Cas no 279261-73-3 (4-Propylsulfanylphenylboronic acid)

4-Propylsulfanylphenylboronic acid is a boronic acid derivative featuring a propylthio substituent on the phenyl ring, enhancing its utility in Suzuki-Miyaura cross-coupling reactions. The propylsulfanyl group improves solubility in organic solvents, facilitating efficient catalytic transformations. This compound is particularly valuable in pharmaceutical and agrochemical synthesis, where it serves as a versatile intermediate for constructing complex biaryl structures. Its stability under standard conditions and compatibility with diverse reaction conditions make it a reliable choice for organoboron chemistry. The product is typically characterized by high purity, ensuring consistent performance in demanding synthetic applications. Proper handling under inert atmospheres is recommended to maintain reactivity.
4-Propylsulfanylphenylboronic acid structure
279261-73-3 structure
Product Name:4-Propylsulfanylphenylboronic acid
CAS No:279261-73-3
MF:C9H13BO2S
MW:196.074321508408
MDL:MFCD06801730
CID:828718
PubChem ID:11745557
Update Time:2025-06-11

4-Propylsulfanylphenylboronic acid Chemical and Physical Properties

Names and Identifiers

    • (4-(Propylthio)phenyl)boronic acid
    • 4-Propylsulfanylphenylboronic acid
    • (4-propylsulfanylphenyl)boronic acid
    • SCHEMBL3062911
    • [4-(propylsulfanyl)phenyl]boronic acid
    • 279261-73-3
    • DB-367971
    • MFCD06801730
    • DTXSID80471693
    • MAQOXROSRCOBHR-UHFFFAOYSA-N
    • (4-(Propylthio)phenyl)boronicacid
    • AB30191
    • AKOS004113988
    • G85812
    • BS-23277
    • 4-(propylthio)phenylboronic acid
    • CS-0175990
    • MDL: MFCD06801730
    • Inchi: 1S/C9H13BO2S/c1-2-7-13-9-5-3-8(4-6-9)10(11)12/h3-6,11-12H,2,7H2,1H3
    • InChI Key: MAQOXROSRCOBHR-UHFFFAOYSA-N
    • SMILES: S(C1C=CC(B(O)O)=CC=1)CCC

Computed Properties

  • Exact Mass: 196.07300
  • Monoisotopic Mass: 196.0729310g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 4
  • Complexity: 136
  • 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
  • Topological Polar Surface Area: 65.8?2

Experimental Properties

  • PSA: 65.76000
  • LogP: 0.86850

4-Propylsulfanylphenylboronic acid Customs Data

  • HS CODE:2931900090
  • Customs Data:

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%

    Summary:

    2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

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4-Propylsulfanylphenylboronic acid Production Method

4-Propylsulfanylphenylboronic acid Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:279261-73-3)4-Propylsulfanylphenylboronic acid
Order Number:A876833
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 09:51
Price ($):440.0

Additional information on 4-Propylsulfanylphenylboronic acid

Comprehensive Overview of 4-Propylsulfanylphenylboronic Acid (CAS No. 279261-73-3): Properties, Applications, and Industry Trends

4-Propylsulfanylphenylboronic acid (CAS No. 279261-73-3) is a specialized boronic acid derivative that has garnered significant attention in pharmaceutical and materials science research. This compound, characterized by its propylsulfanyl and phenylboronic acid functional groups, serves as a versatile building block in organic synthesis and drug development. Its unique structure enables applications in Suzuki-Miyaura cross-coupling reactions, a widely used method for forming carbon-carbon bonds in medicinal chemistry.

The growing demand for boronic acid-based compounds like 4-Propylsulfanylphenylboronic acid is driven by their role in designing targeted therapies and bioconjugation strategies. Researchers are particularly interested in its potential for creating enzyme inhibitors and proteolysis-targeting chimeras (PROTACs), which align with current trends in precision medicine. The compound's sulfur-containing moiety also contributes to enhanced cell permeability, making it valuable for bioactive molecule development.

From a synthetic chemistry perspective, CAS 279261-73-3 demonstrates excellent stability under various reaction conditions while maintaining high reactivity in palladium-catalyzed couplings. This balance makes it ideal for constructing complex heterocyclic scaffolds found in many FDA-approved drugs. Recent publications highlight its utility in developing kinase inhibitors, particularly for oncology research where signal transduction modulation is crucial.

The materials science sector utilizes 4-Propylsulfanylphenylboronic acid for creating functionalized polymers with responsive properties. Its boronic acid group enables dynamic covalent chemistry applications, including self-healing materials and glucose-sensitive hydrogels for biomedical devices. These innovations address the increasing need for smart biomaterials in wearable health monitors and controlled drug delivery systems.

Quality control of 279261-73-3 involves rigorous HPLC analysis and spectroscopic characterization (1H/13C NMR, FT-IR) to ensure purity for sensitive applications. Suppliers typically provide technical data sheets detailing storage conditions (recommended 2-8°C under inert atmosphere) and handling precautions to maintain stability. The compound's structure-activity relationships continue to be explored through computational modeling and high-throughput screening platforms.

Emerging environmental considerations have prompted studies on green chemistry approaches for synthesizing boronic acid derivatives. Researchers are investigating catalyst recycling methods and aqueous-phase reactions to improve the sustainability profile of compounds like 4-Propylsulfanylphenylboronic acid. These developments respond to the pharmaceutical industry's push toward eco-friendly synthesis while maintaining cost-effectiveness.

Patent analysis reveals growing intellectual property activity around 279261-73-3 derivatives, particularly in bioconjugation technologies and diagnostic reagents. The compound's ability to form stable boronate esters with diols makes it valuable for developing biosensors targeting biomarkers like sialic acid or catecholamines. This aligns with diagnostic trends toward point-of-care testing and liquid biopsy platforms.

Market analysts project steady growth for the boronic acid sector, with 4-Propylsulfanylphenylboronic acid maintaining relevance due to its structural versatility. Custom synthesis services now offer isotope-labeled versions (11B/1?B) for metabolic studies and PEGylated derivatives for improved pharmacokinetics. These value-added products cater to the expanding theranostics market combining therapeutic and diagnostic functions.

For researchers sourcing CAS 279261-73-3, key considerations include batch-to-batch consistency and certificates of analysis documenting residual solvent levels and heavy metal content. Reputable suppliers provide scale-up capabilities from milligram to kilogram quantities with GMP-compliant options for preclinical development. The compound's structure-property database continues to expand through collaborative open science initiatives in chemical biology.

Future research directions for 4-Propylsulfanylphenylboronic acid may explore its supramolecular chemistry applications or potential in covalent organic frameworks (COFs). The compound's dual lipophilic/hydrophilic character makes it particularly interesting for membrane transport studies and blood-brain barrier penetration research. These investigations support the broader pharmaceutical industry's focus on CNS drug discovery and neurotherapeutics development.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:279261-73-3)4-Propylsulfanylphenylboronic acid
A876833
Purity:99%
Quantity:5g
Price ($):440.0
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