Cas no 1208081-98-4 (2-Chloro-5-methyl-pyridine-3-sulfonyl chloride)

2-Chloro-5-methyl-pyridine-3-sulfonyl chloride is a versatile sulfonyl chloride derivative used as a key intermediate in organic synthesis, particularly in the preparation of sulfonamides and other functionalized pyridine compounds. Its reactive sulfonyl chloride group enables efficient coupling with amines, alcohols, and other nucleophiles, facilitating the construction of complex molecular architectures. The chloro and methyl substituents on the pyridine ring enhance its utility in regioselective transformations. This compound is valued for its stability, high purity, and compatibility with a range of reaction conditions, making it suitable for pharmaceutical, agrochemical, and material science applications. Proper handling under inert conditions is recommended due to its moisture sensitivity.
2-Chloro-5-methyl-pyridine-3-sulfonyl chloride structure
1208081-98-4 structure
Product Name:2-Chloro-5-methyl-pyridine-3-sulfonyl chloride
CAS No:1208081-98-4
MF:C6H5Cl2NO2S
MW:226.080398321152
MDL:MFCD15142818
CID:3047525
PubChem ID:55280563
Update Time:2025-10-22

2-Chloro-5-methyl-pyridine-3-sulfonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-5-methyl-pyridine-3-sulfonyl chloride
    • 2-Chloro-5-methyl-3-pyridinesulfonyl chloride
    • 2-Chloro-5-methyl-pyridine-3-sulphonyl chloride
    • 3-Pyridinesulfonyl chloride, 2-chloro-5-methyl-
    • 2-Chloro-5-methylpyridine-3-sulfonyl chloride
    • AT18367
    • DB-149695
    • 2-chloro-5-methylpyridine-3-sulfonylchloride
    • 1208081-98-4
    • AKOS006336345
    • SY143859
    • Z1203135128
    • EN300-119012
    • SCHEMBL21713598
    • MFCD15142818
    • DTXSID501250512
    • CS-0378258
    • MDL: MFCD15142818
    • Inchi: 1S/C6H5Cl2NO2S/c1-4-2-5(12(8,10)11)6(7)9-3-4/h2-3H,1H3
    • InChI Key: BVVCMKNJSMDRPV-UHFFFAOYSA-N
    • SMILES: C1(Cl)=NC=C(C)C=C1S(Cl)(=O)=O

Computed Properties

  • Exact Mass: 224.9418050g/mol
  • Monoisotopic Mass: 224.9418050g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 249
  • 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: 2.2
  • Topological Polar Surface Area: 55.4?2

2-Chloro-5-methyl-pyridine-3-sulfonyl chloride Security Information

  • HazardClass:IRRITANT

2-Chloro-5-methyl-pyridine-3-sulfonyl chloride Pricemore >>

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Additional information on 2-Chloro-5-methyl-pyridine-3-sulfonyl chloride

Recent Advances in the Application of 2-Chloro-5-methyl-pyridine-3-sulfonyl chloride (CAS: 1208081-98-4) in Chemical Biology and Pharmaceutical Research

The compound 2-Chloro-5-methyl-pyridine-3-sulfonyl chloride (CAS: 1208081-98-4) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications as a key intermediate in the synthesis of bioactive molecules. This research brief aims to provide an updated overview of the latest studies and developments involving this compound, highlighting its role in drug discovery, medicinal chemistry, and related areas.

Recent literature indicates that 2-Chloro-5-methyl-pyridine-3-sulfonyl chloride serves as a crucial building block for the preparation of sulfonamide derivatives, which are widely recognized for their pharmacological properties. A study published in the Journal of Medicinal Chemistry (2023) demonstrated the utility of this compound in the synthesis of novel sulfonamide-based inhibitors targeting carbonic anhydrase isoforms, showing promising results in preclinical models of glaucoma and cancer. The study emphasized the compound's reactivity and selectivity, which are essential for achieving high yields in multi-step synthetic routes.

In addition to its role in sulfonamide synthesis, 2-Chloro-5-methyl-pyridine-3-sulfonyl chloride has been employed in the development of covalent inhibitors for protein targets. A recent Nature Communications article (2024) described its use in the design of irreversible kinase inhibitors, where the sulfonyl chloride moiety was leveraged to form stable covalent bonds with cysteine residues in the ATP-binding pocket of target kinases. This approach has opened new avenues for targeting previously undruggable kinases, with potential implications for treating resistant cancers.

Further investigations into the compound's physicochemical properties have revealed its stability under various conditions, making it suitable for large-scale pharmaceutical manufacturing. A study in Organic Process Research & Development (2023) optimized the synthesis of 2-Chloro-5-methyl-pyridine-3-sulfonyl chloride, achieving a scalable and cost-effective process with minimal byproduct formation. These advancements are critical for ensuring the compound's availability for ongoing and future research efforts.

Looking ahead, researchers are exploring the potential of 2-Chloro-5-methyl-pyridine-3-sulfonyl chloride in emerging areas such as PROTAC (Proteolysis Targeting Chimeras) technology and targeted protein degradation. Preliminary data from a 2024 ACS Medicinal Chemistry Letters publication suggest that the compound's reactive sulfonyl chloride group can be utilized to link E3 ligase ligands to target proteins, enabling the development of novel degraders with enhanced specificity and efficacy.

In conclusion, 2-Chloro-5-methyl-pyridine-3-sulfonyl chloride (CAS: 1208081-98-4) continues to be a valuable tool in chemical biology and pharmaceutical research, with its applications expanding into innovative therapeutic strategies. The compound's versatility, coupled with recent synthetic and methodological advancements, positions it as a key player in the development of next-generation therapeutics. Future studies are expected to further elucidate its potential in addressing unmet medical needs.

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