Cas no 1172304-90-3 (4-formylpiperazine-1-sulfonyl chloride)

4-Formylpiperazine-1-sulfonyl chloride is a versatile sulfonylation reagent used in organic synthesis and pharmaceutical applications. Its key advantages include a reactive sulfonyl chloride group, enabling efficient incorporation of the 4-formylpiperazine moiety into target molecules. The formyl group offers additional functionalization potential, making it valuable for constructing complex heterocyclic frameworks. This compound is particularly useful in medicinal chemistry for modifying amines and alcohols, enhancing solubility and bioavailability in drug development. Its stability under controlled conditions ensures reliable handling and storage. The reagent’s dual functionality allows for selective derivatization, facilitating the synthesis of sulfonamides and other intermediates with precision. Suitable for high-purity applications, it is commonly employed in research and industrial settings.
4-formylpiperazine-1-sulfonyl chloride structure
1172304-90-3 structure
Product Name:4-formylpiperazine-1-sulfonyl chloride
CAS No:1172304-90-3
MF:C5H9ClN2O3S
MW:212.654558897018
CID:4574931
PubChem ID:43840153
Update Time:2025-06-09

4-formylpiperazine-1-sulfonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 4-forMylpiperazine-1-sulfonyl chloride
    • AKOS002682800
    • Z600502978
    • CS-0250306
    • 4-formylpiperazine-1-sulfonylchloride
    • EN300-50395
    • 1172304-90-3
    • 4-formylpiperazine-1-sulfonyl chloride, AldrichCPR
    • G24883
    • 4-formylpiperazine-1-sulfonyl chloride
    • Inchi: 1S/C5H9ClN2O3S/c6-12(10,11)8-3-1-7(5-9)2-4-8/h5H,1-4H2
    • InChI Key: KDYQOCOXSQJWHL-UHFFFAOYSA-N
    • SMILES: N1(S(Cl)(=O)=O)CCN(C=O)CC1

Computed Properties

  • Exact Mass: 212.0022410g/mol
  • Monoisotopic Mass: 212.0022410g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 252
  • 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: -0.4
  • Topological Polar Surface Area: 66.1?2

4-formylpiperazine-1-sulfonyl chloride Security Information

4-formylpiperazine-1-sulfonyl chloride Pricemore >>

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Additional information on 4-formylpiperazine-1-sulfonyl chloride

Introduction to 4-formylpiperazine-1-sulfonyl chloride (CAS No. 1172304-90-3) and Its Applications in Modern Chemical Research

4-formylpiperazine-1-sulfonyl chloride, identified by the Chemical Abstracts Service Number (CAS No.) 1172304-90-3, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and chemical research. This compound serves as a versatile intermediate in the synthesis of various bioactive molecules, particularly in the development of drugs targeting neurological and inflammatory disorders. Its unique structural features, combining a formyl group and a sulfonyl chloride moiety on a piperazine backbone, make it an invaluable building block for medicinal chemists.

The formyl group (–CHO) and the sulfonyl chloride (–SO?Cl) functionalities present in this molecule enable a wide range of chemical transformations, including condensation reactions with amines to form Schiff bases, nucleophilic substitution reactions to introduce new substituents, and cyclization processes to generate more complex heterocyclic structures. These reactivities have been leveraged in the synthesis of novel compounds with potential therapeutic applications.

In recent years, there has been growing interest in exploring the pharmacological properties of piperazine derivatives. The piperazine scaffold is known for its ability to interact with biological targets such as enzymes and receptors, making it a popular motif in drug design. Specifically, 4-formylpiperazine-1-sulfonyl chloride has been investigated for its role in developing compounds that modulate neurotransmitter systems, such as serotonin and dopamine receptors. Preliminary studies suggest that derivatives of this compound may exhibit properties relevant to treating conditions like depression, anxiety, and neurodegenerative diseases.

One of the most compelling aspects of 4-formylpiperazine-1-sulfonyl chloride is its utility in generating sulfonamides through reaction with hydroxylamine or primary amines. Sulfonamides are a class of compounds with well-documented biological activities, including antibacterial, antiviral, and anti-inflammatory effects. By incorporating this intermediate into synthetic pathways, researchers can efficiently access novel sulfonamide derivatives with tailored pharmacological profiles. For instance, recent studies have demonstrated the synthesis of potent inhibitors of carbonic anhydrase, an enzyme involved in pH regulation and implicated in conditions such as glaucoma and altitude sickness.

The sulfonyl chloride group also facilitates the introduction of other functional groups through nucleophilic substitution reactions. This property has been exploited in the development of protease inhibitors, which are crucial for treating diseases like HIV and cancer. By modifying the structure of 4-formylpiperazine-1-sulfonyl chloride, chemists can fine-tune the reactivity and selectivity of their synthetic routes, leading to more effective drug candidates.

Advances in computational chemistry have further enhanced the utility of 4-formylpiperazine-1-sulfonyl chloride. Molecular modeling studies have revealed insights into how this compound interacts with biological targets at the atomic level. These insights have guided the design of more potent and selective derivatives by predicting binding affinities and optimizing key structural features. For example, virtual screening techniques have identified lead compounds derived from this intermediate that show promising activity against inflammatory cytokines.

The pharmaceutical industry has also recognized the potential of 4-formylpiperazine-1-sulfonyl chloride as a key intermediate in large-scale drug production. Its stability under various reaction conditions makes it suitable for industrial processes where high yields and purity are essential. Additionally, its compatibility with green chemistry principles has led to innovations in solvent-free reactions and catalytic methods, reducing environmental impact while maintaining efficiency.

In conclusion, 4-formylpiperazine-1-sulfonyl chloride (CAS No. 1172304-90-3) represents a critical component in modern chemical research. Its unique reactivity and structural properties enable the synthesis of diverse bioactive molecules with significant therapeutic potential. As research continues to uncover new applications for this compound, it is likely to remain a cornerstone in the development of next-generation pharmaceuticals targeting neurological and inflammatory disorders.

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