Cas no 213690-32-5 (4-Chloro-2-(isoxazol-5-yl)-5-methylphenol)

4-Chloro-2-(isoxazol-5-yl)-5-methylphenol is a halogenated phenolic compound featuring an isoxazole moiety, which imparts unique chemical and biological properties. Its molecular structure combines a chloro-substituted phenol with a 5-methylisoxazole group, making it a versatile intermediate in organic synthesis and pharmaceutical research. The compound exhibits potential as a building block for agrochemicals, antimicrobial agents, or bioactive molecules due to its reactive phenolic hydroxyl and heterocyclic components. Its stability under standard conditions and compatibility with further functionalization enhance its utility in medicinal chemistry and material science applications. The presence of both electron-withdrawing and electron-donating substituents contributes to its distinct reactivity profile.
4-Chloro-2-(isoxazol-5-yl)-5-methylphenol structure
213690-32-5 structure
Product Name:4-Chloro-2-(isoxazol-5-yl)-5-methylphenol
CAS No:213690-32-5
MF:C10H8ClNO2
MW:209.629021644592
MDL:MFCD00799504
CID:242744
PubChem ID:24870278
Update Time:2025-10-29

4-Chloro-2-(isoxazol-5-yl)-5-methylphenol Chemical and Physical Properties

Names and Identifiers

    • Phenol,4-chloro-2-(5-isoxazolyl)-5-methyl-
    • 4-Chloro-2-(5-isoxazolyl)-5-methylphenol
    • 4-Chloro-2-(Isoxazol-5-yl)-5-Methylphenol
    • 4-chloro-3-methyl-6-(2H-1,2-oxazol-5-ylidene)cyclohexa-2,4-dien-1-one
    • 5-(5-CHLORO-2-HYDROXY-4-METHYLPHENYL)-ISOXAZOLE
    • 5-(5-CHLORO-2-HYDROXY-4-METHYLPHENYL)ISOXAZOLE
    • AC1OA24K
    • ACMC-1CMAW
    • AG-E-56560
    • CTK4E6595
    • KB-241185
    • SureCN2414981
    • 213690-32-5
    • CHEMBL1348085
    • SMR000231096
    • MLS000705610
    • DTXSID70425286
    • Oprea1_061920
    • 4-chloro-5-methyl-2-(1, 2-oxazol-5-yl)phenol
    • 4-chloro-2-isoxazol-5-yl-5-methyl-phenol
    • AK-198/36493001
    • (6E)-4-chloro-3-methyl-6-(2H-1,2-oxazol-5-ylidene)cyclohexa-2,4-dien-1-one
    • HMS2571F07
    • 4-Chloro-2-(5-isoxazolyl)-5-methylphenol, 98%
    • J-014012
    • SCHEMBL20378022
    • UTQSNRFGRKTOHC-UHFFFAOYSA-N
    • 4-CHLORO-5-METHYL-2-(1,2-OXAZOL-5-YL)PHENOL
    • AKOS027380994
    • SCHEMBL2414981
    • 5-(5'-Chloro-2'-hydroxy-4'-methylphenyl)-isoxazole
    • 4-Chloro-2-(isoxazol-5-yl)-5-methylphenol
    • MDL: MFCD00799504
    • Inchi: 1S/C10H8ClNO2/c1-6-4-9(13)7(5-8(6)11)10-2-3-12-14-10/h2-5,13H,1H3
    • InChI Key: UTQSNRFGRKTOHC-UHFFFAOYSA-N
    • SMILES: ClC1=CC(C2=CC=NO2)=C(C=C1C)O

Computed Properties

  • Exact Mass: 209.02400
  • Monoisotopic Mass: 209.0243562g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 203
  • 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: 2.7
  • Topological Polar Surface Area: 46.3?2

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.331
  • Melting Point: 235?°C (dec.) (lit.)
  • Boiling Point: 361.3°C at 760 mmHg
  • Flash Point: 172.3°C
  • Refractive Index: 1.586
  • PSA: 46.26000
  • LogP: 3.00900
  • Solubility: Not determined

