Cas no 21419-47-6 (6-methylquinazolin-4-amine)

6-Methylquinazolin-4-amine is a heterocyclic organic compound featuring a quinazoline core substituted with a methyl group at the 6-position and an amine group at the 4-position. This structure imparts significant versatility in pharmaceutical and agrochemical applications, particularly as a key intermediate in the synthesis of biologically active molecules. Its rigid aromatic framework and functional groups enable selective modifications, making it valuable for developing kinase inhibitors, antimicrobial agents, and other therapeutic compounds. The compound exhibits favorable stability and reactivity under standard conditions, facilitating its use in diverse synthetic pathways. Its well-defined chemical properties ensure consistent performance in research and industrial settings.
6-methylquinazolin-4-amine structure
6-methylquinazolin-4-amine structure
Product Name:6-methylquinazolin-4-amine
CAS No:21419-47-6
MF:C9H9N3
MW:159.187861204147
MDL:MFCD02343058
CID:911765
PubChem ID:12362244
Update Time:2025-10-30

6-methylquinazolin-4-amine Chemical and Physical Properties

Names and Identifiers

    • 6-methylquinazolin-4-amine
    • Oprea1_318707
    • 6-methyl-4-quinazolinamine
    • 4bde
    • CCG-355741
    • CHEMBRDG-BB 6142951
    • SCHEMBL685458
    • AKOS000273218
    • DB-197288
    • CWS
    • DTXSID70494230
    • HR-0323
    • F3308-3082
    • CS-0085135
    • 21419-47-6
    • Q27458986
    • MFCD02343058
    • MDL: MFCD02343058
    • Inchi: 1S/C9H9N3/c1-6-2-3-8-7(4-6)9(10)12-5-11-8/h2-5H,1H3,(H2,10,11,12)
    • InChI Key: QLGGAJVPIQZKIJ-UHFFFAOYSA-N
    • SMILES: N1C=NC(=C2C=C(C)C=CC=12)N

Computed Properties

  • Exact Mass: 159.07977
  • Monoisotopic Mass: 159.079647300g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 160
  • 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
  • XLogP3: 1.6
  • Topological Polar Surface Area: 51.8?2

Experimental Properties

  • Density: 1.2±0.1 g/cm3
  • Boiling Point: 340.6±27.0 °C at 760 mmHg
  • Flash Point: 186.5±10.9 °C
  • PSA: 51.8
  • Vapor Pressure: 0.0±0.7 mmHg at 25°C

6-methylquinazolin-4-amine Security Information

6-methylquinazolin-4-amine Pricemore >>

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Additional information on 6-methylquinazolin-4-amine

Introduction to 6-methylquinazolin-4-amine (CAS No. 21419-47-6)

6-methylquinazolin-4-amine, identified by the Chemical Abstracts Service Number (CAS No.) 21419-47-6, is a heterocyclic organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the quinazoline family, a class of molecules known for their broad spectrum of biological activities. Quinazolines and their derivatives have been extensively studied due to their potential as pharmacophores in the development of drugs targeting various diseases, including cancer, infectious diseases, and inflammatory conditions.

The structural framework of 6-methylquinazolin-4-amine consists of a fused bicyclic system comprising a benzene ring and a pyrimidine ring, with a methyl substituent at the 6-position and an amine group at the 4-position. This specific arrangement of functional groups contributes to its unique chemical properties and biological interactions. The presence of the amine group makes it a versatile intermediate in organic synthesis, enabling further functionalization to produce more complex derivatives with tailored pharmacological properties.

In recent years, there has been a surge in research focused on quinazoline derivatives as inhibitors of kinases and other enzymes involved in cancer progression. 6-methylquinazolin-4-amine has been explored as a precursor in the synthesis of novel kinase inhibitors, particularly those targeting tyrosine kinases, which play a crucial role in signal transduction pathways associated with tumor growth and metastasis. Several studies have highlighted its potential in modulating these pathways, thereby offering a promising lead for further drug development.

One of the most compelling aspects of 6-methylquinazolin-4-amine is its role in the development of antiviral agents. Quinazoline derivatives have demonstrated efficacy against various viral infections by inhibiting key viral enzymes or disrupting viral replication mechanisms. The amine group in 6-methylquinazolin-4-amine provides a scaffold for designing molecules that can interact with viral proteins, potentially leading to the development of new treatments for viruses such as HIV, hepatitis C, and influenza. Recent advancements in computational chemistry have enabled researchers to predict binding affinities and optimize the structure of quinazoline-based compounds, further enhancing their antiviral potential.

The pharmacological activity of 6-methylquinazolin-4-amine is also linked to its anti-inflammatory properties. Chronic inflammation is a hallmark of many diseases, including arthritis, cardiovascular disorders, and autoimmune conditions. By targeting inflammatory pathways, quinazoline derivatives like 6-methylquinazolin-4-amine can modulate cytokine production and reduce oxidative stress, thereby alleviating symptoms associated with inflammation. Preclinical studies have shown promising results in animal models, suggesting that this compound may serve as a basis for developing novel anti-inflammatory therapies.

From a synthetic chemistry perspective, 6-methylquinazolin-4-amine is an important building block for constructing more complex heterocyclic compounds. Its reactivity allows for various chemical modifications, such as alkylation, acylation, and sulfonylation, which can be tailored to enhance specific biological activities. The synthesis of 6-methylquinazolin-4-amine itself involves multi-step organic reactions, including cyclization and nucleophilic substitution, which highlight its significance in synthetic organic chemistry.

The growing interest in 6-methylquinazolin-4-amine is also driven by its potential applications in material science. Quinazoline derivatives have been investigated for their ability to form coordination complexes with metal ions, leading to applications in catalysis and luminescent materials. The amine group in 6-methylquinazolin-4-amine can act as a ligand, facilitating the formation of stable metal complexes that exhibit unique electronic and optical properties. These complexes have potential uses in sensors, light-emitting devices, and even as catalysts for organic transformations.

In conclusion, 6-methylquinazolin-4-am ine (CAS No . 21419 -47 - 6) represents a fascinating compound with diverse applications across pharmaceuticals , virology , anti -inflammatory research , synthetic chemistry , and material science . Its unique structural features and functional groups make it a valuable scaffold for designing molecules with tailored biological activities . As research continues to uncover new therapeutic possibilities , compounds like 6 -methylquin azolin -4-am ine are poised to play an increasingly important role in addressing some o f today ' s most pressing medical challenges . p >

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