Cas no 60933-63-3 ((1S)-(+)-10-Camphorsulfonamide)

(1S)-(+)-10-Camphorsulfonamide is a chiral sulfonamide derivative of camphor, widely utilized in asymmetric synthesis and resolution processes due to its stereochemical properties. Its rigid bicyclic structure and well-defined chirality make it a valuable auxiliary in enantioselective reactions, including the formation of sulfonamide-based intermediates. The compound is particularly useful in pharmaceutical and fine chemical applications where high enantiomeric purity is critical. Its stability under various reaction conditions and compatibility with diverse reagents further enhance its utility in synthetic chemistry. Additionally, (1S)-(+)-10-Camphorsulfonamide serves as a precursor for chiral catalysts and ligands, contributing to advancements in stereocontrolled transformations.
(1S)-(+)-10-Camphorsulfonamide structure
60933-63-3 structure
Product Name:(1S)-(+)-10-Camphorsulfonamide
CAS No:60933-63-3
MF:C10H17NO3S
MW:231.311881780624
MDL:MFCD28041245
CID:90083
PubChem ID:24863455
Update Time:2025-05-19

(1S)-(+)-10-Camphorsulfonamide Chemical and Physical Properties

Names and Identifiers

    • (1S)-10-camphorsulfonamide
    • (1S)-(+)-10-Camphorsulfonamide
    • (1S)-()-10-Camphorsulfonamide
    • [(1R,4S)-7,7-dimethyl-3-oxo-4-bicyclo[2.2.1]heptanyl]methanesulfonamide
    • ((1S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonamide
    • [(1S)-7,7-DIMETHYL-2-OXOBICYCLO[2.2.1]HEPTAN-1-YL]METHANESULFONAMIDE
    • 60933-63-3
    • SCHEMBL4484995
    • AKOS027320515
    • A832963
    • (1S)-(+)-camphorsulfonamide
    • AS-72457
    • MDL: MFCD28041245
    • Inchi: 1S/C10H17NO3S/c1-9(2)7-3-4-10(9,8(12)5-7)6-15(11,13)14/h7H,3-6H2,1-2H3,(H2,11,13,14)/t7?,10-/m1/s1
    • InChI Key: SBLUNABTQYDFJM-OMNKOJBGSA-N
    • SMILES: S(C[C@@]12C(CC(CC1)C2(C)C)=O)(N)(=O)=O

Computed Properties

  • Exact Mass: 231.09300
  • Monoisotopic Mass: 231.093
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 407
  • 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
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: 0.4
  • Topological Polar Surface Area: 85.6A^2

Experimental Properties

  • Color/Form: powder
  • Density: 1.28g/cm3
  • Melting Point: 129-132?°C (lit.)
  • Boiling Point: 380.4oC at 760 mmHg
  • Flash Point: 183.8oC
  • Refractive Index: 1.541
  • Solubility: Dichloromethane
  • PSA: 85.61000
  • LogP: 2.45140
  • Optical Activity: [α]20/D +22°, c =?1 in methanol

(1S)-(+)-10-Camphorsulfonamide Security Information

(1S)-(+)-10-Camphorsulfonamide Customs Data

  • HS CODE:2935009090
  • Customs Data:

    China Customs Code:

    2935009090

    Overview:

    2935009090 Other sulphonates(Acyl)amine. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:35.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0%

(1S)-(+)-10-Camphorsulfonamide Pricemore >>

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(1S)-(+)-10-Camphorsulfonamide Production Method

Additional information on (1S)-(+)-10-Camphorsulfonamide

(1S)-(+)-10-Camphorsulfonamide: A Comprehensive Overview

(1S)-(+)-10-Camphorsulfonamide, with the CAS number 60933-63-3, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound is a derivative of camphor, a bicyclic monoterpene ketone, which has been widely studied for its diverse applications in medicine, cosmetics, and industrial processes. The sulfonamide group attached to the 10th position of the camphor skeleton introduces unique chemical and biological properties, making it a valuable molecule for both academic research and industrial development.

The structure of (1S)-(+)-10-Camphorsulfonamide consists of a camphor core with a sulfonamide substituent. The camphor moiety is a bicyclic framework comprising two fused rings: a six-membered cyclohexene ring and a five-membered cyclopentane ring. The sulfonamide group (-SO?NH?) is attached to the 10th carbon of the camphor structure, which is the methyl group in the natural camphor molecule. This substitution pattern not only alters the physical properties of the molecule but also imparts new functional characteristics. The stereochemistry at the 1st carbon (denoted by (1S)) plays a crucial role in determining the compound's optical activity and biological interactions.

Recent studies have highlighted the potential of (1S)-(+)-10-Camphorsulfonamide as a versatile building block in drug design. The sulfonamide group is known for its ability to act as a bioisostere, meaning it can mimic the functional properties of other groups while offering distinct advantages in terms of stability and solubility. This makes (1S)-(+)-10-Camphorsulfonamide an attractive candidate for developing new therapeutic agents with improved pharmacokinetic profiles. For instance, researchers have explored its use as an intermediate in the synthesis of peptide-based drugs and as a component in targeted drug delivery systems.

In addition to its role in drug development, (1S)-(+)-10-Camphorsulfonamide has shown promise in materials science applications. The compound's unique combination of hydrophilic (due to the sulfonamide group) and hydrophobic (due to the camphor core) properties makes it suitable for use in amphiphilic materials. These materials are valuable in creating self-assembling structures, such as micelles and vesicles, which have applications in drug delivery, sensors, and nanotechnology.

From an environmental perspective, understanding the fate and transport of (1S)-(+)-10-Camphorsulfonamide is crucial for assessing its potential impact on ecosystems. Recent research has focused on evaluating its biodegradability under various environmental conditions. Studies indicate that under aerobic conditions, the compound undergoes microbial degradation through oxidative pathways, leading to the formation of less complex intermediates. However, further investigation is needed to fully understand its long-term environmental behavior and potential risks.

In conclusion, (1S)-(+)-10-Camphorsulfonamide (CAS No: 60933-63-3) stands out as a multifaceted compound with applications spanning pharmaceuticals, materials science, and environmental chemistry. Its unique structure and functional groups make it an invaluable tool for researchers seeking to develop innovative solutions across these disciplines. As ongoing studies continue to uncover new insights into its properties and applications, this compound is poised to play an increasingly important role in both academic research and industrial innovation.

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