Cas no 32183-14-5 (4-amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile)

4-Amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile is a heterocyclic organic compound featuring a pyrazole core substituted with an amino group, two methyl groups, and a nitrile functionality. This structure makes it a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of biologically active molecules. Its reactive amino and nitrile groups allow for further functionalization, enabling the construction of more complex derivatives. The compound exhibits stability under standard handling conditions and is compatible with a range of synthetic transformations. Its well-defined purity and consistent performance make it suitable for research and industrial applications requiring precise molecular scaffolds.
4-amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile structure
32183-14-5 structure
Product Name:4-amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile
CAS No:32183-14-5
MF:C6H8N4
MW:136.15452003479
CID:1449866
PubChem ID:12335816
Update Time:2025-05-27

4-amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrazole-5-carbonitrile, 4-amino-1,3-dimethyl-
    • 4-amino-5-cyano-1,3-dimethyl pyrazole
    • 4-amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile
    • 32183-14-5
    • AT14326
    • SCHEMBL10872328
    • CS-0214748
    • EN300-189878
    • 1,3-Dimethyl-4-amino-5-cyanopyrazole
    • BFRNEURRHHIAJV-UHFFFAOYSA-N
    • 4-amino-5-cyano-1,3-dimethylpyrazole
    • 4-amino-2,5-dimethylpyrazole-3-carbonitrile
    • AKOS006339564
    • Inchi: 1S/C6H8N4/c1-4-6(8)5(3-7)10(2)9-4/h8H2,1-2H3
    • InChI Key: BFRNEURRHHIAJV-UHFFFAOYSA-N
    • SMILES: N1(C)C(C#N)=C(C(C)=N1)N

Computed Properties

  • Exact Mass: 136.07504
  • Monoisotopic Mass: 136.074896272g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 170
  • 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: 0.6
  • Topological Polar Surface Area: 67.6?2

Experimental Properties

  • PSA: 67.63

4-amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile Pricemore >>

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Additional information on 4-amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile

Introduction to 4-Amino-1,3-Dimethyl-1H-Pyrazole-5-Carbonitrile (CAS No. 32183-14-5)

4-Amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile (CAS No. 32183-14-5) is a versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique molecular structure, exhibits a range of biological activities that make it a valuable candidate for various therapeutic applications. In this comprehensive introduction, we will delve into the chemical properties, synthesis methods, biological activities, and potential applications of 4-amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile.

The molecular formula of 4-amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile is C7H9N4, and its molecular weight is approximately 147.17 g/mol. The compound features a pyrazole ring with an amino group at the 4-position and methyl groups at the 1 and 3 positions, along with a cyano group at the 5-position. This specific arrangement of functional groups imparts unique chemical and biological properties to the molecule.

In terms of chemical synthesis, 4-amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile can be synthesized through various routes. One common method involves the reaction of 1,3-dimethylpyrazole with an appropriate nitrile derivative in the presence of a suitable catalyst. Recent advancements in green chemistry have led to the development of more environmentally friendly synthesis methods, such as using microwave-assisted reactions or employing catalysts derived from renewable sources.

The biological activities of 4-amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile have been extensively studied in recent years. One of the most notable properties is its potential as an inhibitor of specific enzymes involved in various disease pathways. For instance, research has shown that this compound can inhibit the activity of certain kinases, which are key targets in cancer therapy. Additionally, studies have demonstrated that 4-amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile possesses anti-inflammatory and analgesic properties, making it a promising candidate for the treatment of inflammatory diseases and pain management.

In the context of medicinal chemistry, 4-amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile has been explored as a lead compound for drug development. Its ability to modulate specific biological targets has led to its evaluation in preclinical studies for various therapeutic indications. For example, it has shown promise in reducing tumor growth in animal models of cancer and has demonstrated efficacy in alleviating symptoms in models of inflammatory diseases.

The pharmacokinetic properties of 4-amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile are also an important consideration for its potential use as a therapeutic agent. Studies have indicated that this compound exhibits favorable absorption, distribution, metabolism, and excretion (ADME) profiles. Its oral bioavailability is relatively high, and it has been shown to have good stability under physiological conditions. These properties make it an attractive candidate for further development into a viable drug product.

In addition to its therapeutic potential, 4-amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile has also been investigated for its use as a building block in the synthesis of more complex molecules. Its versatile reactivity allows it to be readily modified through various chemical transformations, enabling the creation of structurally diverse derivatives with enhanced biological activities or improved pharmacological profiles.

The safety profile of 4-amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile is another critical aspect that has been evaluated in preclinical studies. Toxicity assessments have shown that this compound is generally well-tolerated at therapeutic doses and does not exhibit significant adverse effects on major organ systems. However, as with any new chemical entity (NCE), ongoing safety monitoring is essential to ensure its safe use in clinical settings.

In conclusion, 4-amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile (CAS No. 32183-14-5) is a promising compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique chemical structure and favorable biological properties make it an attractive candidate for further development into therapeutic agents for various diseases. Ongoing research continues to uncover new insights into its mechanisms of action and potential clinical uses, highlighting its significance in the field.

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