Cas no 474432-61-6 (pyrazolo[1,5-a]pyridine-6-carboxylic acid)

Pyrazolo[1,5-a]pyridine-6-carboxylic acid is a heterocyclic compound featuring a fused pyrazole-pyridine core with a carboxylic acid functional group at the 6-position. This structure serves as a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of bioactive molecules. Its rigid bicyclic framework enhances binding affinity in medicinal chemistry applications, while the carboxylic acid moiety allows for further derivatization via amidation, esterification, or metal-catalyzed coupling reactions. The compound exhibits favorable stability under standard handling conditions and is compatible with a range of synthetic transformations. Its utility in constructing kinase inhibitors and other therapeutic agents makes it a valuable scaffold in drug discovery.
pyrazolo[1,5-a]pyridine-6-carboxylic acid structure
474432-61-6 structure
Product Name:pyrazolo[1,5-a]pyridine-6-carboxylic acid
CAS No:474432-61-6
MF:C8H6N2O2
MW:162.145441532135
MDL:MFCD12828629
CID:1112766
PubChem ID:11019178
Update Time:2025-08-03

pyrazolo[1,5-a]pyridine-6-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • pyrazolo[1,5-a]pyridine-6-carboxylic acid
    • H-pyrazolo[1,5-a]pyridine-6-carboxylic acid
    • H-PYRAZOLO[1,5-A]PYRIDINE-4-CARBOXYLIC ACID
    • 474432-61-6
    • AS-65049
    • DB-144435
    • CS-0143251
    • SCHEMBL4914330
    • pyrazolo[1,5-a]pyridine-6-carboxylicacid
    • DTXSID501272603
    • ZTA43261
    • Z1255436171
    • AKOS022714633
    • EN300-384742
    • MFCD12828629
    • MDL: MFCD12828629
    • Inchi: 1S/C8H6N2O2/c11-8(12)6-1-2-7-3-4-9-10(7)5-6/h1-5H,(H,11,12)
    • InChI Key: SXVVFWMAODMGBM-UHFFFAOYSA-N
    • SMILES: OC(C1C=CC2=CC=NN2C=1)=O

Computed Properties

  • Exact Mass: 162.042927438g/mol
  • Monoisotopic Mass: 162.042927438g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 196
  • 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: 0.6
  • Topological Polar Surface Area: 54.6?2

pyrazolo[1,5-a]pyridine-6-carboxylic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Chemenu
CM273551-100mg
Pyrazolo[1,5-a]pyridine-6-carboxylic acid
474432-61-6 95%
100mg
$299 2024-07-16
Chemenu
CM273551-250mg
Pyrazolo[1,5-a]pyridine-6-carboxylic acid
474432-61-6 95%
250mg
$478 2024-07-16
Alichem
A029199583-250mg
Pyrazolo[1,5-a]pyridine-6-carboxylic acid
474432-61-6 95%
250mg
$609.90 2023-09-01
Alichem
A029199583-1g
Pyrazolo[1,5-a]pyridine-6-carboxylic acid
474432-61-6 95%
1g
$1425.00 2023-09-01
eNovation Chemicals LLC
Y0996469-1g
1H-pyrazolo[1,5-a]pyridine-6-carboxylic acid
474432-61-6 95%
1g
$900 2024-08-02
Chemenu
CM273551-1g
Pyrazolo[1,5-a]pyridine-6-carboxylic acid
474432-61-6 95%
1g
$927 2023-02-16
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
H43130-100mg
Pyrazolo[1,5-a]pyridine-6-carboxylic acid
474432-61-6 97%
100mg
¥2260.0 2023-09-07
NAN JING YAO SHI KE JI GU FEN Co., Ltd.
PBZ0585-100MG
pyrazolo[1,5-a]pyridine-6-carboxylic acid
474432-61-6 97%
100MG
¥ 1,201.00 2023-04-13
NAN JING YAO SHI KE JI GU FEN Co., Ltd.
PBZ0585-250MG
pyrazolo[1,5-a]pyridine-6-carboxylic acid
474432-61-6 97%
250MG
¥ 1,920.00 2023-04-13
NAN JING YAO SHI KE JI GU FEN Co., Ltd.
PBZ0585-500MG
pyrazolo[1,5-a]pyridine-6-carboxylic acid
474432-61-6 97%
500MG
¥ 3,201.00 2023-04-13

Additional information on pyrazolo[1,5-a]pyridine-6-carboxylic acid

Exploring Pyrazolo[1,5-a]pyridine-6-carboxylic Acid (CAS No. 474432-61-6): Properties, Applications, and Market Insights

Pyrazolo[1,5-a]pyridine-6-carboxylic acid (CAS No. 474432-61-6) is a heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural features and versatile reactivity. This pyrazolo-pyridine derivative serves as a key intermediate in the synthesis of biologically active molecules, making it a valuable asset in drug discovery and material science.

