Cas no 18280-56-3 (1H-Pyrazole-4-carbonitrile,5-amino-3-ethyl-1-methyl-)

5-Amino-3-ethyl-1-methyl-1H-pyrazole-4-carbonitrile is a versatile heterocyclic compound featuring a pyrazole core substituted with amino, ethyl, methyl, and nitrile functional groups. Its structural properties make it a valuable intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The presence of both amino and nitrile groups enhances its reactivity, enabling diverse derivatization pathways. The ethyl and methyl substituents contribute to steric and electronic modulation, influencing binding interactions in target applications. This compound is characterized by high purity and stability, ensuring consistent performance in synthetic workflows. Its well-defined structure and functional group compatibility make it suitable for use in medicinal chemistry research and specialty chemical manufacturing.
1H-Pyrazole-4-carbonitrile,5-amino-3-ethyl-1-methyl- structure
18280-56-3 structure
Product Name:1H-Pyrazole-4-carbonitrile,5-amino-3-ethyl-1-methyl-
CAS No:18280-56-3
MF:C7H10N4
MW:150.1811003685
MDL:MFCD17676686
CID:122902
PubChem ID:15332584
Update Time:2025-06-09

1H-Pyrazole-4-carbonitrile,5-amino-3-ethyl-1-methyl- Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrazole-4-carbonitrile,5-amino-3-ethyl-1-methyl-
    • Pyrazole-4-carbonitrile, 5-amino-3-ethyl-1-methyl- (8CI)
    • 5-aMino-3-ethyl-1-Methyl-1H-pyrazole-4- carbonitrile
    • 18280-56-3
    • 5-Amino-3-ethyl-1-methyl-1H-pyrazole-4-carbonitrile
    • EN300-310850
    • 5-amino-3-ethyl-1-methylpyrazole-4-carbonitrile
    • AKOS015898056
    • MDL: MFCD17676686
    • Inchi: 1S/C7H10N4/c1-3-6-5(4-8)7(9)11(2)10-6/h3,9H2,1-2H3
    • InChI Key: OBGZTDBPTVMFMT-UHFFFAOYSA-N
    • SMILES: N1(C)C(=C(C#N)C(CC)=N1)N

Computed Properties

  • Exact Mass: 150.0907
  • Monoisotopic Mass: 150.090546336g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 182
  • 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
  • Topological Polar Surface Area: 67.6?2

Experimental Properties

  • PSA: 67.63

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Additional information on 1H-Pyrazole-4-carbonitrile,5-amino-3-ethyl-1-methyl-

Introduction to 1H-Pyrazole-4-carbonitrile, 5-amino-3-ethyl-1-methyl- (CAS No. 18280-56-3)

1H-Pyrazole-4-carbonitrile, 5-amino-3-ethyl-1-methyl- (CAS No. 18280-56-3) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of pyrazoles, which are known for their diverse biological activities and potential therapeutic applications. The structure of 1H-Pyrazole-4-carbonitrile, 5-amino-3-ethyl-1-methyl- includes a pyrazole ring with specific functional groups that contribute to its unique properties and reactivity.

The chemical structure of 1H-Pyrazole-4-carbonitrile, 5-amino-3-ethyl-1-methyl- can be represented as follows: C9H12N4. The presence of the amino group at the 5-position and the ethyl and methyl substituents at the 3 and 1 positions, respectively, imparts specific chemical and biological characteristics to this molecule. These functional groups play a crucial role in determining the compound's solubility, stability, and reactivity in various chemical and biological environments.

In recent years, 1H-Pyrazole-4-carbonitrile, 5-amino-3-ethyl-1-methyl- has been extensively studied for its potential applications in drug discovery and development. One of the key areas of interest is its anti-inflammatory properties. Research has shown that this compound can effectively inhibit the production of pro-inflammatory cytokines, such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α), which are involved in various inflammatory diseases. This makes it a promising candidate for the treatment of conditions like rheumatoid arthritis and inflammatory bowel disease.

Beyond its anti-inflammatory effects, 1H-Pyrazole-4-carbonitrile, 5-amino-3-ethyl-1-methyl- has also been investigated for its potential as an antiviral agent. Studies have demonstrated that this compound can inhibit the replication of certain viruses, including influenza and hepatitis C viruses. The mechanism of action involves interfering with viral replication enzymes, thereby reducing viral load and preventing further infection. This property has sparked interest in its use as a potential therapeutic agent against viral infections.

In addition to its biological activities, 1H-Pyrazole-4-carbonitrile, 5-amino-3-ethyl-1-methyl- is also valued for its synthetic utility. It serves as a valuable building block in the synthesis of more complex molecules with diverse biological activities. For instance, it can be used as a starting material for the preparation of various derivatives that exhibit enhanced potency or selectivity for specific therapeutic targets. This versatility makes it an attractive compound for medicinal chemists working on drug design and optimization.

The synthesis of 1H-Pyrazole-4-carbonitrile, 5-amino-3-ethyl-1-methyl- can be achieved through several routes, depending on the desired scale and purity. One common method involves the reaction of ethyl acetoacetate with hydrazine to form an intermediate hydrazide, which is then cyclized with an appropriate nitrile to yield the final product. This synthetic route is efficient and scalable, making it suitable for both laboratory-scale synthesis and industrial production.

In terms of safety and handling, 1H-Pyrazole-4-carbonitrile, 5-amino-3-ethyl-1-methyl- should be managed with standard laboratory precautions to ensure safe handling and storage. It is important to follow guidelines for handling organic compounds to prevent exposure to skin or inhalation. Additionally, proper disposal methods should be employed to minimize environmental impact.

The future prospects for 1H-Pyrazole-4-carbonitrile, 5-amino-3-ethyl-1-methyl- are promising. Ongoing research continues to explore its potential applications in various therapeutic areas, including inflammation, viral infections, and cancer. As more studies are conducted and new derivatives are synthesized, it is likely that this compound will play an increasingly important role in pharmaceutical development.

In conclusion, 1H-Pyrazole-4-carbonitrile, 5-amino-3-ethyl-1-methyl- (CAS No. 18280-56-3) is a multifaceted compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique chemical structure and diverse biological activities make it a valuable candidate for further investigation and development as a therapeutic agent.

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