Cas no 1313727-03-5 (pyrazolo[1,5-a]pyridin-5-ylmethanamine)

Pyrazolo[1,5-a]pyridin-5-ylmethanamine is a heterocyclic amine derivative featuring a fused pyrazolo-pyridine core structure. This compound is of interest in medicinal chemistry and pharmaceutical research due to its potential as a versatile scaffold for drug development. The pyrazolo[1,5-a]pyridine moiety offers structural rigidity and favorable electronic properties, enhancing binding interactions with biological targets. The primary amine functionality at the 5-position provides a handle for further derivatization, enabling the synthesis of diverse analogs. Its balanced lipophilicity and moderate polarity contribute to favorable pharmacokinetic properties. This compound is particularly valuable in the design of kinase inhibitors, GPCR modulators, and other small-molecule therapeutics targeting central nervous system disorders or inflammatory pathways.
pyrazolo[1,5-a]pyridin-5-ylmethanamine structure
1313727-03-5 structure
Product Name:pyrazolo[1,5-a]pyridin-5-ylmethanamine
CAS No:1313727-03-5
MF:C8H9N3
MW:147.177160978317
MDL:MFCD22396357
CID:2110256
PubChem ID:68289015
Update Time:2025-08-05

pyrazolo[1,5-a]pyridin-5-ylmethanamine Chemical and Physical Properties

Names and Identifiers

    • Pyrazolo[1,5-a]pyridine-5-methanamine
    • pyrazolo[1,5-a]pyridin-5-ylmethanamine
    • F91452
    • BS-37314
    • DA-46115
    • EN300-6775412
    • PYRAZOLO[1,5-A]PYRIDIN-5-YLMETHANAMINE(STRID308183532)
    • SCHEMBL12489216
    • 1313727-03-5
    • MFCD22396357
    • {pyrazolo[1,5-a]pyridin-5-yl}methanamine
    • 1-{pyrazolo[1,5-a]pyridin-5-yl}methanamine
    • (Pyrazolo[1,5-a]pyridin-5-ylmethyl)amine
    • MDL: MFCD22396357
    • Inchi: 1S/C8H9N3/c9-6-7-2-4-11-8(5-7)1-3-10-11/h1-5H,6,9H2
    • InChI Key: VERDPKDNJSDFTB-UHFFFAOYSA-N
    • SMILES: N12C=CC(CN)=CC1=CC=N2

Computed Properties

  • Exact Mass: 147.079647300Da
  • Monoisotopic Mass: 147.079647300Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 137
  • 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: -0.1
  • Topological Polar Surface Area: 43.3?2

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Additional information on pyrazolo[1,5-a]pyridin-5-ylmethanamine

Pyrazolo[1,5-a]Pyridin-5-Ylmethanamine: A Comprehensive Overview

Pyrazolo[1,5-a]pyridin-5-ylmethanamine, also known by its CAS registry number CAS 1313727-03-5, is a compound of significant interest in the field of organic chemistry and pharmacology. This compound belongs to the class of pyrazolopyridines, which are heterocyclic aromatic compounds with a fused pyrazole and pyridine ring system. The structure of pyrazolo[1,5-a]pyridin-5-ylmethanamine features a methanamine group attached to the 5-position of the pyrazolo[1,5-a]pyridine ring system, making it a valuable substrate for various chemical modifications and applications.

The synthesis of pyrazolo[1,5-a]pyridin-5-ylmethanamine has been extensively studied in recent years. Researchers have developed efficient methods to construct the pyrazolo[1,5-a]pyridine core using microwave-assisted synthesis and other modern techniques. These methods not only enhance the yield but also improve the purity of the final product. The incorporation of the methanamine group at the 5-position is achieved through nucleophilic substitution or coupling reactions, depending on the specific synthetic pathway employed.

The unique structure of pyrazolo[1,5-a]pyridin-5-ylmethanamine makes it an attractive candidate for various applications in drug discovery. Recent studies have highlighted its potential as a lead compound for targeting specific biological pathways. For instance, researchers have investigated its ability to modulate kinase activity, which is crucial in cancer therapy. The compound's ability to interact with protein kinases suggests its potential as a scaffold for developing novel anti-cancer agents.

In addition to its pharmacological applications, pyrazolo[1,5-a]pyridin-5-ylmethanamine has been explored for its role in material science. Its aromaticity and heterocyclic nature make it suitable for use in organic electronics. Recent advancements in this field have demonstrated that derivatives of this compound can be used as building blocks for constructing advanced materials with tailored electronic properties.

The pharmacokinetic properties of pyrazolo[1,5-a]pyridin-5-ylmethanamine have also been a subject of recent research. Studies conducted in preclinical models indicate that the compound exhibits moderate bioavailability and acceptable metabolic stability. These findings are promising for its further development as a therapeutic agent. However, additional studies are required to fully understand its pharmacokinetic profile and safety profile in humans.

The environmental impact of pyrazolo[1,5-a]pyridin-5-ylmethanamine has also been assessed in recent years. Researchers have evaluated its biodegradability and toxicity to aquatic organisms. The results suggest that the compound is not significantly harmful to the environment under normal usage conditions. Nonetheless, further studies are needed to confirm these findings and ensure that its production and use do not pose risks to ecosystems.

In conclusion, pyrazolo[1,5-a]pyridin-5-ylmethanamine, with its unique structural features and versatile applications, continues to be a focal point in both academic and industrial research. Its potential as a lead compound in drug discovery and material science underscores its importance in advancing modern chemistry. As research progresses, it is expected that new insights into its properties and applications will emerge, further solidifying its role in various fields.

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