Cas no 1098356-12-7 (5-Fluoro-1-benzothiophene-2-carboxamide)

5-Fluoro-1-benzothiophene-2-carboxamide is a fluorinated benzothiophene derivative with a carboxamide functional group at the 2-position. This compound is of interest in medicinal chemistry and pharmaceutical research due to its structural features, which may contribute to enhanced binding affinity and metabolic stability in drug development. The fluorine substitution at the 5-position can influence electronic properties and lipophilicity, potentially improving bioavailability. Its benzothiophene core offers a rigid scaffold for designing bioactive molecules, particularly in kinase inhibition or CNS-targeted therapies. The carboxamide group provides hydrogen-bonding capabilities, facilitating interactions with biological targets. This compound serves as a versatile intermediate for synthesizing more complex molecules in drug discovery programs.
5-Fluoro-1-benzothiophene-2-carboxamide structure
1098356-12-7 structure
Product Name:5-Fluoro-1-benzothiophene-2-carboxamide
CAS No:1098356-12-7
MF:C9H6FNOS
MW:195.213444232941
MDL:MFCD11643470
CID:1074544
PubChem ID:43236701
Update Time:2025-10-24

5-Fluoro-1-benzothiophene-2-carboxamide Chemical and Physical Properties

Names and Identifiers

    • 5-Fluoro-1-benzothiophene-2-carboxamide
    • A922321
    • 1098356-12-7
    • 5-fluorobenzo[b]thiophene-2-carboxamide
    • EN300-7435755
    • DTXSID40655755
    • J-517546
    • MFCD11643470
    • AKOS005073152
    • KD-0705
    • CS-0259942
    • SCHEMBL22397972
    • MDL: MFCD11643470
    • Inchi: 1S/C9H6FNOS/c10-6-1-2-7-5(3-6)4-8(13-7)9(11)12/h1-4H,(H2,11,12)
    • InChI Key: HWVWDSSQJQIIPE-UHFFFAOYSA-N
    • SMILES: S1C(C(N)=O)=CC2C=C(C=CC1=2)F

Computed Properties

  • Exact Mass: 195.01541315g/mol
  • Monoisotopic Mass: 195.01541315g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 224
  • 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: 2.3
  • Topological Polar Surface Area: 71.3?2

5-Fluoro-1-benzothiophene-2-carboxamide Security Information

  • Storage Condition:Sealed in dry,2-8°C

5-Fluoro-1-benzothiophene-2-carboxamide Pricemore >>

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5-Fluoro-1-benzothiophene-2-carboxamide Related Literature

Additional information on 5-Fluoro-1-benzothiophene-2-carboxamide

5-Fluoro-1-benzothiophene-2-carboxamide: A Comprehensive Overview

The compound 5-Fluoro-1-benzothiophene-2-carboxamide, also known by its CAS number 1098356-12-7, is a fascinating molecule that has garnered significant attention in the fields of organic chemistry, pharmacology, and materials science. This compound belongs to the broader class of benzothiophene derivatives, which are known for their unique electronic properties and potential applications in drug discovery and advanced materials. In this article, we will delve into the structural characteristics, synthesis methods, pharmacological activities, and recent research findings related to this compound.

Benzothiophene derivatives are heterocyclic compounds that consist of a benzene ring fused to a thiophene ring. The presence of sulfur in the thiophene ring imparts distinct electronic properties to these compounds, making them valuable in various applications. The substitution pattern on the benzothiophene framework plays a crucial role in determining its chemical reactivity and biological activity. In the case of 5-Fluoro-1-benzothiophene-2-carboxamide, the fluorine atom at position 5 and the carboxamide group at position 2 introduce additional functional groups that further modulate its properties.

The synthesis of 5-Fluoro-1-benzothiophene-2-carboxamide typically involves multi-step organic reactions. Recent studies have focused on optimizing synthetic routes to improve yield and purity. For instance, researchers have employed methodologies such as Suzuki coupling reactions, Friedel-Crafts acylation, and nucleophilic substitution to construct this compound efficiently. These advancements not only enhance the scalability of synthesis but also pave the way for further functionalization of benzothiophene derivatives.

In terms of pharmacological activity, 5-Fluoro-1-benzothiophene-2-carboxamide has shown promising results in preclinical studies. It exhibits potent anti-inflammatory and antioxidant properties, making it a potential candidate for treating conditions such as neurodegenerative diseases and cardiovascular disorders. Additionally, this compound has demonstrated selective inhibition against certain enzymes, highlighting its potential as a lead molecule in drug discovery.

Recent research has also explored the application of benzothiophene derivatives in materials science. The unique electronic properties of these compounds make them suitable for use in organic electronics, such as field-effect transistors (FETs) and light-emitting diodes (LEDs). Studies have shown that incorporating fluorine atoms into the benzothiophene framework can enhance charge transport properties, which is critical for improving device performance.

The development of novel synthetic strategies for 5-Fluoro-1-benzothiophene-2-carboxamide has been a focal point of recent investigations. For example, researchers have utilized microwave-assisted synthesis to accelerate reaction times while maintaining high yields. Such innovations not only streamline production but also reduce environmental impact by minimizing waste generation.

In conclusion, 5-Fluoro-1-benzothiophene-2-carboxamide represents a compelling example of how structural modifications can significantly influence the properties and applications of benzothiophene derivatives. With ongoing advancements in synthetic methodologies and pharmacological research, this compound holds immense potential across diverse fields. As scientists continue to explore its capabilities, we can anticipate exciting breakthroughs that will further solidify its importance in modern chemistry and beyond.

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