Production Method 1

13736-22-6

85822-16-8

Reaction Conditions

1.1 Reagents: Thionyl chloride Catalysts: Dimethylformamide ;  2 min, rt; 3 min, rt → reflux

Reference

An Exploration of Chemical Properties Required for Cooperative Stabilization of the 14-3-3 Interaction with NF-κB-Utilizing a Reversible Covalent Tethering Approach

Wolter, Madita ; et al, Journal of Medicinal Chemistry, 2021, 64(12), 8423-8436

Production Method 2

91358-96-2

127-65-1

85822-16-8

Reaction Conditions

1.1 Reagents: Chlorosuccinimide Solvents: Acetonitrile ,  Water ;  rt
1.2 Solvents: Acetonitrile ;  2 min, rt; 15 min, 35 °C

Reference

Aminoxidation of Arenethiols to N-Chloro-N-sulfonyl Sulfinamides

Yang, Zhanhui; et al, Journal of Organic Chemistry, 2016, 81(7), 3051-3057

4-Formylbenzenesulfonyl Chloride Raw materials

• Sodium 4-Formylbenzenesulfonate (~90%)
• 4-Mercaptobenzaldehyde
• Chloramine-T

4-Formylbenzenesulfonyl Chloride Preparation Products

• 4-Formylbenzenesulfonyl Chloride (85822-16-8)

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• 4. Fate of single walled carbon nanotubes in wetland ecosystems?
  Joseph H. Bisesi,Tara Sabo-Attwood Environ. Sci.: Nano, 2014,1, 574-583
• 5. Ester-directed orthogonal dual C–H activation and ortho aryl C–H alkenylation via distal weak coordination?
  Manickam Bakthadoss,Tadiparthi Thirupathi Reddy,Vishal Agarwal,Duddu S. Sharada Chem. Commun., 2022,58, 1406-1409

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

Recent Advances in the Application of 4-Formylbenzenesulfonyl Chloride (CAS: 85822-16-8) in Chemical Biology and Pharmaceutical Research

4-Formylbenzenesulfonyl chloride (CAS: 85822-16-8) is a versatile chemical reagent widely used in organic synthesis, medicinal chemistry, and chemical biology. This compound, characterized by its reactive formyl and sulfonyl chloride groups, serves as a crucial building block for the synthesis of various biologically active molecules. Recent studies have highlighted its significance in the development of novel therapeutics, drug delivery systems, and chemical probes for biological research. This research brief aims to summarize the latest advancements and applications of 4-formylbenzenesulfonyl chloride in the field of chemical biology and pharmaceutical sciences.

One of the most notable applications of 4-formylbenzenesulfonyl chloride is its role in the synthesis of sulfonamide-based drugs. Sulfonamides are a class of compounds with broad pharmacological activities, including antibacterial, antiviral, and anticancer properties. Recent research has demonstrated the utility of 4-formylbenzenesulfonyl chloride as a key intermediate in the preparation of sulfonamide derivatives with enhanced bioactivity and selectivity. For instance, a study published in the Journal of Medicinal Chemistry (2023) reported the synthesis of a series of sulfonamide-based inhibitors targeting carbonic anhydrase IX, a protein overexpressed in many cancers. The researchers utilized 4-formylbenzenesulfonyl chloride to introduce the sulfonyl moiety, which was critical for the inhibitors' binding affinity and specificity.

In addition to its role in drug development, 4-formylbenzenesulfonyl chloride has been employed in the design of chemical probes for studying biological systems. The compound's reactive groups allow for efficient conjugation with biomolecules such as proteins, peptides, and nucleic acids. A recent study in Chemical Science (2023) described the use of 4-formylbenzenesulfonyl chloride to develop fluorescent probes for detecting reactive oxygen species (ROS) in live cells. The probes exhibited high sensitivity and selectivity, enabling real-time monitoring of ROS levels in various cellular contexts. This advancement holds significant promise for understanding oxidative stress-related diseases and developing targeted therapies.

Furthermore, 4-formylbenzenesulfonyl chloride has found applications in the field of bioconjugation and drug delivery. Researchers have leveraged its reactivity to create stable linkages between drug molecules and carrier systems, such as nanoparticles and polymers. A study in Biomaterials Science (2023) highlighted the use of 4-formylbenzenesulfonyl chloride to functionalize polymeric nanoparticles for targeted drug delivery to tumor tissues. The modified nanoparticles demonstrated improved drug loading capacity and controlled release profiles, enhancing the therapeutic efficacy of the encapsulated drugs. This approach represents a significant step forward in the development of precision medicine.

Despite its numerous applications, the handling and storage of 4-formylbenzenesulfonyl chloride require careful consideration due to its reactivity and potential hazards. Recent advancements in synthetic methodologies have focused on improving the safety and efficiency of reactions involving this compound. For example, a study in Organic Process Research & Development (2023) reported the development of a continuous-flow synthesis platform for the safe and scalable production of 4-formylbenzenesulfonyl chloride derivatives. This innovation addresses the challenges associated with traditional batch processes and paves the way for broader industrial adoption.

In conclusion, 4-formylbenzenesulfonyl chloride (CAS: 85822-16-8) continues to play a pivotal role in chemical biology and pharmaceutical research. Its unique reactivity and versatility make it an indispensable tool for the synthesis of bioactive molecules, chemical probes, and drug delivery systems. The latest studies underscore its potential in addressing unmet medical needs and advancing our understanding of complex biological processes. Future research efforts are expected to further explore the applications of this compound, particularly in the context of personalized medicine and targeted therapies.

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