Cas no 69815-97-0 (4-Methylthiophene-2-sulfonyl chloride)

4-Methylthiophene-2-sulfonyl chloride is a versatile sulfonylating reagent commonly employed in organic synthesis and pharmaceutical applications. Its key advantages include high reactivity with nucleophiles, enabling efficient introduction of the 4-methylthiophene-2-sulfonyl moiety into target molecules. The compound exhibits good stability under standard handling conditions, facilitating its use in multistep reactions. Its structural features make it particularly useful for modifying heterocyclic compounds and constructing sulfonamide derivatives, which are prevalent in bioactive molecules. The electron-rich thiophene ring enhances reactivity in electrophilic substitutions, while the sulfonyl chloride group provides a convenient handle for further functionalization. This reagent is typically utilized under anhydrous conditions to prevent hydrolysis of the sulfonyl chloride functionality.
4-Methylthiophene-2-sulfonyl chloride structure
69815-97-0 structure
Product Name:4-Methylthiophene-2-sulfonyl chloride
CAS No:69815-97-0
MF:C5H5ClO2S2
MW:196.674998044968
MDL:MFCD05864497
CID:387468
PubChem ID:13425714
Update Time:2025-06-08

4-Methylthiophene-2-sulfonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 4-Methylthiophene-2-sulfonyl chloride
    • 2-Thiophenesulfonyl chloride, 4-methyl-
    • 4-methyl-2-Thiophenesulfonyl chloride
    • 4-methylthiophene-2-sulfonyl chloride(SALTDATA: FREE)
    • AC1Q2OL9
    • AGN-PC-00MJ8X
    • AK-99328
    • Ambcb4002158
    • CTK1H5286
    • MolPort-001-794-833
    • F10351
    • 4-METHYLTHIOPHENE-2-SULFONYLCHLORIDE
    • FT-0748028
    • ODGLPBPKJDDNRQ-UHFFFAOYSA-N
    • CS-0242247
    • 69815-97-0
    • F1905-6435
    • DTXSID00540456
    • SCHEMBL1127299
    • AKOS006221150
    • EN300-246461
    • 4-methylthiophene-2-sulfonyl chloride, AldrichCPR
    • AS-46743
    • MFCD05864497
    • DA-39131
    • MDL: MFCD05864497
    • Inchi: 1S/C5H5ClO2S2/c1-4-2-5(9-3-4)10(6,7)8/h2-3H,1H3
    • InChI Key: ODGLPBPKJDDNRQ-UHFFFAOYSA-N
    • SMILES: ClS(C1=CC(C)=CS1)(=O)=O

Computed Properties

  • Exact Mass: 195.9419494g/mol
  • Monoisotopic Mass: 195.9419494g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 206
  • 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: 70.8?2

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4-Methylthiophene-2-sulfonyl chloride Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:69815-97-0)4-Methylthiophene-2-sulfonyl chloride
Order Number:A1172722
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 01:23
Price ($):435.0

Additional information on 4-Methylthiophene-2-sulfonyl chloride

Professional Introduction to 4-Methylthiophene-2-sulfonyl chloride (CAS No: 69815-97-0)

4-Methylthiophene-2-sulfonyl chloride, with the chemical identifier CAS No: 69815-97-0, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and medicinal chemistry. This compound belongs to the thiophene sulfonyl chloride class, characterized by its sulfur-containing heterocyclic structure and the presence of a sulfonyl chloride functional group. The unique combination of these structural features makes it a valuable intermediate in the synthesis of various bioactive molecules, particularly in the development of novel therapeutic agents.

The significance of 4-Methylthiophene-2-sulfonyl chloride lies in its versatility as a building block in organic synthesis. The sulfonyl chloride moiety is highly reactive, enabling it to participate in nucleophilic substitution reactions, forming sulfonamides, sulfonates, and other derivatives. These derivatives are crucial in medicinal chemistry, as they often exhibit enhanced biological activity and improved pharmacokinetic properties. The thiophene ring, on the other hand, is a common structural motif in many biologically active compounds, including antiviral, antibacterial, and anticancer agents.

