• 1. Esterase-responsive polymeric prodrug-based tumor targeting nanoparticles for improved anti-tumor performance against colon cancer?
  Gang Pan,Yi-jie Bao,Jie Xu,Tao Liu,Cheng Liu,Yan-yan Qiu,Xiao-jing Shi,Hui Yu,Ting-ting Jia,Xia Yuan,Ze-ting Yuan,Yi-jun Cao RSC Adv., 2016,6, 42109-42119
• 2. Establishing empirical design rules of nucleic acid templates for the synthesis of silver nanoclusters with tunable photoluminescence and functionalities towards targeted bioimaging applications?
  Jason Y. C. Lim,Yong Yu,Guorui Jin,Kai Li,Yi Lu,Jianping Xie Nanoscale Adv., 2020,2, 3921-3932
• 3. Examination of the hydrogen-bonding networks in small water clusters (n = 2–5, 13, 17) using absolutely localized molecular orbital energy decomposition analysis?
  Erika A. Cobar,Paul R. Horn,Robert G. Bergman,Martin Head-Gordon Phys. Chem. Chem. Phys., 2012,14, 15328-15339
• 4. Exchanged ligands on the surface of a giant cluster: [(MoO3)176(H2O)63(CH3OH)17Hn](32 – n)–
  Chem. Commun., 1998, 1501-1502
• 5. Evolution of calcium phosphate precipitation in hanging drop vapor diffusion by in situRaman microspectroscopy
  Gloria Belén Ramírez-Rodríguez,José Manuel Delgado-López,Jaime Gómez-Morales CrystEngComm, 2013,15, 2206-2212

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzenesulfonyl compounds Benzenesulfonyl halides

Introduction to 3-Chloro-4-nitrobenzene-1-sulfonyl chloride (CAS No: 64835-30-9)

3-Chloro-4-nitrobenzene-1-sulfonyl chloride, identified by the chemical abstracts service number 64835-30-9, is a significant intermediate in the realm of organic synthesis and pharmaceutical chemistry. This compound belongs to the class of sulfonyl chlorides, which are widely recognized for their utility in constructing complex molecular frameworks, particularly in the synthesis of active pharmaceutical ingredients (APIs) and specialty chemicals. The presence of both chloro and nitro substituents on the benzene ring imparts unique reactivity, making it a valuable building block for further derivatization.

The structural features of 3-Chloro-4-nitrobenzene-1-sulfonyl chloride contribute to its versatility in synthetic applications. The sulfonyl chloride functionality (-SO?Cl) is highly reactive towards nucleophiles, facilitating the formation of sulfonamides, sulfonates, and other derivatives. This reactivity is particularly exploited in medicinal chemistry, where sulfonamide-based compounds have demonstrated broad biological activity. The chloro substituent at the 3-position and the nitro group at the 4-position further enhance the compound's potential for functionalization, enabling access to a diverse array of pharmacophores.

In recent years, there has been growing interest in the development of novel therapeutic agents derived from nitroaromatic and chlorosulfonyl compounds. The nitro group, while traditionally associated with explosive properties, has found renewed relevance in medicinal chemistry due to its ability to modulate redox processes and serve as a handle for bioconjugation. For instance, studies have shown that nitroaromatics can be reduced to aminoaromatics under specific conditions, introducing amine functionalities that are conducive to further chemical modifications. This transformation has been leveraged in the synthesis of kinase inhibitors and other targeted therapies.

Moreover, the sulfonyl chloride derivative plays a crucial role in the preparation of protease inhibitors, which are essential in treating a variety of diseases, including HIV and cancer. The ability to introduce sulfonamide moieties into drug candidates has been instrumental in enhancing binding affinity and selectivity. For example, recent research has highlighted the use of 3-Chloro-4-nitrobenzene-1-sulfonyl chloride as a precursor in developing inhibitors targeting bacterial enzymes. The sulfonyl group provides a strong hydrogen bond acceptor capability, which is critical for interactions with biological targets.

The chloro substituent at the 3-position also contributes to the compound's synthetic utility by enabling cross-coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig couplings. These reactions are pivotal in constructing biaryl structures, which are prevalent in many bioactive molecules. By serving as a precursor for such transformations, 3-Chloro-4-nitrobenzene-1-sulfonyl chloride facilitates the rapid assembly of complex scaffolds without extensive synthetic overhead.

Recent advances in green chemistry have also influenced the handling and application of this compound. Efforts have been made to optimize synthetic routes that minimize waste and hazardous byproducts. For instance, catalytic methods have been explored to enhance sulfonylation efficiency while reducing reliance on stoichiometric reagents. Such innovations align with broader industry trends toward sustainable chemical practices.

In conclusion, 3-Chloro-4-nitrobenzene-1-sulfonyl chloride (CAS No: 64835-30-9) is a multifaceted intermediate with significant implications in pharmaceutical research and industrial applications. Its unique structural features enable diverse synthetic pathways, making it indispensable for developing novel therapeutics. As research continues to uncover new biological targets and synthetic methodologies, this compound is poised to remain a cornerstone in organic synthesis and drug discovery.

• 101241-55-8(Benzenesulfinyl chloride, 4-chloro-3-nitro-)
• 88519-66-8(2,4-dichloro-3-nitrobenzene-1-sulfonyl chloride)
• 4533-95-3(2-chloro-5-nitrobenzene-1-sulphonyl chloride)
• 20201-03-0(2-Chloro-4-nitrobenzene-1-sulfonyl chloride)
• 74875-17-5(2,6-Dichloro-4-nitrobenzene-1-sulfonyl chloride)
• 35168-72-0(Benzenesulfonyl chloride, 4-chloro-3,5-dinitro-)
• 276702-53-5(2,6-Dichloro-3-nitrobenzene-1-sulfonyl chloride)
• 21792-87-0(5-Chloro-2-Nitrobenzenesulfonyl chloride)
• 97-08-5(4-Chloro-3-nitrobenzenesulfonyl chloride)
• 15945-25-2(2-chloro-3-nitrobenzene-1-sulfonyl chloride)