Cas no 233261-84-2 (1-(2-chlorobenzenesulfonyl)piperazine)

1-(2-Chlorobenzenesulfonyl)piperazine is a sulfonamide derivative featuring a piperazine core functionalized with a 2-chlorobenzenesulfonyl group. This compound is of interest in medicinal and organic chemistry due to its potential as a versatile intermediate in the synthesis of biologically active molecules. The presence of the chlorobenzenesulfonyl moiety enhances its reactivity, making it suitable for further derivatization, particularly in the development of pharmacophores or ligands. Its well-defined structure and stability under standard conditions facilitate precise modifications, enabling applications in drug discovery and material science. The compound’s purity and consistent performance make it a reliable choice for research and industrial processes requiring sulfonamide-based building blocks.
1-(2-chlorobenzenesulfonyl)piperazine structure
233261-84-2 structure
Product Name:1-(2-chlorobenzenesulfonyl)piperazine
CAS No:233261-84-2
MF:C10H13ClN2O2S
MW:260.740420103073
MDL:MFCD06351003
CID:1027355
PubChem ID:2094181
Update Time:2025-06-23

1-(2-chlorobenzenesulfonyl)piperazine Chemical and Physical Properties

Names and Identifiers

    • 1-((2-Chlorophenyl)sulfonyl)piperazine
    • 1-[(2-Chlorophenyl)sulfonyl]piperazine
    • 1-[(2-CHLOROPHENYL)SULPHONYL]PIPERAZINE
    • 1-(2-chlorophenylsulfonyl)piperazine
    • AC1M1EQT
    • chlorophenylsulfonylpiperazine
    • CTK6H3497
    • SureCN654111
    • 1-(2-chlorobenzenesulfonyl)piperazine
    • AKOS005072675
    • BVKKRWPRNWNKTH-UHFFFAOYSA-N
    • 233261-84-2
    • 1-(2-chlorophenyl)sulfonylpiperazine
    • Piperazine, 1-[(2-chlorophenyl)sulfonyl]-
    • DTXSID30366505
    • GB-0710
    • CS-0269601
    • DB-017094
    • J-502809
    • SCHEMBL654111
    • MFCD06351003
    • 1-(2-chloro-benzenesulfonyl)-piperazine, AldrichCPR
    • DB-190857
    • 1-(2-Chlorophenylsulfonyl)piperizine
    • 1-(2-Chloro-benzenesulfonyl)-piperazine
    • EN300-34313
    • MDL: MFCD06351003
    • Inchi: 1S/C10H13ClN2O2S/c11-9-3-1-2-4-10(9)16(14,15)13-7-5-12-6-8-13/h1-4,12H,5-8H2
    • InChI Key: BVKKRWPRNWNKTH-UHFFFAOYSA-N
    • SMILES: ClC1C=CC=CC=1S(N1CCNCC1)(=O)=O

Computed Properties

  • Exact Mass: 260.0386265g/mol
  • Monoisotopic Mass: 260.0386265g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 322
  • 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: 1
  • Topological Polar Surface Area: 57.8?2

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Additional information on 1-(2-chlorobenzenesulfonyl)piperazine

1-(2-Chlorobenzenesulfonyl)Piperazine: A Comprehensive Overview

1-(2-Chlorobenzenesulfonyl)Piperazine (CAS No. 233261-84-2) is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound, characterized by its unique structure, has garnered attention due to its potential applications in drug development and material science. The molecule consists of a piperazine ring, a six-membered saturated ring with two nitrogen atoms, substituted with a 2-chlorobenzenesulfonyl group. This substitution imparts distinct chemical and physical properties, making it a valuable compound for various research and industrial purposes.

The synthesis of 1-(2-Chlorobenzenesulfonyl)Piperazine involves a series of well-established organic reactions. Typically, the preparation begins with the sulfonation of 2-chlorobenzene using sulfuric acid or other sulfonating agents. The resulting 2-chlorobenzenesulfonic acid is then converted into its corresponding sulfonyl chloride by treatment with thionyl chloride (SOCl?). In the final step, the sulfonyl chloride reacts with piperazine in the presence of a base to form the target compound. This multi-step synthesis ensures high purity and structural integrity, which are critical for its intended applications.

Recent studies have highlighted the potential of 1-(2-Chlorobenzenesulfonyl)Piperazine in pharmacology, particularly in the development of kinase inhibitors. Kinases are enzymes that play a pivotal role in cellular signaling pathways, and their dysregulation is associated with various diseases, including cancer and inflammatory disorders. The sulfonyl group in the compound acts as a bioisostere for phosphate groups, making it an ideal candidate for targeting kinase active sites. Preclinical studies have demonstrated that this compound exhibits potent inhibitory activity against several kinases, suggesting its potential as a lead molecule for drug development.

In addition to its pharmacological applications, 1-(2-Chlorobenzenesulfonyl)Piperazine has shown promise in material science. The compound's ability to form stable metal-organic frameworks (MOFs) has been explored in recent research. MOFs are porous materials with applications in gas storage, catalysis, and sensing technologies. The piperazine moiety in the compound provides coordination sites for metal ions, while the sulfonyl group contributes to thermal stability and porosity. These properties make it a valuable building block for constructing advanced MOFs with tailored functionalities.

The chemical stability of 1-(2-Chlorobenzenesulfonyl)Piperazine is another area of interest. Studies have shown that the compound exhibits excellent thermal stability, retaining its structure up to temperatures exceeding 300°C. This property is advantageous for industrial applications where high-temperature conditions are encountered. Furthermore, the compound demonstrates moderate solubility in common organic solvents such as dichloromethane and acetonitrile, which facilitates its use in solution-based reactions and formulations.

From an environmental perspective, the biodegradation and toxicity profiles of 1-(2-Chlorobenzenesulfonyl)Piperazine have been studied to assess its safety for industrial use. Research indicates that the compound undergoes slow biodegradation under aerobic conditions, suggesting that it may persist in certain environments if not properly managed. However, acute toxicity studies reveal that it has low toxicity to aquatic organisms at environmentally relevant concentrations, which aligns with its potential use in sustainable chemical processes.

In conclusion, 1-(2-Chlorobenzenesulfonyl)Piperazine (CAS No. 233261-84-2) is a versatile compound with diverse applications across multiple disciplines. Its unique structure enables it to serve as a valuable tool in drug discovery, material science, and chemical engineering. As research continues to uncover new insights into its properties and potential uses, this compound is poised to play an increasingly important role in advancing scientific and technological innovations.

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