Cas no 7716-88-3 (5-Chloro-3-phenylbenzo[d]isoxazole)

5-Chloro-3-phenylbenzo[d]isoxazole is a heterocyclic compound featuring a chloro-substituted isoxazole ring fused to a benzene core, with a phenyl group at the 3-position. This structure imparts unique electronic and steric properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its rigid aromatic framework enhances stability, while the chloro group offers reactivity for further functionalization. The compound is particularly useful in medicinal chemistry for designing bioactive molecules due to its ability to modulate pharmacokinetic properties. High purity and consistent quality ensure reliable performance in research and industrial applications. Proper handling and storage under inert conditions are recommended to maintain its integrity.
5-Chloro-3-phenylbenzo[d]isoxazole structure
7716-88-3 structure
Product Name:5-Chloro-3-phenylbenzo[d]isoxazole
CAS No:7716-88-3
MF:C13H8ClNO
MW:229.661722183228
CID:983253
PubChem ID:12411343
Update Time:2025-06-12

5-Chloro-3-phenylbenzo[d]isoxazole Chemical and Physical Properties

Names and Identifiers

    • 5-Chloro-3-phenylbenzo[d]isoxazole
    • 5-Chloro-3-phenylantranyl
    • 7716-88-3
    • A865333
    • 5-chloranyl-3-phenyl-1,2-benzoxazole
    • A837369
    • 5-chloro-3-phenyl-1,2-benzoxazole
    • 3-phenyl-5-chlorobenzisoxazole
    • MDL: MFCD27996553
    • Inchi: 1S/C13H8ClNO/c14-10-6-7-12-11(8-10)13(15-16-12)9-4-2-1-3-5-9/h1-8H
    • InChI Key: UHZCGIVDKPMGOS-UHFFFAOYSA-N
    • SMILES: ClC1C=CC2=C(C=1)C(C1C=CC=CC=1)=NO2

Computed Properties

  • Exact Mass: 229.0294416g/mol
  • Monoisotopic Mass: 229.0294416g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 1
  • Complexity: 242
  • 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: 4
  • Topological Polar Surface Area: 26?2

5-Chloro-3-phenylbenzo[d]isoxazole Security Information

  • Storage Condition:Sealed in dry,2-8°C(BD272395)

5-Chloro-3-phenylbenzo[d]isoxazole Pricemore >>

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Additional information on 5-Chloro-3-phenylbenzo[d]isoxazole

Introduction to 5-Chloro-3-phenylbenzo[d]isoxazole (CAS No. 7716-88-3)

5-Chloro-3-phenylbenzo[d]isoxazole, with the chemical formula C??H?ClN?O, is a significant compound in the field of pharmaceutical chemistry. This heterocyclic aromatic compound has garnered considerable attention due to its unique structural properties and potential applications in drug discovery. The presence of both chloro and phenyl substituents on the benzo[d]isoxazole core enhances its reactivity and makes it a valuable scaffold for medicinal chemists. 5-Chloro-3-phenylbenzo[d]isoxazole (CAS No. 7716-88-3) is not only a subject of academic research but also holds promise for industrial applications in the development of novel therapeutic agents.

The benzo[d]isoxazole moiety is a well-known pharmacophore that has been extensively studied for its biological activity. This scaffold is found in several FDA-approved drugs, demonstrating its efficacy in treating various diseases. The introduction of a chloro group at the 5-position and a phenyl group at the 3-position further modulates the electronic and steric properties of the molecule, making it more versatile for medicinal chemistry applications. CAS No. 7716-88-3 provides a unique identifier for this compound, ensuring precise identification and differentiation from other structurally similar molecules.

In recent years, there has been a growing interest in developing small-molecule inhibitors targeting specific biological pathways. 5-Chloro-3-phenylbenzo[d]isoxazole has been investigated as a potential lead compound in this context. Its ability to interact with biological targets such as enzymes and receptors makes it an attractive candidate for drug development. Preliminary studies have shown that derivatives of this compound exhibit promising activity against various disease-related targets, including kinases and transcription factors.

The synthesis of 5-Chloro-3-phenylbenzo[d]isoxazole involves multi-step organic reactions that require careful optimization to achieve high yields and purity. Common synthetic routes include cyclization reactions followed by functional group transformations to introduce the chloro and phenyl substituents. Advanced techniques such as palladium-catalyzed cross-coupling reactions have also been employed to enhance the efficiency of the synthesis. These synthetic methodologies are crucial for producing sufficient quantities of the compound for both research and commercial purposes.

One of the most compelling aspects of 5-Chloro-3-phenylbenzo[d]isoxazole is its potential in fragment-based drug design. Fragment-based approaches involve identifying small molecular fragments that bind to biological targets and then linking these fragments together to form more potent inhibitors. The unique properties of this compound make it an excellent starting point for such endeavors. By leveraging computational methods and high-throughput screening, researchers can rapidly identify derivatives with enhanced biological activity.

The pharmacological profile of 5-Chloro-3-phenylbenzo[d]isoxazole has been studied in detail in several preclinical models. These studies have revealed interesting interactions with various biological pathways, suggesting multiple therapeutic applications. For instance, derivatives of this compound have shown potential in inhibiting inflammatory pathways, which could be beneficial in treating chronic inflammatory diseases. Additionally, their ability to modulate neurotransmitter receptors has opened up possibilities for applications in neurodegenerative disorders.

In conclusion, 5-Chloro-3-phenylbenzo[d]isoxazole (CAS No. 7716-88-3) is a versatile and promising compound in pharmaceutical research. Its unique structural features and potential biological activities make it an attractive scaffold for developing novel therapeutic agents. Continued research into this compound and its derivatives will likely yield significant advancements in drug discovery and development.

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