Cas no 173908-60-6 (5-methyl-2-nitrobenzene-1-sulfonyl chloride)

5-methyl-2-nitrobenzene-1-sulfonyl chloride structure
173908-60-6 structure
Product Name:5-methyl-2-nitrobenzene-1-sulfonyl chloride
CAS No:173908-60-6
MF:C7H6ClNO4S
MW:235.644839763641
MDL:MFCD18399651
CID:1358761
PubChem ID:55279901
Update Time:2025-11-01

5-methyl-2-nitrobenzene-1-sulfonyl chloride Chemical and Physical Properties

Names and Identifiers

    • Benzenesulfonyl chloride, 5-methyl-2-nitro-
    • 2-nitro-5-methylbenzenesulfonyl chloride
    • 5-methyl-2-nitrobenzene-1-sulfonyl chloride
    • 5-methyl-2-nitrobenzenesulfonyl chloride
    • 173908-60-6
    • G75051
    • BMYVMTZPQQYAJR-UHFFFAOYSA-N
    • AKOS006334841
    • 5-methyl-2-nitro-benzenesulfonyl chloride
    • 5-Methyl-2-nitrobenzene-1-sulfonylchloride
    • SCHEMBL139871
    • EN300-276073
    • MDL: MFCD18399651
    • Inchi: 1S/C7H6ClNO4S/c1-5-2-3-6(9(10)11)7(4-5)14(8,12)13/h2-4H,1H3
    • InChI Key: BMYVMTZPQQYAJR-UHFFFAOYSA-N
    • SMILES: ClS(C1C=C(C)C=CC=1[N+](=O)[O-])(=O)=O

Computed Properties

  • Exact Mass: 234.97068
  • Monoisotopic Mass: 234.9706065g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 318
  • 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: 2.1
  • Topological Polar Surface Area: 88.3?2

Experimental Properties

  • PSA: 77.28

5-methyl-2-nitrobenzene-1-sulfonyl chloride Pricemore >>

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Additional information on 5-methyl-2-nitrobenzene-1-sulfonyl chloride

Recent Advances in the Application of 5-Methyl-2-nitrobenzene-1-sulfonyl chloride (CAS: 173908-60-6) in Chemical Biology and Pharmaceutical Research

The compound 5-methyl-2-nitrobenzene-1-sulfonyl chloride (CAS: 173908-60-6) has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This sulfonyl chloride derivative serves as a critical building block in the synthesis of various bioactive molecules, including sulfonamides, which are widely used in drug development. Recent studies have highlighted its role in the design of enzyme inhibitors, fluorescent probes, and targeted therapeutics, making it a valuable tool for researchers in the field.

One of the most notable applications of 5-methyl-2-nitrobenzene-1-sulfonyl chloride is its use in the development of protease inhibitors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its efficacy in synthesizing sulfonamide-based inhibitors targeting cysteine proteases, which are implicated in numerous diseases, including cancer and parasitic infections. The study reported a high yield and selectivity for the synthesized inhibitors, underscoring the compound's utility in medicinal chemistry.

In addition to its role in drug development, 5-methyl-2-nitrobenzene-1-sulfonyl chloride has been employed in the creation of fluorescent probes for bioimaging. A recent publication in Chemical Communications detailed the synthesis of a novel sulfonyl chloride-derived probe capable of selectively labeling lysosomal compartments in live cells. This advancement opens new avenues for studying lysosomal dysfunction, a hallmark of neurodegenerative diseases such as Alzheimer's and Parkinson's.

Furthermore, the compound's reactivity and stability under physiological conditions have made it a preferred choice for click chemistry applications. Researchers have utilized 5-methyl-2-nitrobenzene-1-sulfonyl chloride to develop bioconjugation strategies for attaching small molecules to proteins and nucleic acids. A 2022 study in Angewandte Chemie showcased its use in site-specific protein modification, enabling the creation of homogeneous antibody-drug conjugates (ADCs) with improved therapeutic efficacy.

Despite its widespread use, challenges remain in optimizing the synthesis and purification of 5-methyl-2-nitrobenzene-1-sulfonyl chloride to meet industrial-scale demands. Recent advancements in flow chemistry and green synthesis methodologies have addressed some of these issues, as reported in a 2023 Organic Process Research & Development article. The study highlighted a scalable, solvent-free approach that reduces waste and improves yield, paving the way for broader adoption in pharmaceutical manufacturing.

In conclusion, 5-methyl-2-nitrobenzene-1-sulfonyl chloride (CAS: 173908-60-6) continues to play a pivotal role in advancing chemical biology and pharmaceutical research. Its applications in drug discovery, bioimaging, and bioconjugation underscore its versatility and importance. Future research is expected to focus on further refining its synthetic protocols and expanding its utility in emerging therapeutic areas, such as targeted drug delivery and precision medicine.

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