4-Chloro-2-(isoxazol-5-yl)-5-methylphenol Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H302
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 22
  • Safety Instruction: S26; S36
  • Hazardous Material Identification: Xi
  • Risk Phrases:R36/37/38

4-Chloro-2-(isoxazol-5-yl)-5-methylphenol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd.
465488-5G
4-Chloro-2-(isoxazol-5-yl)-5-methylphenol
213690-32-5 98%
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¥901.84 2022-02-24
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4-Chloro-2-(isoxazol-5-yl)-5-methylphenol
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4-Chloro-2-(isoxazol-5-yl)-5-methylphenol
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$ 65.00 2022-06-06
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4-Chloro-2-(isoxazol-5-yl)-5-methylphenol
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Cooke Chemical
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RMB 750.32 2025-02-21

Additional information on 4-Chloro-2-(isoxazol-5-yl)-5-methylphenol

Recent Advances in the Study of 4-Chloro-2-(isoxazol-5-yl)-5-methylphenol (CAS: 213690-32-5)

4-Chloro-2-(isoxazol-5-yl)-5-methylphenol (CAS: 213690-32-5) is a compound of significant interest in the field of chemical biology and medicinal chemistry due to its potential applications in drug discovery and development. Recent studies have focused on elucidating its pharmacological properties, synthetic pathways, and potential therapeutic uses. This research brief aims to provide an overview of the latest findings related to this compound, highlighting its chemical characteristics, biological activities, and future research directions.

The compound's unique structure, featuring an isoxazole ring and a chlorophenol moiety, has drawn attention for its potential as a scaffold for designing novel bioactive molecules. Recent synthetic chemistry efforts have optimized the production of 4-Chloro-2-(isoxazol-5-yl)-5-methylphenol, achieving higher yields and purity, which are critical for further pharmacological evaluations. Advanced spectroscopic techniques, including NMR and mass spectrometry, have been employed to confirm the compound's structure and purity, ensuring reliable data for subsequent studies.

In terms of biological activity, preliminary in vitro studies have demonstrated that 4-Chloro-2-(isoxazol-5-yl)-5-methylphenol exhibits moderate antimicrobial properties against a range of Gram-positive bacteria. These findings suggest its potential as a lead compound for developing new antibacterial agents, particularly in the face of rising antibiotic resistance. Additionally, molecular docking studies have indicated that the compound may interact with specific bacterial enzyme targets, providing a basis for structure-activity relationship (SAR) studies to optimize its efficacy.

Further investigations into the compound's mechanism of action have revealed its ability to inhibit key enzymatic pathways in microbial cells. For instance, recent research has shown that 4-Chloro-2-(isoxazol-5-yl)-5-methylphenol can disrupt the synthesis of bacterial cell walls by targeting essential enzymes involved in peptidoglycan biosynthesis. This mode of action aligns with the compound's observed bactericidal effects and supports its potential as a therapeutic agent.

Beyond its antimicrobial properties, 4-Chloro-2-(isoxazol-5-yl)-5-methylphenol has also been explored for its potential anti-inflammatory and anticancer activities. Early-stage studies have reported that the compound can modulate inflammatory cytokines in cell-based assays, suggesting a possible role in treating inflammatory diseases. Similarly, in vitro cytotoxicity assays have indicated selective activity against certain cancer cell lines, warranting further investigation into its anticancer mechanisms.

Despite these promising findings, challenges remain in the development of 4-Chloro-2-(isoxazol-5-yl)-5-methylphenol as a therapeutic agent. Issues such as solubility, bioavailability, and potential toxicity need to be addressed through systematic pharmacokinetic and pharmacodynamic studies. Recent advancements in formulation technologies, including nanoparticle-based delivery systems, may offer solutions to these challenges, enhancing the compound's therapeutic potential.

In conclusion, 4-Chloro-2-(isoxazol-5-yl)-5-methylphenol (CAS: 213690-32-5) represents a versatile compound with multiple pharmacological applications. Ongoing research efforts are focused on optimizing its synthetic routes, elucidating its biological mechanisms, and exploring its therapeutic potential in various disease models. Future studies should prioritize translational research to bridge the gap between laboratory findings and clinical applications, ultimately contributing to the development of novel therapeutics.

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