Cas no 86111-67-3 (1-(3-amino-1H-pyrazol-1-yl)methyl-1H-pyrazol-3-amine)

1-(3-Amino-1H-pyrazol-1-yl)methyl-1H-pyrazol-3-amine is a bifunctional pyrazole derivative featuring two amino-substituted pyrazole rings linked by a methylene bridge. This structure imparts versatility in coordination chemistry and organic synthesis, making it a valuable intermediate for constructing heterocyclic frameworks. The presence of multiple nitrogen donor sites enhances its utility as a ligand in metal complexation, particularly in catalysis and material science applications. Its dual reactive amino groups allow for further functionalization, enabling tailored modifications for pharmaceutical or agrochemical development. The compound's stability and well-defined reactivity profile contribute to its suitability for precise synthetic applications in research and industrial settings.
1-(3-amino-1H-pyrazol-1-yl)methyl-1H-pyrazol-3-amine structure
86111-67-3 structure
Product Name:1-(3-amino-1H-pyrazol-1-yl)methyl-1H-pyrazol-3-amine
CAS No:86111-67-3
MF:C7H10N6
MW:178.194499492645
MDL:MFCD06740569
CID:3060464
PubChem ID:13080913
Update Time:2025-06-10

1-(3-amino-1H-pyrazol-1-yl)methyl-1H-pyrazol-3-amine Chemical and Physical Properties

Names and Identifiers

    • 1,1'-Methylenebis(1H-pyrazol-3-amine)
    • 1-(3-amino-1H-pyrazol-1-yl)methyl-1H-pyrazol-3-amine
    • 1-[(3-amino-1h-pyrazol-1-yl)methyl]-1h-pyrazol-3-amine
    • AKOS000314459
    • 1-[(3-AMINOPYRAZOL-1-YL)METHYL]PYRAZOL-3-AMINE
    • EN300-230316
    • LDA11167
    • 86111-67-3
    • BBL040376
    • STK350255
    • 1,1'-methanediylbis(1H-pyrazol-3-amine)
    • CS-0240855
    • MDL： MFCD06740569
    • Inchi： 1S/C7H10N6/c8-6-1-3-12(10-6)5-13-4-2-7(9)11-13/h1-4H,5H2,(H2,8,10)(H2,9,11)
    • InChI Key： RAXKXQVCMYTLFG-UHFFFAOYSA-N
    • SMILES： N1(C=CC(N)=N1)CN1C=CC(N)=N1

Computed Properties

  • Exact Mass: 178.09669434Da
  • Monoisotopic Mass: 178.09669434Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 156
  • 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: -0.3
  • Topological Polar Surface Area: 87.7?2

Experimental Properties

  • Density: 1.6±0.1 g/cm3
  • Boiling Point: 477.5±30.0 °C at 760 mmHg
  • Flash Point: 242.6±24.6 °C
  • Vapor Pressure: 0.0±1.2 mmHg at 25°C

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Enamine
EN300-230316-0.05g
1-[(3-amino-1H-pyrazol-1-yl)methyl]-1H-pyrazol-3-amine
 86111-67-3 95%
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 $149.0 2024-06-20
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 86111-67-3 95%
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EN300-230316-2.5g
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EN300-230316-5.0g
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1-(3-amino-1H-pyrazol-1-yl)methyl-1H-pyrazol-3-amine Related Literature

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Additional information on 1-(3-amino-1H-pyrazol-1-yl)methyl-1H-pyrazol-3-amine

Recent Advances in the Study of 1-(3-amino-1H-pyrazol-1-yl)methyl-1H-pyrazol-3-amine (CAS: 86111-67-3)

The compound 1-(3-amino-1H-pyrazol-1-yl)methyl-1H-pyrazol-3-amine (CAS: 86111-67-3) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This research briefing aims to provide an overview of the latest findings related to this compound, focusing on its synthesis, biological activity, and potential applications in drug development.

Recent studies have highlighted the versatility of 1-(3-amino-1H-pyrazol-1-yl)methyl-1H-pyrazol-3-amine as a building block in medicinal chemistry. Its bifunctional pyrazole core allows for diverse chemical modifications, making it a promising candidate for the development of novel kinase inhibitors and other small-molecule therapeutics. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its efficacy in modulating specific protein-protein interactions involved in inflammatory pathways.

In terms of synthetic approaches, researchers have developed more efficient routes to produce 86111-67-3 with higher yields and purity. A recent breakthrough in green chemistry protocols has enabled the synthesis of this compound using microwave-assisted reactions, significantly reducing reaction times from hours to minutes while maintaining excellent regioselectivity. These advancements have important implications for scaling up production for preclinical studies.

Biological evaluations have revealed interesting pharmacological properties of 1-(3-amino-1H-pyrazol-1-yl)methyl-1H-pyrazol-3-amine. In vitro studies using cancer cell lines showed promising antiproliferative activity, particularly against breast and lung cancer models. The compound appears to exert its effects through multiple mechanisms, including inhibition of cell cycle progression and induction of apoptosis. However, researchers caution that further optimization of its pharmacokinetic properties is needed before clinical translation.

Structural-activity relationship (SAR) studies have provided valuable insights into how modifications to the 1-(3-amino-1H-pyrazol-1-yl)methyl-1H-pyrazol-3-amine scaffold affect its biological activity. Computational modeling and X-ray crystallography data have helped elucidate its binding modes with various biological targets, offering a rational basis for future drug design efforts. These findings were recently presented at the 2023 American Chemical Society National Meeting.

Looking ahead, researchers are exploring the potential of 86111-67-3 derivatives in addressing emerging therapeutic challenges, including antimicrobial resistance and neurodegenerative diseases. Several pharmaceutical companies have included this compound in their screening libraries for new target identification. The coming years are expected to yield more comprehensive data on its safety profile and therapeutic potential, potentially paving the way for clinical development.

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