Cas no 72943-61-4 (3,5-diamino-1-ethyl-1H-pyrazole-4-carbonitrile)

3,5-Diamino-1-ethyl-1H-pyrazole-4-carbonitrile is a heterocyclic organic compound featuring a pyrazole core substituted with amino and cyano functional groups. Its molecular structure, characterized by the presence of multiple reactive sites, makes it a valuable intermediate in synthetic organic chemistry, particularly in the preparation of pharmaceuticals, agrochemicals, and dyes. The compound’s high purity and stability under standard conditions ensure consistent performance in nucleophilic substitution and condensation reactions. Its utility is further enhanced by the ethyl group at the 1-position, which can influence solubility and reactivity. This compound is commonly employed in the development of biologically active molecules due to its versatile chemical properties.
3,5-diamino-1-ethyl-1H-pyrazole-4-carbonitrile structure
72943-61-4 structure
Product Name:3,5-diamino-1-ethyl-1H-pyrazole-4-carbonitrile
CAS No:72943-61-4
MF:C6H9N5
MW:151.169159650803
CID:551325
PubChem ID:20395989
Update Time:2025-06-13

3,5-diamino-1-ethyl-1H-pyrazole-4-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrazole-4-carbonitrile,3,5-diamino-1-ethyl-
    • 3,5-Diamino-4-cyano-1-ethylpyrazole
    • 3,5-diamino-1-ethyl-1H-pyrazole-4-carbonitrile
    • SCHEMBL11545681
    • 1H-Pyrazole-4-carbonitrile, 3,5-diamino-1-ethyl-
    • EN300-1617889
    • 72943-61-4
    • Inchi: 1S/C6H9N5/c1-2-11-6(9)4(3-7)5(8)10-11/h2,9H2,1H3,(H2,8,10)
    • InChI Key: BZLIXJHXDHBSFM-UHFFFAOYSA-N
    • SMILES: N1(C(=C(C#N)C(N)=N1)N)CC

Computed Properties

  • Exact Mass: 151.08597
  • Monoisotopic Mass: 151.086
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 183
  • 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: 93.6A^2
  • XLogP3: 0.1

Experimental Properties

  • PSA: 93.65

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Additional information on 3,5-diamino-1-ethyl-1H-pyrazole-4-carbonitrile

Comprehensive Overview of 3,5-Diamino-1-ethyl-1H-pyrazole-4-carbonitrile (CAS No. 72943-61-4)

3,5-Diamino-1-ethyl-1H-pyrazole-4-carbonitrile (CAS No. 72943-61-4) is a specialized organic compound that has garnered significant attention in the fields of pharmaceutical research, agrochemical development, and material science. This heterocyclic compound, featuring a pyrazole core, is characterized by its unique structural properties, which make it a valuable intermediate in synthetic chemistry. The presence of both amino and cyano functional groups enhances its reactivity, enabling diverse applications in drug discovery and fine chemical synthesis.

In recent years, the demand for 3,5-diamino-1-ethyl-1H-pyrazole-4-carbonitrile has surged due to its potential role in the development of novel therapeutic agents. Researchers are particularly interested in its utility as a building block for small molecule inhibitors and kinase-targeted drugs, which are pivotal in treating diseases such as cancer and inflammatory disorders. Its nitrogen-rich structure also aligns with the growing trend of designing bioactive heterocycles, a hot topic in medicinal chemistry.

From an industrial perspective, this compound is often utilized in the synthesis of high-performance dyes and photostable pigments, addressing the need for sustainable and eco-friendly alternatives in the textile and coating industries. Its thermal stability and solubility profile make it a preferred choice for formulations requiring precise chemical modifications. Additionally, its relevance in crop protection chemicals has been explored, particularly in the design of herbicides and pesticides with reduced environmental impact.

The synthesis of 3,5-diamino-1-ethyl-1H-pyrazole-4-carbonitrile typically involves multi-step reactions, including cyclocondensation and functional group transformations. Advanced techniques such as microwave-assisted synthesis and catalyzed reactions have been employed to improve yield and purity, reflecting the broader shift toward green chemistry practices. These innovations resonate with the increasing focus on sustainable manufacturing and waste reduction in the chemical industry.

Analytical characterization of this compound relies on techniques like NMR spectroscopy, mass spectrometry, and HPLC, ensuring compliance with stringent quality standards. Its physicochemical properties, such as melting point and logP, are critical for predicting its behavior in biological systems and industrial applications. These aspects are frequently searched by professionals seeking structure-activity relationship insights or formulation optimization strategies.

As the scientific community continues to explore the potential of 3,5-diamino-1-ethyl-1H-pyrazole-4-carbonitrile, its versatility positions it as a key player in advancing precision medicine and smart materials. With ongoing research into its derivatives and analogues, this compound is poised to contribute to breakthroughs in multiple disciplines, aligning with global trends like personalized therapeutics and circular economy principles.

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