In recent years, there has been a surge in research focused on developing new therapeutic strategies for various diseases. Among these, cancer remains one of the most challenging areas requiring innovative treatment modalities. 4-Methylthiophene-2-sulfonyl chloride has emerged as a key intermediate in the synthesis of novel chemotherapeutic agents. Researchers have leveraged its reactivity to develop sulfonamide-based inhibitors that target specific enzymes involved in cancer cell proliferation and survival. For instance, studies have demonstrated its utility in generating thiophene sulfonamides that inhibit tyrosine kinases, which are overexpressed in many cancer types.

The pharmaceutical industry has also explored the use of 4-Methylthiophene-2-sulfonyl chloride in the development of anti-inflammatory drugs. Thiophene derivatives have shown promise in modulating inflammatory pathways by inhibiting key enzymes such as cyclooxygenase (COX) and lipoxygenase (LOX). By incorporating the sulfonyl chloride group into these structures, chemists have been able to enhance binding affinity and selectivity, leading to more effective anti-inflammatory agents with reduced side effects.

Another area where 4-Methylthiophene-2-sulfonyl chloride has made a notable impact is in the field of antiviral research. The structural framework of thiophenes provides a scaffold that can interact with viral proteases and polymerases, thereby inhibiting viral replication. Researchers have synthesized various thiophene sulfonamides derived from 4-Methylthiophene-2-sulfonyl chloride that exhibit potent antiviral activity against RNA viruses, including those responsible for influenza and hepatitis C. These findings highlight the compound's potential as a lead structure for developing next-generation antiviral drugs.

The synthesis of 4-Methylthiophene-2-sulfonyl chloride involves multi-step organic reactions that require precise control over reaction conditions. Typically, it begins with the chlorosulfonation of 4-methylthiophene to introduce the sulfonyl chloride group at the 2-position. This process often employs chlorosulfonic acid or equivalent reagents under controlled temperature and stoichiometry to ensure high yield and purity. The resulting compound can then be further functionalized through various chemical transformations to produce more complex molecules tailored for specific biological applications.

In terms of industrial applications, 4-Methylthiophene-2-sulfonyl chloride is utilized not only in pharmaceutical synthesis but also in agrochemicals and specialty chemicals. Its reactivity allows for the creation of derivatives that serve as intermediates in pesticide formulations and other industrial processes. The ability to modify its structure enables chemists to fine-tune properties such as solubility, stability, and bioavailability, making it a versatile tool across multiple industries.

The safety profile of 4-Methylthiophene-2-sulfonyl chloride is another critical aspect that has been extensively studied. While sulfonyl chlorides are known for their reactivity and potential irritant properties, proper handling protocols ensure safe usage in laboratory and industrial settings. Researchers adhere to stringent guidelines regarding storage conditions, personal protective equipment (PPE), and waste disposal to mitigate any risks associated with its handling.

Future research directions for 4-Methylthiophene-2-sulfonyl chloride include exploring its role in drug discovery beyond traditional therapeutic areas. There is growing interest in using thiophene derivatives for applications such as neurodegenerative diseases and rare genetic disorders. By designing novel sulfonamide-based compounds derived from this intermediate, scientists aim to identify treatments for conditions where current options are limited or non-existent.

In conclusion,4-Methylthiophene-2-sulfonyl chloride (CAS No: 69815-97-0) is a multifaceted compound with significant potential in pharmaceutical research and development. Its unique structural features make it an invaluable intermediate for synthesizing bioactive molecules targeting various diseases. As research continues to uncover new applications and optimize synthetic methodologies,4-Methylthiophene-2-sulfonyl chloride is poised to remain at the forefront of medicinal chemistry innovation.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:69815-97-0)4-Methylthiophene-2-sulfonyl chloride
A1172722
Purity:99%
Quantity:1g
Price ($):435.0
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