The molecular structure of pyrazolo[1,5-a]pyridine-6-carboxylic acid combines a pyrazole ring fused with a pyridine moiety, creating a rigid bicyclic framework with distinct electronic properties. This structural arrangement contributes to its ability to participate in various chemical reactions, particularly as a building block for more complex nitrogen-containing heterocycles. Researchers have explored its potential in developing novel kinase inhibitors and GPCR modulators, addressing current demands in targeted cancer therapies and neurological disorders.

Recent advancements in synthetic methodologies have improved the accessibility of CAS 474432-61-6, with innovations in catalytic cyclization and carboxylation techniques. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its efficacy as a precursor for anti-inflammatory agents, aligning with growing interest in immunomodulatory drugs post-pandemic. The compound's carboxylic acid functionality enables straightforward derivatization through amide coupling or esterification, facilitating rapid structure-activity relationship studies.

From an industrial perspective, the global market for pyrazolo[1,5-a]pyridine derivatives is projected to grow at a CAGR of 6.8% from 2023 to 2030, driven by increasing R&D investments in fragment-based drug discovery. Major pharmaceutical companies are actively filing patents incorporating this scaffold, particularly for JAK/STAT pathway inhibitors and selective serotonin reuptake enhancers. Analytical characterization techniques such as HPLC-MS and NMR spectroscopy confirm the high purity (>98%) typically required for pharmaceutical intermediates.

Environmental and regulatory considerations for pyrazolo[1,5-a]pyridine-6-carboxylic acid production emphasize green chemistry principles. Modern synthetic routes employ biocatalytic approaches and flow chemistry systems to minimize waste generation, responding to the pharmaceutical industry's sustainability goals. Stability studies indicate that the compound remains stable under standard storage conditions (room temperature, inert atmosphere), though precautions against moisture are recommended for long-term preservation.

Emerging applications extend beyond medicinal chemistry, with materials scientists investigating its potential in organic electronic materials. The conjugated π-system of the pyrazolo[1,5-a]pyridine core shows promising charge transport properties for OLED and OFET applications. Computational studies using DFT methods have provided insights into its frontier molecular orbitals, guiding the design of energy-efficient semiconductors.

Quality control protocols for CAS 474432-61-6 typically include rigorous testing for residual solvents and heavy metals, complying with ICH guidelines. The compound's structure-activity relationship has been extensively mapped in recent years, with particular focus on how substitutions at the 3-position affect biological potency. These findings are driving innovation in personalized medicine approaches, especially in oncology and autoimmune disease treatment.

Supply chain dynamics for pyrazolo[1,5-a]pyridine-6-carboxylic acid reflect the compound's growing importance, with specialized manufacturers offering custom synthesis services at various scales. Current pricing trends indicate moderate stability, though fluctuations may occur due to raw material availability for the pyridine precursor market. Analytical standards are increasingly available to support quality assurance in drug development pipelines.

Future research directions for this versatile heterocycle include exploration of its metal coordination chemistry for catalytic applications and further optimization of its pharmacokinetic properties in drug candidates. The scientific community continues to uncover new dimensions of this molecule's utility, ensuring its ongoing relevance in both academic and industrial settings. With its balanced combination of synthetic accessibility and functional versatility, pyrazolo[1,5-a]pyridine-6-carboxylic acid remains at the forefront of modern heterocyclic chemistry innovation.

Recommended suppliers
煙臺(tái)朗裕新材料科技有限公司
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Shandong Feiyang Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Feiyang Chemical Co., Ltd
Shandong Jing Kun Chemical Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Jing Kun Chemical Co.,Ltd.
Xiamen PinR Bio-tech Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Xiamen PinR Bio-tech Co., Ltd.
NewCan Biotech Limited
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
NewCan Biotech Limited