Cas no 86810-83-5 (4-(Cyclopentanesulfonyl)aniline)

4-(Cyclopentanesulfonyl)aniline is a sulfonamide-substituted aniline derivative characterized by its cyclopentyl sulfonyl functional group. This compound is of interest in synthetic organic chemistry due to its potential as an intermediate in the preparation of pharmaceuticals, agrochemicals, and specialty materials. The cyclopentanesulfonyl moiety enhances steric and electronic properties, influencing reactivity and binding interactions in target applications. Its well-defined structure allows for precise modifications, making it a versatile building block in medicinal chemistry and drug discovery. The compound is typically handled under controlled conditions due to its reactive amine group, requiring appropriate storage and handling to maintain stability.
4-(Cyclopentanesulfonyl)aniline structure
86810-83-5 structure
Product Name:4-(Cyclopentanesulfonyl)aniline
CAS No:86810-83-5
MF:C11H15NO2S
MW:225.30730175972
MDL:MFCD10666938
CID:1024756
PubChem ID:12958315
Update Time:2025-06-08

4-(Cyclopentanesulfonyl)aniline Chemical and Physical Properties

Names and Identifiers

    • 4-(Cyclopentylsulfonyl)aniline
    • 4-cyclopentylsulfonylaniline
    • BS-32938
    • AKOS009228428
    • SCHEMBL2148808
    • 86810-83-5
    • CS-0205805
    • EN300-33648
    • Z359291938
    • A863037
    • H11865
    • RVGOJORVZBRFCG-UHFFFAOYSA-N
    • MFCD10666938
    • 4-(Cyclopentanesulfonyl)aniline
    • DTXSID30514009
    • 4-(Cyclopentylsulfonyl)benzenamine
    • DB-411699
    • MDL: MFCD10666938
    • Inchi: 1S/C11H15NO2S/c12-9-5-7-11(8-6-9)15(13,14)10-3-1-2-4-10/h5-8,10H,1-4,12H2
    • InChI Key: RVGOJORVZBRFCG-UHFFFAOYSA-N
    • SMILES: S(C1C=CC(=CC=1)N)(C1CCCC1)(=O)=O

Computed Properties

  • Exact Mass: 225.08200
  • Monoisotopic Mass: 225.08234989g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 293
  • 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: 1.7
  • Topological Polar Surface Area: 68.5?2

Experimental Properties

  • PSA: 68.54000
  • LogP: 3.64710

4-(Cyclopentanesulfonyl)aniline Customs Data

  • HS CODE:2921420090
  • Customs Data:

    China Customs Code:

    2921420090

    Overview:

    2921420090 Other aniline derivatives and their salts. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2921420090 aniline derivatives and their salts VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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4-(Cyclopentanesulfonyl)aniline Production Method

4-(Cyclopentanesulfonyl)aniline Related Literature

Additional information on 4-(Cyclopentanesulfonyl)aniline

Chemical Profile of 4-(Cyclopentylsulfonyl)aniline (CAS No. 86810-83-5)

4-(Cyclopentylsulfonyl)aniline, identified by its Chemical Abstracts Service (CAS) number 86810-83-5, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the class of sulfonylated anilines, a subclass known for its diverse applications in drug discovery and development. The structural motif of 4-(Cyclopentylsulfonyl)aniline features a benzene ring substituted with an aniline group (–NH?) at the para position relative to a sulfonyl group (–SO?–), with the sulfonyl moiety further attached to a cyclopentyl ring. This unique structural configuration imparts distinct physicochemical properties and biological activities, making it a subject of interest for synthetic chemists and biologists alike.

The synthesis of 4-(Cyclopentylsulfonyl)aniline typically involves multi-step organic transformations, starting from readily available precursors such as cyclopentanone and aniline derivatives. The introduction of the sulfonyl group is often achieved through sulfonylation reactions, which can be catalyzed by various reagents including sulfonic acids or metal catalysts. The cyclopentyl ring, being a bulky aliphatic substituent, influences the electronic properties of the aromatic system and can modulate interactions with biological targets. This steric effect is particularly relevant in medicinal chemistry, where molecular shape and size play crucial roles in binding affinity and selectivity.

In recent years, 4-(Cyclopentylsulfonyl)aniline has been explored as a potential scaffold for developing novel therapeutic agents. Its structural features suggest potential applications in multiple therapeutic areas, including central nervous system (CNS) disorders, inflammatory diseases, and anticancer therapies. The presence of both an aniline and a sulfonyl group provides multiple sites for functionalization, allowing chemists to tailor the compound’s properties for specific biological activities. For instance, modifications at the aromatic ring or the cyclopentyl moiety could enhance solubility, metabolic stability, or target specificity.

One of the most compelling aspects of 4-(Cyclopentylsulfonyl)aniline is its role as a building block in medicinal chemistry. Researchers have utilized this compound to develop derivatives with enhanced pharmacological profiles. For example, studies have shown that derivatives of 4-(Cyclopentylsulfonyl)aniline exhibit inhibitory activity against certain enzymes implicated in disease pathogenesis. These findings highlight the compound’s versatility and its potential as a lead compound for further drug development. Additionally, computational modeling studies have been employed to predict the binding modes of 4-(Cyclopentylsulfonyl)aniline with biological targets, providing insights into its mechanism of action.

The pharmacokinetic properties of 4-(Cyclopentylsulfonyl)aniline are also of considerable interest. The cyclopentyl ring contributes to lipophilicity, which can influence absorption, distribution, metabolism, and excretion (ADME) profiles. Understanding these properties is essential for optimizing drug candidates and ensuring their efficacy in vivo. Advanced techniques such as high-performance liquid chromatography (HPLC), nuclear magnetic resonance (NMR) spectroscopy, and mass spectrometry (MS) have been employed to characterize the compound’s physicochemical properties and degradation pathways.

Recent advancements in synthetic methodologies have further enhanced the accessibility of 4-(Cyclopentylsulfonyl)aniline, enabling more efficient production scales and improved yields. Transition-metal-catalyzed reactions, such as palladium-catalyzed cross-coupling reactions, have been particularly useful in constructing complex molecular frameworks with high precision. These innovations not only facilitate research but also open new avenues for exploring derivatives with tailored biological activities.

The exploration of 4-(Cyclopentylsulfonyl)aniline extends beyond academic research into industrial applications. Pharmaceutical companies are increasingly interested in leveraging this compound as part of their drug discovery pipelines due to its promising pharmacological profile and synthetic feasibility. Collaborative efforts between academia and industry are fostering novel approaches to utilizing 4-(Cyclopentylsulfonyl)aniline in preclinical studies aimed at identifying new therapeutic interventions.

In conclusion,4-(Cyclopentylsulfonyl)aniline (CAS No. 86810-83-5) represents a significant compound in modern chemical biology and pharmaceutical research. Its unique structural features offer opportunities for developing innovative treatments across various disease areas. As research continues to uncover new applications and synthetic strategies for this molecule,4-(Cyclopentylsulfonyl)aniline is poised to remain a cornerstone in medicinal chemistry investigations.

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