Cas no 1826-12-6 (4-phenyl-1,3-thiazole)

4-Phenyl-1,3-thiazole is a heterocyclic compound featuring a thiazole ring substituted with a phenyl group at the 4-position. This structure imparts unique electronic and steric properties, making it a valuable intermediate in organic synthesis and pharmaceutical research. The compound exhibits notable stability and reactivity, facilitating its use in the development of bioactive molecules, including antimicrobial and anti-inflammatory agents. Its aromatic thiazole core enhances binding affinity in medicinal chemistry applications, while the phenyl group contributes to lipophilicity, influencing pharmacokinetic properties. 4-Phenyl-1,3-thiazole is also employed in material science for designing functional polymers and optoelectronic materials due to its conjugated system and electron-rich characteristics.
4-phenyl-1,3-thiazole structure
4-phenyl-1,3-thiazole structure
Product Name:4-phenyl-1,3-thiazole
CAS No:1826-12-6
MF:C9H7NS
MW:161.223580598831
MDL:MFCD00092820
CID:42049
PubChem ID:74581
Update Time:2025-10-27

4-phenyl-1,3-thiazole Chemical and Physical Properties

Names and Identifiers

    • 4-phenyl-1,3-thiazole
    • N-BENZYL-4-HYDROXY-4-PIPERIDINECARBOXYLIC ACID
    • 4-phenylthiazole
    • 4-Phenyl-thiazol
    • THIAZOLE,4-PHENYL
    • 4-Phenyl-thiazole
    • A812710
    • AS-48274
    • AKOS001476105
    • 4-Phenyl-1,3-thiazole #
    • EN300-138484
    • AMY4295
    • THIAZOLE, 4-PHENYL-
    • FT-0653804
    • 1826-12-6
    • DTXSID80171308
    • SCHEMBL679707
    • MFCD00092820
    • BRN 0114779
    • F30143
    • SB34592
    • CS-0163657
    • 4-27-00-01142 (Beilstein Handbook Reference)
    • BBL020542
    • STK893231
    • DTXCID7093799
    • DB-065408
    • MDL: MFCD00092820
    • Inchi: 1S/C9H7NS/c1-2-4-8(5-3-1)9-6-11-7-10-9/h1-7H
    • InChI Key: KXCQDIWJQBSUJF-UHFFFAOYSA-N
    • SMILES: S1C=NC(=C1)C1C=CC=CC=1

Computed Properties

  • Exact Mass: 161.03000
  • Monoisotopic Mass: 161.02992
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 121
  • 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: 41.1
  • XLogP3: 2.6

Experimental Properties

  • Density: 1.173
  • Boiling Point: 292.7°Cat760mmHg
  • Flash Point: 135.4°C
  • Refractive Index: 1.607
  • PSA: 41.13000
  • LogP: 2.81010

4-phenyl-1,3-thiazole Customs Data

  • HS CODE:2934100090
  • Customs Data:

    China Customs Code:

    2934100090

    Overview:

    2934100090. Compounds that structurally contain a non fused thiazole ring(Whether hydrogenated or not). VAT:17.0%. Tax refund rate:9.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934100090 other compounds containing an unfused thiazole ring (whether or not hydrogenated) in the structure VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

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4-phenyl-1,3-thiazole Related Literature

Additional information on 4-phenyl-1,3-thiazole

4-Phenyl-1,3-Thiazole: An Overview of a Promising Heterocyclic Compound (CAS No. 1826-12-6)

4-Phenyl-1,3-thiazole (CAS No. 1826-12-6) is a heterocyclic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique thiazole ring and phenyl substituent, exhibits a range of biological activities that make it a valuable candidate for various applications, including drug discovery and development.

The thiazole ring, a five-membered heterocycle containing one sulfur and one nitrogen atom, is a common structural motif found in numerous bioactive molecules. The presence of the phenyl group in 4-phenyl-1,3-thiazole further enhances its pharmacological properties by influencing its electronic and steric characteristics. This combination of structural features has led to extensive research into the potential therapeutic applications of this compound.

Recent studies have highlighted the diverse biological activities of 4-phenyl-1,3-thiazole. One notable area of interest is its anti-inflammatory properties. Research published in the Journal of Medicinal Chemistry has demonstrated that 4-phenyl-1,3-thiazole derivatives can effectively inhibit the production of pro-inflammatory cytokines, such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α), making them potential candidates for the treatment of inflammatory diseases.

In addition to its anti-inflammatory effects, 4-phenyl-1,3-thiazole has shown promise as an antimicrobial agent. Studies have reported that certain derivatives of this compound exhibit potent activity against a range of bacterial and fungal pathogens. For instance, a study published in the European Journal of Medicinal Chemistry found that specific 4-phenyl-1,3-thiazole derivatives displayed significant antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA), a notorious pathogen responsible for many hospital-acquired infections.

The antitumor properties of 4-phenyl-1,3-thiazole have also been extensively investigated. Research conducted by scientists at the National Cancer Institute has shown that certain derivatives of this compound can induce apoptosis in cancer cells and inhibit tumor growth. These findings suggest that 4-phenyl-1,3-thiazole-based compounds may have potential as novel anticancer agents.

Beyond its direct biological activities, 4-phenyl-1,3-thiazole serves as an important building block in the synthesis of more complex molecules. Its versatility as a synthetic intermediate has been leveraged in the development of various pharmaceuticals and agrochemicals. For example, it has been used in the synthesis of selective serotonin reuptake inhibitors (SSRIs), which are widely used to treat depression and anxiety disorders.

The synthetic accessibility of 4-phenyl-1,3-thiazole is another factor contributing to its popularity in research and development. Various methods have been developed for its synthesis, including cyclization reactions involving thiols and nitriles or amides. These synthetic routes are generally efficient and can be readily scaled up for industrial production.

In conclusion, 4-phenyl-1,3-thiazole (CAS No. 1826-12-6) is a versatile heterocyclic compound with a wide range of biological activities and synthetic applications. Its anti-inflammatory, antimicrobial, and antitumor properties make it a valuable candidate for further exploration in medicinal chemistry and drug discovery. As research continues to uncover new insights into its mechanisms of action and potential therapeutic uses, 4-phenyl-1,3-thiazole-based compounds are likely to play an increasingly important role in the development of novel pharmaceuticals.

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