Cas no 929973-74-0 (2-phenyl-2H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine)

2-Phenyl-2H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine is a heterocyclic compound featuring a fused pyrazole-pyridine core with a phenyl substituent at the 2-position. This structure imparts unique electronic and steric properties, making it a valuable intermediate in medicinal chemistry and drug discovery. Its rigid bicyclic framework enhances binding affinity to biological targets, while the phenyl group offers opportunities for further functionalization. The compound’s stability and synthetic versatility make it suitable for developing pharmacologically active molecules, particularly in CNS and oncology research. Its well-defined reactivity profile allows for precise modifications, enabling tailored applications in lead optimization and scaffold diversification.
2-phenyl-2H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine structure
929973-74-0 structure
Product Name:2-phenyl-2H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine
CAS No:929973-74-0
MF:C12H13N3
MW:199.251722097397
MDL:MFCD09040786
CID:999230
PubChem ID:16228823
Update Time:2025-10-20

2-phenyl-2H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine Chemical and Physical Properties

Names and Identifiers

    • 2-Phenyl-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine
    • 2-phenyl-4,5,6,7-tetrahydropyrazolo[4,3-c]pyridine
    • 4,5,6,7-tetrahydro-2-phenyl-2H-Pyrazolo[4,3-c]pyridine
    • 2-phenyl-2H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine
    • 929973-74-0
    • SCHEMBL2178294
    • FT-0710335
    • 2-Phenyl-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine, AldrichCPR
    • AKOS016002896
    • D86168
    • DTXSID40585548
    • MB06898
    • EN300-57833
    • WYAIJTGPEFAROM-UHFFFAOYSA-N
    • DB-079452
    • MDL: MFCD09040786
    • Inchi: 1S/C12H13N3/c1-2-4-11(5-3-1)15-9-10-8-13-7-6-12(10)14-15/h1-5,9,13H,6-8H2
    • InChI Key: WYAIJTGPEFAROM-UHFFFAOYSA-N
    • SMILES: N1CCC2C(=CN(C3C=CC=CC=3)N=2)C1

Computed Properties

  • Exact Mass: 199.11100
  • Monoisotopic Mass: 199.110947427g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 213
  • 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: 1.3
  • Topological Polar Surface Area: 29.8?2

Experimental Properties

  • Density: 1.242
  • Boiling Point: 358.41°C at 760 mmHg
  • Flash Point: 170.56°C
  • Refractive Index: 1.675
  • PSA: 29.85000
  • LogP: 1.84680

2-phenyl-2H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine 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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Additional information on 2-phenyl-2H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine

2-Phenyl-2H,4H,5H,6H,7H-Pyrazolo[4,3-c]Pyridine: A Comprehensive Overview

The compound with CAS No. 929973-74-0, commonly referred to as 2-phenyl-2H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine, is a fascinating heterocyclic compound that has garnered significant attention in the fields of organic chemistry and materials science. This molecule belongs to the class of pyrazolopyridines, which are known for their unique electronic properties and structural versatility. Recent advancements in synthetic methodologies and computational modeling have shed light on its potential applications in drug discovery and optoelectronic materials.

Pyrazolo[4,3-c]pyridine derivatives have been extensively studied due to their ability to act as building blocks for more complex molecular architectures. The 2-phenyl substitution pattern in this compound introduces steric and electronic effects that can be exploited to modulate its reactivity and functionality. Researchers have employed various synthetic strategies, including microwave-assisted synthesis and catalytic cross-coupling reactions, to prepare this compound efficiently. These methods not only enhance the yield but also ensure the purity required for advanced characterization techniques such as X-ray crystallography and NMR spectroscopy.

One of the most promising applications of 2-phenyl-2H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine lies in its potential as a ligand in transition metal complexes. Recent studies have demonstrated that this compound can coordinate with metals such as copper and iron, forming complexes with unique magnetic and optical properties. These findings open avenues for its use in spintronic devices and sensors. Furthermore, its ability to act as a π-conjugated system makes it a candidate for applications in organic light-emitting diodes (OLEDs) and photovoltaic materials.

In the realm of drug discovery, pyrazolo[4,3-c]pyridine derivatives have shown promise as kinase inhibitors and anti-inflammatory agents. The 2-phenyl group in this compound plays a crucial role in enhancing its bioavailability and binding affinity to target proteins. Computational studies using molecular docking simulations have revealed that this compound can interact with key residues in the active site of various enzymes, suggesting its potential as a lead compound for drug development.

The synthesis of 2-phenyl-2H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine involves a multi-step process that typically begins with the preparation of intermediate pyrazole derivatives. The condensation reaction between these intermediates and appropriate pyridine precursors under high temperature or catalytic conditions yields the desired product. Recent optimizations in this process have focused on reducing reaction times and minimizing byproduct formation through the use of environmentally friendly solvents and catalysts.

From a structural standpoint, pyrazolo[4,3-c]pyridine exhibits a rigid framework that facilitates π–π interactions and charge transport properties. These characteristics make it an attractive candidate for applications in organic electronics. For instance, studies have shown that films prepared from this compound exhibit high carrier mobility when incorporated into field-effect transistors (FETs). Such findings underscore its potential role in next-generation electronic devices.

In conclusion, 2-phenyl-2H

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