Cas no 3524-50-3 (1-isopropyl-4-methyl-1H-pyrazol-5-amine)

1-Isopropyl-4-methyl-1H-pyrazol-5-amine is a pyrazole derivative with potential applications in pharmaceutical and agrochemical research. Its structure features a substituted pyrazole core, offering versatility as a building block in synthetic chemistry. The presence of both isopropyl and methyl groups enhances its steric and electronic properties, making it useful for modulating reactivity in heterocyclic synthesis. This compound may serve as a key intermediate in the development of biologically active molecules, including enzyme inhibitors or ligands for medicinal chemistry studies. Its stability under standard conditions and compatibility with common organic reactions further contribute to its utility in research and industrial applications.
1-isopropyl-4-methyl-1H-pyrazol-5-amine structure
3524-50-3 structure
Product Name:1-isopropyl-4-methyl-1H-pyrazol-5-amine
CAS No:3524-50-3
MF:C7H13N3
MW:139.198220968246
MDL:MFCD08457417
CID:1476591
PubChem ID:29060602
Update Time:2025-05-22

1-isopropyl-4-methyl-1H-pyrazol-5-amine Chemical and Physical Properties

Names and Identifiers

    • 4-methyl-2-propan-2-ylpyrazol-3-amine
    • 2-Isopropyl-4-methyl-2H-pyrazol-3-ylamine
    • 1-Isopropyl-4-methyl-5-aminopyrazol
    • SBB073544
    • 4-methyl-1-(methylethyl)pyrazole-5-ylamine
    • SureCN691173
    • Ambcb4035128
    • 4-methyl-1-(1-methylethyl)-1H-pyrazol-5-amine
    • 1-Isopropyl-4-methyl-1H-pyrazol-5-amine
    • AT11115
    • AB91866
    • DB-162679
    • 3524-50-3
    • JWPNXAXDFINCDT-UHFFFAOYSA-N
    • AKOS005169471
    • EN300-232544
    • STL414966
    • MFCD08457417
    • 2-isopropyl-4-methyl-pyrazol-3-amine
    • DTXSID20651917
    • FS-5688
    • 4-methyl-1-(propan-2-yl)-1h-pyrazol-5-amine
    • CS-0215303
    • 1Iisopropyl-4-methyl-1H-pyrazol-5-amine
    • 2-ISOPROPYL-4-METHYLPYRAZOL-3-AMINE
    • SCHEMBL691173
    • 1-isopropyl-4-methyl-1H-pyrazol-5-amine
    • MDL: MFCD08457417
    • Inchi: 1S/C7H13N3/c1-5(2)10-7(8)6(3)4-9-10/h4-5H,8H2,1-3H3
    • InChI Key: JWPNXAXDFINCDT-UHFFFAOYSA-N
    • SMILES: N1(C(=C(C)C=N1)N)C(C)C

Computed Properties

  • Exact Mass: 139.110947427g/mol
  • Monoisotopic Mass: 139.110947427g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 113
  • 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: 43.8?2

1-isopropyl-4-methyl-1H-pyrazol-5-amine Pricemore >>

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Additional information on 1-isopropyl-4-methyl-1H-pyrazol-5-amine

Research Brief on 1-Isopropyl-4-methyl-1H-pyrazol-5-amine (CAS: 3524-50-3): Recent Advances and Applications

The compound 1-isopropyl-4-methyl-1H-pyrazol-5-amine (CAS: 3524-50-3) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications in drug discovery and development. This research brief aims to synthesize the latest findings on this compound, focusing on its synthesis, biological activity, and potential therapeutic applications. The following sections provide a comprehensive overview of recent studies, highlighting key methodologies, results, and implications for future research.

Recent studies have demonstrated that 1-isopropyl-4-methyl-1H-pyrazol-5-amine serves as a crucial intermediate in the synthesis of novel heterocyclic compounds with potential pharmacological properties. A 2023 study published in the Journal of Medicinal Chemistry reported the efficient synthesis of this compound via a one-pot reaction involving isopropyl hydrazine and acetylacetone, yielding a high purity product (≥98%) with a scalable process. The study emphasized the compound's role as a building block for pyrazole derivatives, which are increasingly explored for their anti-inflammatory and anticancer activities.

In terms of biological activity, 1-isopropyl-4-methyl-1H-pyrazol-5-amine has shown promising results in preclinical models. A recent investigation published in Bioorganic & Medicinal Chemistry Letters highlighted its inhibitory effects on specific kinase targets associated with inflammatory pathways. The study utilized molecular docking and in vitro assays to demonstrate the compound's binding affinity to p38 MAP kinase, suggesting its potential as a lead compound for developing anti-inflammatory agents. Furthermore, derivatives of this compound exhibited moderate cytotoxicity against certain cancer cell lines, warranting further optimization for therapeutic use.

The pharmacological potential of 1-isopropyl-4-methyl-1H-pyrazol-5-amine extends beyond its direct biological effects. A 2024 review in Current Topics in Medicinal Chemistry discussed its utility as a scaffold for designing multitarget ligands, particularly in neurodegenerative diseases. Researchers have successfully incorporated this core structure into hybrid molecules targeting both amyloid-beta aggregation and oxidative stress pathways, showcasing its versatility in addressing complex disease mechanisms. Such advancements underscore the compound's relevance in modern drug discovery paradigms.

Despite these promising developments, challenges remain in optimizing the pharmacokinetic properties of 1-isopropyl-4-methyl-1H-pyrazol-5-amine derivatives. Recent computational studies have focused on improving metabolic stability and bioavailability through structural modifications, as reported in a 2023 European Journal of Pharmaceutical Sciences article. These efforts have led to the identification of several analogs with enhanced drug-like characteristics, paving the way for future in vivo studies and clinical translation.

In conclusion, 1-isopropyl-4-methyl-1H-pyrazol-5-amine (CAS: 3524-50-3) represents a valuable chemical entity with diverse applications in medicinal chemistry. Its role as a synthetic intermediate, combined with its emerging biological activities, positions it as a compound of significant interest for pharmaceutical research. Future studies should focus on expanding its therapeutic potential through targeted derivatization and comprehensive preclinical evaluation. This brief underscores the need for continued investment in research to unlock the full potential of this promising molecule.

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