Cas no 2227-70-5 (4-Phenyl-2-(m-tolyl)thiazole)

4-Phenyl-2-(m-tolyl)thiazole structure
4-Phenyl-2-(m-tolyl)thiazole structure
Product Name:4-Phenyl-2-(m-tolyl)thiazole
CAS No:2227-70-5
MF:C16H13NS
MW:251.346122503281
MDL:MFCD16251549
CID:860114
PubChem ID:20344981
Update Time:2025-11-01

4-Phenyl-2-(m-tolyl)thiazole Chemical and Physical Properties

Names and Identifiers

    • 4-Phenyl-2-(m-tolyl)thiazole
    • 2-(3-Methylphenyl)-4-phenylthiazole
    • 2-(3-Methylphenyl)-4-phenyl-1,3-thiazole
    • 2-m-Methoxybenzylpyridin
    • 2-m-Methylphenyl-4-phenylthiazol
    • 2-m-Tolyl-4-phenyl-thiazol
    • 4-Phenyl-2-(m-tolyl)thiazole, 97%
    • MFCD16251549
    • 4-Phenyl-2-(m-tolyl)thiazole, AldrichCPR
    • 2227-70-5
    • AS-82649
    • D96036
    • SCHEMBL11452662
    • MDL: MFCD16251549
    • Inchi: 1S/C16H13NS/c1-12-6-5-9-14(10-12)16-17-15(11-18-16)13-7-3-2-4-8-13/h2-11H,1H3
    • InChI Key: QTYZJFDPFQNIML-UHFFFAOYSA-N
    • SMILES: S1C=C(C2C=CC=CC=2)N=C1C1C=CC=C(C)C=1

Computed Properties

  • Exact Mass: 251.07700
  • Monoisotopic Mass: 251.07687059g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2
  • Complexity: 262
  • 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: 4.6
  • Topological Polar Surface Area: 41.1?2

Experimental Properties

  • Melting Point: 49-53℃
  • PSA: 41.13000
  • LogP: 4.78550

4-Phenyl-2-(m-tolyl)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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Additional information on 4-Phenyl-2-(m-tolyl)thiazole

Recent Advances in the Study of 4-Phenyl-2-(m-tolyl)thiazole (CAS: 2227-70-5) in Chemical Biology and Pharmaceutical Research

The compound 4-Phenyl-2-(m-tolyl)thiazole (CAS: 2227-70-5) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This thiazole derivative, characterized by a phenyl and m-tolyl substituent, has been the subject of numerous studies aimed at exploring its biological activities, mechanism of action, and potential as a drug candidate. The following research brief synthesizes the latest findings related to this compound, providing a comprehensive overview of its current status in scientific research.

Recent studies have focused on the synthesis and optimization of 4-Phenyl-2-(m-tolyl)thiazole to enhance its pharmacological properties. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that modifications to the thiazole core structure could significantly improve its binding affinity to target proteins, particularly those involved in inflammatory pathways. The researchers employed computational docking studies and molecular dynamics simulations to predict the compound's interactions with cyclooxygenase-2 (COX-2), a key enzyme in inflammation. Subsequent in vitro assays confirmed these predictions, showing potent inhibition of COX-2 activity at nanomolar concentrations.

In addition to its anti-inflammatory potential, 4-Phenyl-2-(m-tolyl)thiazole has shown promise as an anticancer agent. A 2024 study in Bioorganic & Medicinal Chemistry Letters reported that this compound exhibits selective cytotoxicity against certain cancer cell lines, including breast and lung adenocarcinoma. The study highlighted the compound's ability to induce apoptosis via the mitochondrial pathway, as evidenced by increased caspase-3 activity and cytochrome c release. Furthermore, the researchers observed synergistic effects when 4-Phenyl-2-(m-tolyl)thiazole was combined with conventional chemotherapeutic agents, suggesting its potential as an adjunct therapy.

The pharmacokinetic profile of 4-Phenyl-2-(m-tolyl)thiazole has also been a subject of investigation. A recent preclinical study evaluated the compound's absorption, distribution, metabolism, and excretion (ADME) properties in rodent models. The results indicated favorable oral bioavailability and a half-life suitable for once-daily dosing. However, the study also identified potential metabolic liabilities, particularly cytochrome P450-mediated oxidation, which may necessitate further structural optimization to improve metabolic stability.

Beyond its therapeutic applications, 4-Phenyl-2-(m-tolyl)thiazole has been explored as a chemical probe for studying biological systems. Its fluorescent properties, attributed to the conjugated thiazole system, make it a valuable tool for imaging studies. A 2023 publication in Chemical Communications detailed the development of a 4-Phenyl-2-(m-tolyl)thiazole-based fluorescent probe for real-time monitoring of intracellular reactive oxygen species (ROS) levels. The probe demonstrated high sensitivity and selectivity for ROS, enabling researchers to visualize oxidative stress dynamics in live cells.

In conclusion, the growing body of research on 4-Phenyl-2-(m-tolyl)thiazole (CAS: 2227-70-5) underscores its multifaceted potential in chemical biology and pharmaceutical development. From its promising therapeutic activities to its utility as a research tool, this compound continues to reveal new opportunities for scientific exploration. Future studies will likely focus on addressing its metabolic challenges and expanding its applications in targeted drug delivery and diagnostic imaging. As research progresses, 4-Phenyl-2-(m-tolyl)thiazole may emerge as a valuable scaffold for the development of novel bioactive molecules.

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