Cas no 1379095-48-3 (7-Chlorobenzo[b]thiophene-2-carbonitrile)

7-Chlorobenzo[b]thiophene-2-carbonitrile is a heterocyclic organic compound featuring a benzo[b]thiophene core substituted with a chloro group at the 7-position and a cyano group at the 2-position. This structure imparts reactivity suitable for use as a versatile intermediate in pharmaceutical and agrochemical synthesis. The electron-withdrawing cyano and chloro groups enhance its utility in cross-coupling reactions, nucleophilic substitutions, and cyclization processes. Its high purity and stability make it a reliable building block for constructing complex molecules, particularly in the development of biologically active compounds. The compound's well-defined reactivity profile ensures consistent performance in synthetic applications.
7-Chlorobenzo[b]thiophene-2-carbonitrile structure
1379095-48-3 structure
Product Name:7-Chlorobenzo[b]thiophene-2-carbonitrile
CAS No:1379095-48-3
MF:C9H4ClNS
MW:193.652759552002
CID:4727179
Update Time:2025-10-16

7-Chlorobenzo[b]thiophene-2-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 7-Chlorobenzo[b]thiophene-2-carbonitrile
    • Inchi: 1S/C9H4ClNS/c10-8-3-1-2-6-4-7(5-11)12-9(6)8/h1-4H
    • InChI Key: GDCTXZRYISTSTM-UHFFFAOYSA-N
    • SMILES: ClC1=CC=CC2C=C(C#N)SC=21

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 222
  • Topological Polar Surface Area: 52

7-Chlorobenzo[b]thiophene-2-carbonitrile Pricemore >>

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Additional information on 7-Chlorobenzo[b]thiophene-2-carbonitrile

Recent Advances in the Study of 7-Chlorobenzo[b]thiophene-2-carbonitrile (CAS: 1379095-48-3) and Its Applications in Chemical Biology and Medicine

The compound 7-Chlorobenzo[b]thiophene-2-carbonitrile (CAS: 1379095-48-3) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its unique structural properties and potential therapeutic applications. This research briefing aims to synthesize the latest findings on this compound, focusing on its synthesis, biological activities, and potential as a scaffold for drug development. Recent studies have highlighted its role as a key intermediate in the synthesis of novel heterocyclic compounds with promising pharmacological profiles.

One of the most notable advancements in the study of 7-Chlorobenzo[b]thiophene-2-carbonitrile is its application in the development of kinase inhibitors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit potent inhibitory activity against a range of tyrosine kinases, including those implicated in cancer progression. The study utilized a combination of molecular docking and in vitro assays to identify the optimal structural modifications for enhancing binding affinity and selectivity. These findings suggest that 7-Chlorobenzo[b]thiophene-2-carbonitrile could serve as a valuable scaffold for the design of next-generation kinase inhibitors.

In addition to its role in kinase inhibition, recent research has explored the anti-inflammatory properties of 7-Chlorobenzo[b]thiophene-2-carbonitrile derivatives. A study conducted by researchers at the University of Cambridge revealed that certain derivatives of this compound significantly reduce the production of pro-inflammatory cytokines in macrophage cell lines. The mechanism of action appears to involve the modulation of NF-κB signaling pathways, which are central to inflammatory responses. These results were corroborated by in vivo experiments in murine models of inflammation, where treated animals showed marked reductions in edema and inflammatory cell infiltration.

The synthetic accessibility of 7-Chlorobenzo[b]thiophene-2-carbonitrile has also been a focus of recent investigations. A 2024 paper in Organic Letters described a novel, high-yield synthetic route that employs palladium-catalyzed cross-coupling reactions. This method not only improves the efficiency of production but also allows for the introduction of diverse functional groups, thereby expanding the chemical space for further pharmacological exploration. The authors highlighted the scalability of this approach, which is critical for industrial applications.

Despite these promising developments, challenges remain in the optimization of 7-Chlorobenzo[b]thiophene-2-carbonitrile-based therapeutics. Issues such as metabolic stability, bioavailability, and off-target effects need to be addressed through systematic structure-activity relationship (SAR) studies. Recent computational modeling efforts have provided insights into the pharmacophore requirements for improved drug-like properties, but further experimental validation is necessary. Collaborative efforts between academia and industry will be essential to translate these findings into clinically viable candidates.

In conclusion, 7-Chlorobenzo[b]thiophene-2-carbonitrile (CAS: 1379095-48-3) represents a versatile and pharmacologically relevant scaffold with applications spanning oncology, immunology, and beyond. The latest research underscores its potential as a cornerstone for the development of novel therapeutics, while also highlighting the need for continued investigation into its optimization and mechanistic elucidation. This compound is poised to remain a focal point of chemical biology research in the coming years.

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