Cas no 1190321-01-7 (7-fluoro-1h-pyrrolo[2,3-c]pyridine)

7-Fluoro-1H-pyrrolo[2,3-c]pyridine is a fluorinated heterocyclic compound featuring a fused pyrrole-pyridine core structure. The introduction of a fluorine atom at the 7-position enhances its electronic properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its rigid bicyclic framework offers stability, while the fluorine substituent can influence reactivity and binding affinity in target molecules. This compound is particularly useful in medicinal chemistry for the development of bioactive molecules, including kinase inhibitors and CNS-active agents. Its high purity and well-defined structure ensure reproducibility in research and industrial applications. Suitable for further functionalization, it serves as a versatile building block in organic synthesis.
7-fluoro-1h-pyrrolo[2,3-c]pyridine structure
1190321-01-7 structure
Product Name:7-fluoro-1h-pyrrolo[2,3-c]pyridine
CAS No:1190321-01-7
MF:C7H5FN2
MW:136.126404523849
CID:1208846
PubChem ID:53413170
Update Time:2025-06-22

7-fluoro-1h-pyrrolo[2,3-c]pyridine Chemical and Physical Properties

Names and Identifiers

    • 7-fluoro-1h-pyrrolo[2,3-c]pyridine
    • 1H-Pyrrolo[2,3-c]pyridine, 7-fluoro-
    • 1190321-01-7
    • 7-FLUORO-6-AZAINDOLE
    • Inchi: 1S/C7H5FN2/c8-7-6-5(1-3-9-6)2-4-10-7/h1-4,9H
    • InChI Key: GKDQPDBJDHUSHZ-UHFFFAOYSA-N
    • SMILES: FC1C2=C(C=CN=1)C=CN2

Computed Properties

  • Exact Mass: 136.04367633g/mol
  • Monoisotopic Mass: 136.04367633g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 129
  • 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: 1.4
  • Topological Polar Surface Area: 28.7?2

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Additional information on 7-fluoro-1h-pyrrolo[2,3-c]pyridine

Introduction to 7-Fluoro-1H-Pyrrolo[2,3-c]pyridine (CAS No. 1190321-01-7)

7-Fluoro-1H-pyrrolo[2,3-c]pyridine (CAS No. 1190321-01-7) is a heterocyclic compound that has garnered significant attention in the field of medicinal chemistry due to its unique structural properties and potential therapeutic applications. This compound belongs to the class of pyrrolopyridines, which are known for their diverse biological activities, including anti-inflammatory, antiviral, and anticancer properties.

The chemical structure of 7-fluoro-1H-pyrrolo[2,3-c]pyridine features a pyrrole ring fused with a pyridine ring, with a fluorine atom substituting at the 7-position. The presence of the fluorine atom imparts unique electronic and steric effects that can significantly influence the compound's reactivity and biological activity. Fluorinated heterocycles are particularly interesting due to their enhanced metabolic stability and improved pharmacokinetic properties.

Recent research has highlighted the potential of 7-fluoro-1H-pyrrolo[2,3-c]pyridine in various therapeutic areas. For instance, studies have shown that this compound exhibits potent antiviral activity against several RNA viruses, including influenza and hepatitis C viruses. The mechanism of action is believed to involve the inhibition of viral replication by interfering with key viral enzymes or pathways.

In addition to its antiviral properties, 7-fluoro-1H-pyrrolo[2,3-c]pyridine has also been investigated for its anticancer potential. Preclinical studies have demonstrated that this compound can induce apoptosis in various cancer cell lines, including those resistant to conventional chemotherapy. The exact mechanism of action is still under investigation, but it is thought to involve the modulation of signaling pathways involved in cell proliferation and survival.

The synthetic accessibility of 7-fluoro-1H-pyrrolo[2,3-c]pyridine has also been a subject of interest in organic synthesis. Several efficient synthetic routes have been developed to prepare this compound and its derivatives. These methods typically involve the cyclization of appropriately substituted pyrrole and pyridine precursors, followed by fluorination at the desired position. The development of these synthetic strategies has facilitated the exploration of structure-activity relationships (SAR) and the optimization of pharmacological properties.

In the context of drug discovery and development, 7-fluoro-1H-pyrrolo[2,3-c]pyridine represents a promising lead compound for further optimization. Its unique chemical structure and favorable biological profile make it an attractive candidate for the design of novel therapeutics. Ongoing research aims to identify more potent and selective analogs through rational drug design and high-throughput screening techniques.

The safety profile of 7-fluoro-1H-pyrrolo[2,3-c]pyridine is another critical aspect being evaluated in preclinical studies. Initial toxicity assessments have shown that this compound exhibits low toxicity in vitro and in animal models. However, further investigations are necessary to fully understand its safety profile before advancing to clinical trials.

In conclusion, 7-fluoro-1H-pyrrolo[2,3-c]pyridine (CAS No. 1190321-01-7) is a versatile heterocyclic compound with significant potential in medicinal chemistry. Its unique structural features and diverse biological activities make it an exciting area of research for developing new therapeutic agents. As ongoing studies continue to unravel its mechanisms of action and optimize its pharmacological properties, this compound is poised to play a crucial role in advancing drug discovery efforts in various therapeutic areas.

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