Cas no 24358-29-0 (2-chloro-5-(3,5-dimethylpiperidin-1-yl)sulfonylbenzoic acid)

2-Chloro-5-(3,5-dimethylpiperidin-1-yl)sulfonylbenzoic acid is a sulfonamide-based benzoic acid derivative with a chloro substituent at the 2-position and a 3,5-dimethylpiperidin-1-ylsulfonyl group at the 5-position. This compound is of interest in medicinal and agrochemical research due to its potential as a versatile intermediate in the synthesis of biologically active molecules. The sulfonyl group enhances reactivity, facilitating further functionalization, while the chloro and dimethylpiperidine moieties contribute to steric and electronic modulation. Its well-defined structure and stability make it suitable for applications in drug discovery and specialty chemical development. The compound’s synthetic utility lies in its ability to serve as a key building block for pharmacophores and functional materials.
2-chloro-5-(3,5-dimethylpiperidin-1-yl)sulfonylbenzoic acid structure
24358-29-0 structure
Product Name:2-chloro-5-(3,5-dimethylpiperidin-1-yl)sulfonylbenzoic acid
CAS No:24358-29-0
MF:C14H18ClNO4S
MW:331.81502199173
CID:263486
PubChem ID:3015892
Update Time:2025-06-08

2-chloro-5-(3,5-dimethylpiperidin-1-yl)sulfonylbenzoic acid Chemical and Physical Properties

Names and Identifiers

    • 2-CHLORO-5-[(3,5-DIMETHYLPIPERIDIN-1-YL)SULFONYL]BENZOIC ACID
    • Benzoic acid,2-chloro-5-[(3,5-dimethyl-1-piperidinyl)sulfonyl]-
    • 2-Chloro-5-(3,5-dimethylpiperidinosulphonyl)benzoic acid
    • 2-chloro-5-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl}benzoic acid
    • Benzoic acid, 2-chloro-5-(3,5-dimethylpiperidinosulfonyl)-
    • BRN 1596377
    • Tibric acid
    • Tibric acid (nonstereospecific)
    • 2-chloro-5-(3,5-dimethylpiperidin-1-yl)sulfonylbenzoic acid
    • 2-Chloro-5-((3,5-dimethylpiperidin-1-yl)sulfonyl)benzoicacid
    • SR-01000041790-1
    • 2-chloro-5-[(3,5-dimethyl-1-piperidinyl)sulfonyl]benzoic acid
    • SR-01000041790
    • DTXSID60860541
    • 2-chloro-5-(3,5-dimethyl-piperidinosulfonyl)benzoic acid
    • AKOS017265277
    • 2-Chloro-5-(3,5-dimethylpiperidinosulfonyl)benzoic acid
    • 24358-29-0
    • NS00088485
    • Z53037874
    • IFXSWTIWFGIXQO-UHFFFAOYSA-N
    • EN300-12880
    • MLS006011531
    • SMR002529500
    • 2-Chloro-5-((3,5-dimethylpiperidin-1-yl)sulfonyl)benzoic acid
    • HMS1765F10
    • SCHEMBL3345956
    • 2-Chloro-5-(3,5-dimethylpiperidine-1-sulfonyl)benzoic acid
    • CS-0232801
    • AKOS000118297
    • MDL: MFCD01660868
    • Inchi: 1S/C14H18ClNO4S/c1-9-5-10(2)8-16(7-9)21(19,20)11-3-4-13(15)12(6-11)14(17)18/h3-4,6,9-10H,5,7-8H2,1-2H3,(H,17,18)
    • InChI Key: IFXSWTIWFGIXQO-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1C(=O)O)S(N1CC(C)CC(C)C1)(=O)=O

Computed Properties

  • Exact Mass: 331.06464
  • Monoisotopic Mass: 331.064506
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 3
  • Complexity: 480
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 83.1
  • XLogP3: 2.9

Experimental Properties

  • Density: 1.1780 (rough estimate)
  • Boiling Point: 488.2°C at 760 mmHg
  • Flash Point: 249.1°C
  • Refractive Index: 1.5630 (estimate)
  • PSA: 74.68

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Additional information on 2-chloro-5-(3,5-dimethylpiperidin-1-yl)sulfonylbenzoic acid

Introduction to 2-chloro-5-(3,5-dimethylpiperidin-1-yl)sulfonylbenzoic acid (CAS No. 24358-29-0)

2-chloro-5-(3,5-dimethylpiperidin-1-yl)sulfonylbenzoic acid, identified by its Chemical Abstracts Service number CAS No. 24358-29-0, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical research and chemical synthesis. This compound belongs to the class of sulfonylbenzoic acids, which are widely recognized for their diverse biological activities and potential therapeutic applications. The structural features of this molecule, particularly the presence of a chloro substituent and a piperidine ring, contribute to its unique chemical properties and reactivity, making it a valuable intermediate in the development of novel chemical entities.

