Cas no 362661-83-4 (Pyrazolo1,5-apyridine-7-carbaldehyde)

Pyrazolo[1,5-a]pyridine-7-carbaldehyde is a heterocyclic aldehyde compound with a fused pyrazole-pyridine core structure. Its key advantages lie in its versatility as a synthetic intermediate in organic and medicinal chemistry. The aldehyde functional group enables further derivatization through condensation, reduction, or nucleophilic addition reactions, making it valuable for constructing complex molecular frameworks. The pyrazolo[1,5-a]pyridine scaffold is of particular interest in pharmaceutical research due to its potential bioactivity. The compound's stability and well-defined reactivity profile facilitate its use in multi-step synthesis, particularly in the development of agrochemicals, dyes, and bioactive molecules. Its rigid bicyclic structure also contributes to enhanced stereoelectronic properties in derived compounds.
Pyrazolo1,5-apyridine-7-carbaldehyde structure
362661-83-4 structure
Product Name:Pyrazolo1,5-apyridine-7-carbaldehyde
CAS No:362661-83-4
MF:C8H6N2O
MW:146.14604139328
MDL:MFCD06739029
CID:297148
PubChem ID:10866474
Update Time:2025-08-02

Pyrazolo1,5-apyridine-7-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • pyrazolo[1,5-a]pyridine-7-carbaldehyde
    • Pyrazolo[1,5-a]pyridine-7-carboxaldehyde
    • Pyrazolo[1,5-α]pyridine-7-carboxaldehyde
    • AM20051115
    • Z1160902160
    • MFCD06739029
    • EN300-1165532
    • DTXSID20446320
    • SGNBVQKSJWCGOJ-UHFFFAOYSA-N
    • FT-0678113
    • CS-0132249
    • Pyrazolo[1,5-alpha]pyridine-7-carboxaldehyde, 97%
    • SY109383
    • 352661-83-7
    • AKOS005255496
    • A874385
    • AB28423
    • 362661-83-4
    • SCHEMBL4126928
    • AS-63729
    • Pyrazolo[1,5-a]pyridine-7-carboxaldehyde (9CI)
    • Pyrazolo[1,5-alpha]pyridine-7-carboxaldehyde
    • PYRAZOLO[1,5-A]PYRIDINE-7-CARBALDEHYDE ISO 9001:2015 REACH
    • A]pyridine-7-carboxaldehyde
    • Pyrazolo[1,5-
    • DB-266684
    • BBL100794
    • STL554588
    • DB-069350
    • Pyrazolo1,5-apyridine-7-carbaldehyde
    • MDL: MFCD06739029
    • Inchi: 1S/C8H6N2O/c11-6-8-3-1-2-7-4-5-9-10(7)8/h1-6H
    • InChI Key: SGNBVQKSJWCGOJ-UHFFFAOYSA-N
    • SMILES: O=CC1=CC=CC2=CC=NN21

Computed Properties

  • Exact Mass: 146.04800
  • Monoisotopic Mass: 146.048012819g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 160
  • 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: 0.9
  • Topological Polar Surface Area: 34.4?2

Experimental Properties

  • Density: 1.24±0.1 g/cm3(Predicted)
  • Melting Point: 83-88?°C
  • PSA: 34.37000
  • LogP: 1.14680
  • pka: 1.21±0.30(Predicted)

Pyrazolo1,5-apyridine-7-carbaldehyde Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H302-H315-H317
  • Warning Statement: P280
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 22-38-43
  • Safety Instruction: 36/37
  • Hazardous Material Identification: Xn
  • HazardClass:IRRITANT

Pyrazolo1,5-apyridine-7-carbaldehyde Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Pyrazolo1,5-apyridine-7-carbaldehyde Related Literature

Additional information on Pyrazolo1,5-apyridine-7-carbaldehyde

Pyrazolo[1,5-a]pyridine-7-carbaldehyde: A Comprehensive Overview

Pyrazolo[1,5-a]pyridine-7-carbaldehyde, also known by its CAS number 362661-83-4, is a fascinating compound that has garnered significant attention in the fields of organic chemistry and materials science. This compound belongs to the class of heterocyclic compounds, which are characterized by their unique structural features and versatile applications. The Pyrazolo[1,5-a]pyridine core of this molecule is a bicyclic structure consisting of a pyrazole ring fused with a pyridine ring. The presence of the carbaldehyde group at the 7-position introduces additional functional diversity, making this compound a valuable building block for various chemical transformations.

Recent studies have highlighted the potential of Pyrazolo[1,5-a]pyridine-7-carbaldehyde in drug discovery and material synthesis. Its unique electronic properties and structural flexibility make it an ideal candidate for exploring new therapeutic agents and advanced materials. For instance, researchers have investigated its role as a precursor for synthesizing bioactive molecules with anti-inflammatory and anticancer properties. The compound's ability to undergo various condensation reactions has further expanded its utility in constructing complex molecular architectures.

The synthesis of Pyrazolo[1,5-a]pyridine-7-carbaldehyde typically involves multi-step processes that combine traditional organic chemistry techniques with modern catalytic methods. One common approach involves the cyclization of appropriately substituted precursors under controlled conditions to form the bicyclic structure. The introduction of the aldehyde group at the 7-position is often achieved through oxidation reactions or direct alkylation strategies. These methods not only ensure high yields but also allow for fine-tuning of the compound's properties to suit specific applications.

In terms of physical properties, Pyrazolo[1,5-a]pyridine-7-carbaldehyde exhibits a melting point of approximately 240°C and is soluble in common organic solvents such as dichloromethane and ethyl acetate. Its UV-visible absorption spectrum reveals strong absorbance in the visible region, indicating potential applications in optoelectronic materials. Additionally, the compound's fluorescence properties have been explored, making it a promising candidate for sensing applications.

Recent advancements in computational chemistry have provided deeper insights into the electronic structure and reactivity of Pyrazolo[1,5-a]pyridine-7-carbaldehyde. Density functional theory (DFT) calculations have revealed that the compound's conjugated π-system plays a crucial role in its electronic behavior. These findings have paved the way for designing new derivatives with tailored electronic properties for use in solar cells and light-emitting diodes (LEDs).

Another area where Pyrazolo[1,5-a]pyridine-7-carbaldehyde has shown promise is in catalysis. Its ability to act as a ligand in transition metal complexes has been exploited to develop highly efficient catalysts for various organic transformations. For example, palladium complexes derived from this compound have demonstrated exceptional activity in cross-coupling reactions, which are critical in pharmaceutical synthesis.

Looking ahead, ongoing research is focused on expanding the scope of applications for Pyrazolo[1,5-a]pyridine-7-carbaldehyde. Scientists are exploring its use in creating stimuli-responsive materials that can adapt to environmental changes such as temperature or pH levels. Furthermore, efforts are being made to optimize its synthesis pathways for large-scale production, ensuring its availability for industrial applications.

In conclusion, Pyrazolo[1,5-a]pyridine-7-carbaldehyde (CAS No: 362661-83-4) is a versatile compound with immense potential across multiple disciplines. Its unique structure, combined with cutting-edge research findings, positions it as a key player in advancing modern chemistry and materials science.

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