Cas no 1092579-96-8 (4-(trifluoroMethyl)-1H-pyrrolo[2,3-b]pyridine)

4-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine is a fluorinated heterocyclic compound featuring a pyrrolopyridine core with a trifluoromethyl substituent at the 4-position. This structure imparts unique electronic and steric properties, making it a valuable intermediate in pharmaceutical and agrochemical research. The trifluoromethyl group enhances lipophilicity and metabolic stability, while the fused pyrrolopyridine scaffold offers versatile reactivity for further functionalization. Its applications include serving as a building block for kinase inhibitors and other biologically active molecules. The compound's high purity and well-defined synthetic route ensure reproducibility in research and development settings, supporting its use in medicinal chemistry and material science applications.
4-(trifluoroMethyl)-1H-pyrrolo[2,3-b]pyridine structure
1092579-96-8 structure
Product Name:4-(trifluoroMethyl)-1H-pyrrolo[2,3-b]pyridine
CAS No:1092579-96-8
MF:C8H5F3N2
MW:186.133911848068
MDL:MFCD12962629
CID:842575
PubChem ID:23515115
Update Time:2025-10-27

4-(trifluoroMethyl)-1H-pyrrolo[2,3-b]pyridine Chemical and Physical Properties

Names and Identifiers

    • 4-(trifluoroMethyl)-1H-pyrrolo[2,3-b]pyridine
    • 3-Bromo-4-(trifluoromethyl)-1H-pyrrolo[2,3-B]pyridine
    • AKOS025213737
    • 1092579-96-8
    • P18376
    • 4-trifluoromethyl-1H-pyrrolo[2, 3-b]pyridine
    • DB-059861
    • MFCD12962629
    • SB14416
    • CS-0183273
    • 4-Trifluoromethyl-1H-pyrrolo[2,3-b]pyridine
    • AS-78405
    • SY009059
    • 4-(Trifluoromethyl)-7-azaindole
    • DTXSID501251796
    • SCHEMBL1823256
    • MDL: MFCD12962629
    • Inchi: 1S/C8H5F3N2/c9-8(10,11)6-2-4-13-7-5(6)1-3-12-7/h1-4H,(H,12,13)
    • InChI Key: YXLVZAOBNZQKEU-UHFFFAOYSA-N
    • SMILES: FC(C1C=CN=C2C=1C=CN2)(F)F

Computed Properties

  • Exact Mass: 186.04055
  • Monoisotopic Mass: 186.04
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 192
  • 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
  • Topological Polar Surface Area: 28.7A^2
  • XLogP3: 2.2

Experimental Properties

  • PSA: 28.68

4-(trifluoroMethyl)-1H-pyrrolo[2,3-b]pyridine Pricemore >>

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abcr
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abcr
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4-(trifluoroMethyl)-1H-pyrrolo[2,3-b]pyridine Related Literature

Additional information on 4-(trifluoroMethyl)-1H-pyrrolo[2,3-b]pyridine

4-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine: A Comprehensive Overview

4-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine, also known by its CAS number 1092579-96-8, is a heterocyclic compound with a unique structure that has garnered significant attention in the fields of organic chemistry and materials science. This compound belongs to the class of pyrrolopyridines, which are known for their versatile applications in drug discovery and advanced materials. The presence of a trifluoromethyl group at the 4-position introduces intriguing electronic and steric properties, making it a valuable molecule for various research and industrial applications.

The synthesis of 4-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine typically involves multi-step organic reactions, often leveraging palladium-catalyzed cross-coupling reactions or other advanced methodologies. Recent advancements in catalytic processes have enabled the efficient and scalable production of this compound, which is crucial for its broader application in both academic and industrial settings. The molecule's structure is characterized by a fused pyrrole and pyridine ring system, with the trifluoromethyl group providing additional functionality.

One of the most promising applications of 4-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine lies in its potential as a building block for drug development. Its unique electronic properties make it an attractive candidate for designing bioactive molecules targeting various therapeutic areas. For instance, recent studies have explored its role in modulating ion channels and enzyme activities, which are critical for treating conditions such as epilepsy, cancer, and neurodegenerative diseases.

In addition to its pharmacological applications, this compound has also found utility in materials science. The incorporation of 4-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine into polymer frameworks has been investigated for its potential to enhance material properties such as thermal stability and mechanical strength. Furthermore, its ability to act as a ligand in metal-organic frameworks (MOFs) has opened new avenues for catalysis and gas storage applications.

The study of 4-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine has been significantly advanced by modern analytical techniques such as X-ray crystallography and computational modeling. These tools have provided deeper insights into its molecular geometry and electronic structure, which are essential for understanding its reactivity and functionality. Recent computational studies have highlighted its potential as a π-acidic ligand in coordination chemistry, further expanding its scope of applications.

From an environmental standpoint, the synthesis and application of 4-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine have been designed with sustainability in mind. Researchers are increasingly focusing on green chemistry principles to minimize waste and energy consumption during production processes. This approach not only aligns with global efforts to reduce environmental impact but also ensures the long-term viability of this compound's applications.

In conclusion, 4-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine, with its distinctive chemical properties and versatile applications, continues to be a focal point in contemporary research. Its role as a key building block in drug discovery and materials science underscores its significance in advancing technological frontiers. As research progresses, this compound is expected to unlock new possibilities across diverse industries, solidifying its position as an essential molecule in modern chemistry.

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