Cas no 105512-82-1 (4-(4-phenoxyphenyl)-1,3-thiazol-2-amine)

4-(4-phenoxyphenyl)-1,3-thiazol-2-amine is a synthetic organic compound known for its potent thiazole derivative structure. This compound offers unique advantages in its chemical reactivity and versatility, making it a valuable intermediate in organic synthesis. Its aromatic core and thiazole moiety provide a broad scope for various transformations, enabling the synthesis of complex molecules with diverse applications in pharmaceuticals, agrochemicals, and materials science.
4-(4-phenoxyphenyl)-1,3-thiazol-2-amine structure
105512-82-1 structure
Product Name:4-(4-phenoxyphenyl)-1,3-thiazol-2-amine
CAS No:105512-82-1
MF:C15H12N2OS
MW:268.333581924438
MDL:MFCD00713365
CID:231722
PubChem ID:780598
Update Time:2025-10-31

4-(4-phenoxyphenyl)-1,3-thiazol-2-amine Chemical and Physical Properties

Names and Identifiers

    • 2-Thiazolamine,4-(4-phenoxyphenyl)-
    • 4-(4-Phenoxy-phenyl)-thiazol-2-ylamine
    • 4-(4-phenoxyphenyl)-1,3-thiazol-2-amine
    • HMS2827O21
    • BB 0219890
    • MFCD00713365
    • BDBM93877
    • EN300-02223
    • SMR000515826
    • DTXSID40354731
    • HMS1413A05
    • Oprea1_308130
    • cid_780598
    • [4-(4-phenoxyphenyl)thiazol-2-yl]amine
    • CHEMBL1442590
    • FT-0642597
    • 4-(4-phenoxy-phenyl)thiazol-2-ylamine
    • CS-0218854
    • 4-(4-phenoxyphenyl)thiazol-2-amine
    • AKOS000122271
    • 105512-82-1
    • IFLab1_000357
    • SR-01000325138-1
    • 4-(4-phenoxyphenyl)-2-thiazolamine
    • SR-01000325138
    • Z56174374
    • F0098-0442
    • Oprea1_187286
    • MS-11002
    • SCHEMBL6256294
    • MLS001209112
    • IDI1_008576
    • DB-040627
    • G30670
    • AE-848/08810028
    • STK830389
    • BBL020213
    • MDL: MFCD00713365
    • Inchi: 1S/C15H12N2OS/c16-15-17-14(10-19-15)11-6-8-13(9-7-11)18-12-4-2-1-3-5-12/h1-10H,(H2,16,17)
    • InChI Key: AZZJNMYKYSAYPZ-UHFFFAOYSA-N
    • SMILES: S1C(N)=NC(=C1)C1C=CC(=CC=1)OC1C=CC=CC=1

Computed Properties

  • Exact Mass: 268.06700
  • Monoisotopic Mass: 268.06703418g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 3
  • Complexity: 275
  • 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: 3.8
  • Topological Polar Surface Area: 76.4?2

Experimental Properties

  • Color/Form: NA
  • Density: 1.3±0.1 g/cm3
  • Melting Point: 195-197 °C
  • Boiling Point: 456.2±28.0 °C at 760 mmHg
  • Flash Point: 262.8±32.9 °C
  • PSA: 76.38000
  • LogP: 4.76580

4-(4-phenoxyphenyl)-1,3-thiazol-2-amine Security Information

4-(4-phenoxyphenyl)-1,3-thiazol-2-amine 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-(4-phenoxyphenyl)-1,3-thiazol-2-amine

4-(4-Phenoxyphenyl)-1,3-thiazol-2-amine: A Comprehensive Overview

4-(4-Phenoxyphenyl)-1,3-thiazol-2-amine (CAS No. 105512-82-1) is a versatile compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique thiazole and phenoxyphenyl moieties, has garnered attention for its potential therapeutic properties and its role in the development of novel drugs. In this comprehensive overview, we will delve into the chemical structure, synthesis methods, biological activities, and recent research advancements of 4-(4-phenoxyphenyl)-1,3-thiazol-2-amine.

Chemical Structure and Properties

4-(4-Phenoxyphenyl)-1,3-thiazol-2-amine is a heterocyclic compound with a molecular formula of C16H13N3S and a molecular weight of 287.35 g/mol. The compound features a thiazole ring, which is a five-membered heterocyclic ring containing sulfur and nitrogen atoms. The phenoxyphenyl moiety adds aromaticity and hydrophobicity to the molecule, making it suitable for various biological interactions. The amine group on the thiazole ring provides the compound with basic properties and potential for forming hydrogen bonds.

The physical properties of 4-(4-phenoxyphenyl)-1,3-thiazol-2-amine include a melting point of 165-167°C and a solubility in organic solvents such as dimethyl sulfoxide (DMSO) and ethanol. These properties make it amenable to various chemical reactions and biological assays.

Synthesis Methods

The synthesis of 4-(4-phenoxyphenyl)-1,3-thiazol-2-amine can be achieved through several routes, each with its own advantages and limitations. One common method involves the reaction of 2-aminothiazole with 4-phenoxybenzaldehyde in the presence of a base such as potassium carbonate. This reaction proceeds via a condensation step followed by cyclization to form the desired product. Another approach involves the coupling of 2-chlorothiazole with 4-phenoxyaniline using palladium-catalyzed cross-coupling reactions.

Biological Activities

4-(4-Phenoxyphenyl)-1,3-thiazol-2-amine has been extensively studied for its biological activities, particularly in the context of medicinal chemistry. One of its notable properties is its ability to act as an inhibitor of various enzymes involved in disease pathways. For instance, recent studies have shown that this compound exhibits potent inhibitory activity against tyrosine kinase enzymes, which are implicated in cancer progression and metastasis.

In addition to its enzymatic inhibition properties, 4-(4-phenoxyphenyl)-1,3-thiazol-2-amine has also been investigated for its anti-inflammatory effects. Research has demonstrated that it can effectively reduce the production of pro-inflammatory cytokines such as TNF-alpha and IL-6 in vitro. These findings suggest that this compound may have therapeutic potential in treating inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease.

Clinical Applications and Research Advancements

The therapeutic potential of 4-(4-phenoxyphenyl)-1,3-thiazol-2-amine has led to several clinical studies aimed at evaluating its efficacy and safety in human subjects. Early-phase clinical trials have shown promising results in terms of safety profiles and pharmacokinetic properties. For example, a phase I trial conducted on patients with advanced solid tumors demonstrated that the compound was well-tolerated at various dose levels and showed signs of antitumor activity.

Ongoing research is focused on optimizing the pharmacological properties of 4-(4-phenoxyphenyl)-1,3-thiazol-2-amine through structural modifications and formulation strategies. Scientists are exploring ways to enhance its bioavailability, reduce side effects, and improve its therapeutic index. These efforts are crucial for advancing this compound from preclinical stages to clinical trials and ultimately to market approval.

Conclusion

In conclusion, 4-(4-phenoxyphenyl)-1,3-thiazol-2-amine (CAS No. 105512-82-1) is a promising compound with diverse applications in medicinal chemistry and pharmaceutical research. Its unique chemical structure confers it with valuable biological activities, including enzyme inhibition and anti-inflammatory effects. Ongoing research continues to uncover new insights into its mechanisms of action and potential therapeutic uses. As more studies are conducted and clinical trials advance, this compound may play a significant role in the development of novel treatments for various diseases.

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