Cas no 80537-07-1 (2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid)

2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid structure
80537-07-1 structure
Product Name:2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid
CAS No:80537-07-1
MF:C14H10N2O2
MW:238.241403102875
MDL:MFCD22044152
CID:1095593
Update Time:2025-11-02

2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid
    • 2-Phenyl-pyrazolo[1,5-a]pyridine-3-carboxylic acid
    • AK151063
    • RODMDGXKDAYPMU-UHFFFAOYSA-N
    • AX8287956
    • pyrazolo[1,5-a]pyridine-3-carboxylic acid,2-phenyl-
    • 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid (ACI)
    • MDL: MFCD22044152
    • Inchi: 1S/C14H10N2O2/c17-14(18)12-11-8-4-5-9-16(11)15-13(12)10-6-2-1-3-7-10/h1-9H,(H,17,18)
    • InChI Key: RODMDGXKDAYPMU-UHFFFAOYSA-N
    • SMILES: O=C(C1=C2N(C=CC=C2)N=C1C1C=CC=CC=1)O

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2
  • Complexity: 315
  • Topological Polar Surface Area: 54.6

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2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Methanol ,  Water ;  rt → 80 °C
1.2 Reagents: Hydrochloric acid Solvents: Water
Reference
Development of Structurally Diverse N-Heterocyclic Carbene Ligands via Palladium-Copper-Catalyzed Decarboxylative Arylation of Pyrazolo[1,5-a]pyridine-3-carboxylic Acid
Alam, Khyarul; et al, Advanced Synthesis & Catalysis, 2016, 358(16), 2661-2670

Production Method 2

Reaction Conditions
1.1 Reagents: 4-Benzyloxybenzyl bromide (bromo-Wang resin-bound) ,  Diisopropylethylamine ,  Cesium iodide Solvents: Dimethylformamide ;  72 h, rt
1.2 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  20 - 40 h, rt
1.3 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ;  2 h, rt; overnight, rt
Reference
Solid-Phase Synthesis of Pyrazolopyridines from Polymer-Bound Alkyne and Azomethine Imines
Harju, Kirsi; et al, Journal of Combinatorial Chemistry, 2006, 8(3), 344-349

2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid Raw materials

2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid Preparation Products

Additional information on 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid

Comprehensive Overview of 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid (CAS No. 80537-07-1)

2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid (CAS No. 80537-07-1) is a heterocyclic organic compound with a unique structural framework, combining pyrazolo[1,5-a]pyridine and phenyl moieties. This compound has garnered significant attention in pharmaceutical and materials science research due to its versatile applications. Its molecular structure features a pyrazolo[1,5-a]pyridine core, which is known for its electron-rich properties, making it a valuable scaffold in drug discovery and optoelectronic materials.

In recent years, the demand for 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid has surged, particularly in the context of AI-driven drug discovery and green chemistry. Researchers are increasingly exploring its potential as a building block for small-molecule inhibitors and fluorescence probes, aligning with the growing trend of precision medicine and sustainable synthesis. The compound's CAS No. 80537-07-1 is frequently searched in academic databases, reflecting its relevance in cutting-edge studies.

The synthesis of 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid typically involves multi-step reactions, including cyclization and carboxylation processes. Its carboxylic acid functional group allows for further derivatization, enabling the creation of esters, amides, and other derivatives with tailored properties. This adaptability makes it a favorite among chemists working on high-throughput screening and combinatorial chemistry.

From an industrial perspective, 80537-07-1 is often discussed in forums focusing on scalable synthesis and cost-effective production. Companies are investing in optimizing its manufacturing processes to meet the rising demand from the pharmaceutical and agrochemical sectors. Additionally, its potential role in organic light-emitting diodes (OLEDs) has sparked interest in the materials science community, where researchers are investigating its photophysical properties.

Environmental and regulatory considerations are also critical when discussing 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid. The compound's biodegradability and toxicity profile are under scrutiny, especially in light of the European Chemicals Agency (ECHA) guidelines and REACH compliance. These factors are increasingly influencing procurement decisions in the fine chemicals market.

In summary, 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid (CAS No. 80537-07-1) represents a multifaceted compound with broad applications across drug development, materials engineering, and sustainable chemistry. Its structural uniqueness and functional versatility continue to drive innovation, making it a subject of ongoing research and commercial interest.

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