Cas no 1172870-54-0 (1-(1-Adamantyl)-1H-pyrazol-4-amine)

1-(1-Adamantyl)-1H-pyrazol-4-amine is a structurally unique compound featuring an adamantyl group fused to a pyrazole ring, imparting enhanced stability and steric bulk. This amine-functionalized derivative is valued in medicinal chemistry and material science for its rigid, three-dimensional framework, which can improve binding affinity and selectivity in drug design. The adamantyl moiety contributes to lipophilicity, potentially enhancing membrane permeability, while the pyrazole-4-amine group offers a versatile handle for further functionalization. Its well-defined geometry makes it a useful intermediate in synthesizing complex molecules, particularly in developing kinase inhibitors or other biologically active agents. The compound’s stability under various conditions further supports its utility in research and industrial applications.
1-(1-Adamantyl)-1H-pyrazol-4-amine structure
1172870-54-0 structure
Product Name:1-(1-Adamantyl)-1H-pyrazol-4-amine
CAS No:1172870-54-0
MF:C13H19N3
MW:217.310062646866
MDL:MFCD12028402
CID:1085313
PubChem ID:25220783
Update Time:2025-09-28

1-(1-Adamantyl)-1H-pyrazol-4-amine Chemical and Physical Properties

Names and Identifiers

    • 1-(Adamantan-1-yl)-1H-pyrazol-4-amine
    • 1-(1-Adamantyl)-1H-pyrazol-4-amine
    • 1-(tricyclo[3.3.1.1~3,7~]dec-1-yl)-1H-pyrazol-4-amine
    • 1172870-54-0
    • 1-(1-adamantyl)pyrazol-4-amine
    • MFCD12028402
    • AKOS005172445
    • LS-03283
    • DTXSID90649341
    • STK506091
    • 1H-pyrazol-4-amine, 1-tricyclo[3.3.1.1~3,7~]dec-1-yl-
    • CS-0363699
    • 1-(Tricyclo[3.3.1.1~3,7~]decan-1-yl)-1H-pyrazol-4-amine
    • ALBB-009828
    • 1-(1-adamantyl)-1H-pyrazol-4-amine(SALTDATA: FREE)
    • 1-(adamantan-1-yl)pyrazol-4-amine
    • MDL: MFCD12028402
    • Inchi: 1S/C13H19N3/c14-12-7-15-16(8-12)13-4-9-1-10(5-13)3-11(2-9)6-13/h7-11H,1-6,14H2
    • InChI Key: KHRIZXQKNHEDSM-UHFFFAOYSA-N
    • SMILES: N1(C=C(C=N1)N)C12CC3CC(CC(C3)C1)C2

Computed Properties

  • Exact Mass: 217.157897619g/mol
  • Monoisotopic Mass: 217.157897619g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 1
  • Complexity: 260
  • 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: 2.1
  • Topological Polar Surface Area: 43.8?2

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Additional information on 1-(1-Adamantyl)-1H-pyrazol-4-amine

Introduction to 1-(1-Adamantyl)-1H-pyrazol-4-amine (CAS No. 1172870-54-0)

1-(1-Adamantyl)-1H-pyrazol-4-amine, also known by its CAS registry number CAS No. 1172870-54-0, is a compound of significant interest in the fields of organic chemistry, pharmacology, and materials science. This compound is a derivative of pyrazole, a five-membered aromatic heterocycle with two nitrogen atoms, which has been extensively studied due to its versatile reactivity and potential applications in drug discovery and advanced materials.

The structure of 1-(1-adamantyl)-pyrazol-4-amine comprises an adamantane moiety attached to the pyrazole ring at the 4-position. Adamantane, a diamondoid hydrocarbon with a cage-like structure, is known for its high stability and unique physical properties. The combination of adamantane with pyrazole introduces intriguing electronic and steric effects, making this compound a valuable building block for further chemical modifications and functionalization.

Recent studies have highlighted the potential of CAS No. 1172870-54-0 in the development of novel pharmaceutical agents. Researchers have explored its role as a ligand in metalloenzyme inhibition and as a component in bioactive molecules targeting various therapeutic areas, including cancer, inflammation, and neurodegenerative diseases. The pyrazole ring's ability to act as a hydrogen bond donor or acceptor makes it an attractive scaffold for drug design.

In addition to its pharmacological applications, 1-(1-adamantyl)-pyrazol-4-amine has shown promise in materials science. Its rigid structure and high thermal stability make it a candidate for use in advanced polymers, liquid crystals, and other functional materials. Recent advancements in synthesis techniques have enabled the scalable production of this compound, facilitating its exploration in diverse industrial applications.

The synthesis of CAS No. 1172870-54-0 typically involves multi-step processes that combine classical organic reactions with modern catalytic methods. Key steps often include the formation of the pyrazole ring through condensation reactions followed by selective substitution or coupling reactions to introduce the adamantane group. These methods are optimized to ensure high yields and purity, which are critical for both research and commercial purposes.

From an environmental standpoint, the development of sustainable synthetic routes for 1-(1-adamantyl)-pyrazol-4-amine is an area of active research. Scientists are exploring green chemistry approaches that minimize waste generation and reduce reliance on hazardous reagents. Such efforts align with global initiatives to promote eco-friendly chemical manufacturing practices.

In conclusion, CAS No. 1172870-54-0, or 1-(1-adamantyl)-pyrazol-4-amine, stands as a testament to the ingenuity of modern chemical synthesis and its wide-ranging applications across multiple disciplines. As research continues to uncover new properties and uses for this compound, it is poised to play an increasingly important role in both academic research and industrial innovation.

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