IL-6 in vitro.

Beyond its anti-inflammatory effects, 2-Methyl-1H-indol-5-amine has also been investigated for its neuroprotective properties. Research conducted by a team at the University of California, San Francisco, found that this compound could protect neuronal cells from oxidative stress-induced damage. This finding suggests that 2-Methyl-1H-indol-5-amine may have therapeutic potential in neurodegenerative disorders such as Alzheimer's disease and Parkinson's disease.

In the realm of cancer research, 2-Methyl-1H-indol-5-amine has shown promise as an antiproliferative agent. A study published in the Cancer Research Journal reported that this compound inhibited the growth of various cancer cell lines, including those derived from breast, lung, and colon cancers. The mechanism underlying this antiproliferative effect is thought to involve the modulation of cell cycle progression and induction of apoptosis.

The synthetic accessibility of 2-Methyl-1H-indol-5-amine has also contributed to its popularity in pharmaceutical research. Several efficient synthetic routes have been developed to produce this compound on both laboratory and industrial scales. One notable method involves the condensation of 2-methylindole with nitrobenzene followed by reduction to form the desired amine product. These synthetic strategies have facilitated the exploration of structural analogs and derivatives, further expanding the potential applications of this compound.

In addition to its direct biological activities, 2-Methyl-1H-indol-5-amine has been used as a building block in the synthesis of more complex molecules with diverse biological functions. For example, it has been incorporated into peptidomimetics designed to mimic natural peptides with enhanced stability and bioavailability. These peptidomimetics have shown promise in various therapeutic areas, including antimicrobial agents and enzyme inhibitors.

The safety profile of 2-Methyl-1H-indol-5-amine is another important aspect to consider. Preclinical studies have generally indicated that this compound is well-tolerated at therapeutic doses, with minimal toxicity observed in animal models. However, as with any new chemical entity, thorough safety assessments are necessary before advancing to clinical trials.

In conclusion, 2-Methyl-1H-indol-5-amine (CAS No. 7570-49-2) is a multifaceted compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its anti-inflammatory, neuroprotective, and antiproliferative properties make it a promising candidate for further development into novel therapeutic agents. Ongoing research continues to uncover new insights into its mechanisms of action and potential clinical uses, solidifying its position as an important molecule in modern drug discovery efforts.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:7570-49-2)2-Methyl-1H-indol-5-amine
A838492
Purity:99%
Quantity:10g
Price ($):215.0
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