The sulfonylbenzoic acid moiety is a key pharmacophore in many drug molecules, known for its ability to interact with biological targets such as enzymes and receptors. The introduction of a chloro group at the 2-position enhances the electrophilicity of the molecule, facilitating further functionalization and derivatization. Additionally, the 3,5-dimethylpiperidin-1-yl group adds steric bulk and potential hydrogen bonding capabilities, which can influence the compound's solubility, bioavailability, and binding affinity.

In recent years, there has been a growing interest in 2-chloro-5-(3,5-dimethylpiperidin-1-yl)sulfonylbenzoic acid due to its potential applications in medicinal chemistry. Researchers have been exploring its utility as a building block for synthesizing new drugs targeting various diseases. For instance, studies have demonstrated its role in developing inhibitors for enzymes involved in metabolic disorders and inflammatory conditions. The compound's ability to modulate biological pathways makes it a promising candidate for further investigation.

One of the most compelling aspects of 2-chloro-5-(3,5-dimethylpiperidin-1-yl)sulfonylbenzoic acid is its versatility in chemical synthesis. The presence of both the chloro group and the sulfonyl group provides multiple sites for reaction, allowing chemists to tailor the molecule's properties for specific applications. This flexibility has led to its use in the preparation of derivatives with enhanced pharmacological profiles. For example, modifications at the piperidine ring have been shown to improve binding affinity to certain protein targets, thereby increasing the compound's therapeutic efficacy.

The compound has also been studied in the context of drug delivery systems. Its structural features make it an excellent candidate for designing prodrugs or formulations that enhance bioavailability and reduce toxicity. By leveraging its chemical properties, researchers aim to develop more effective and targeted therapies for patients.

Recent advancements in computational chemistry have further highlighted the potential of 2-chloro-5-(3,5-dimethylpiperidin-1-yl)sulfonylbenzoic acid. Molecular modeling studies have revealed insights into its interactions with biological targets at an atomic level, providing valuable guidance for drug design. These computational approaches have enabled researchers to predict and optimize the compound's pharmacokinetic properties, accelerating the discovery process.

In addition to its pharmaceutical applications, 2-chloro-5-(3,5-dimethylpiperidin-1-yl)sulfonylbenzoic acid has shown promise in materials science. Its unique structural motifs make it suitable for developing novel polymers or functional materials with specific properties. For instance, researchers have explored its use in creating conductive polymers or stimuli-responsive materials that could find applications in electronics or biotechnology.

The synthesis of 2-chloro-5-(3,5-dimethylpiperidin-1-yl)sulfonylbenzoic acid involves multi-step organic reactions that require precise control over reaction conditions. Advanced synthetic techniques such as palladium-catalyzed cross-coupling reactions have been employed to introduce the desired functional groups efficiently. These methods not only improve yield but also minimize unwanted byproducts, ensuring high purity and quality of the final product.

The safety profile of 2-chloro-5-(3,5-dimethylpiperidin-1-yl)sulfonylbenzoic acid is another critical aspect that has been thoroughly evaluated. Extensive toxicological studies have been conducted to assess its potential hazards and establish safe handling protocols. These studies have provided valuable data on its acute and chronic toxicity profiles, helping researchers navigate its use in laboratory settings and industrial applications.

Future research directions for 2-chloro-5-(3,5-dimethylpiperidin-1-yl)sulfonylbenzoic acid include exploring its role in personalized medicine and targeted therapies. By understanding how this compound interacts with individual patients' biological systems, researchers can develop more tailored treatment strategies that maximize efficacy while minimizing side effects.

In conclusion,2-chloro-5-(3,5-dimethylpiperidin-1-yl)sulfonylbenzoic acid (CAS No. 24358-29) is a multifaceted compound with significant potential across multiple disciplines. Its unique structural features and versatile reactivity make it an invaluable tool for pharmaceutical research and chemical innovation. As our understanding of its properties continues to grow, this molecule is poised to play a crucial role in advancing medical treatments and materials science.

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