Cas no 134812-28-5 (3-(1,3-thiazol-4-yl)aniline)

3-(1,3-Thiazol-4-yl)aniline is a heterocyclic aromatic compound featuring an aniline moiety linked to a thiazole ring at the 4-position. This structure imparts unique electronic and steric properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The presence of both amine and thiazole functionalities enhances its reactivity, enabling diverse derivatization for applications in drug discovery and material science. Its stability under standard conditions and compatibility with common organic reactions further contribute to its utility in research and industrial settings. The compound is particularly useful in the development of bioactive molecules due to its ability to modulate solubility and binding interactions.
3-(1,3-thiazol-4-yl)aniline structure
3-(1,3-thiazol-4-yl)aniline structure
Product Name:3-(1,3-thiazol-4-yl)aniline
CAS No:134812-28-5
MF:C9H8N2S
MW:176.238220214844
MDL:MFCD09864282
CID:880509
PubChem ID:329775446
Update Time:2025-06-11

3-(1,3-thiazol-4-yl)aniline Chemical and Physical Properties

Names and Identifiers

    • 3-(Thiazol-4-yl)aniline
    • 3-(1,3-thiazol-4-yl)aniline
    • 3-(1,3-thiazol-4-yl)aniline(SALTDATA: FREE)
    • AG-D-71200
    • AGN-PC-003IB4
    • Ambcb4010332
    • CTK4B9442
    • MolPort-014-589-061
    • SureCN1879703
    • DTXSID20567529
    • AKOS010521270
    • BS-37364
    • F77471
    • SCHEMBL1879703
    • CS-0269169
    • DA-18448
    • EN300-745516
    • 3-(1,3-Thiazol-4-yl)aniline, AldrichCPR
    • MFCD09864282
    • 134812-28-5
    • MDL: MFCD09864282
    • Inchi: 1S/C9H8N2S/c10-8-3-1-2-7(4-8)9-5-12-6-11-9/h1-6H,10H2
    • InChI Key: IEKBOUQLQRHVRN-UHFFFAOYSA-N
    • SMILES: S1C=NC(=C1)C1C=CC=C(C=1)N

Computed Properties

  • Exact Mass: 176.04100
  • Monoisotopic Mass: 176.04081944g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 152
  • 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: 1.9
  • Topological Polar Surface Area: 67.2?2

Experimental Properties

  • PSA: 67.15000
  • LogP: 2.97350

3-(1,3-thiazol-4-yl)aniline Security Information

3-(1,3-thiazol-4-yl)aniline 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%

3-(1,3-thiazol-4-yl)aniline Pricemore >>

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Additional information on 3-(1,3-thiazol-4-yl)aniline

3-(1,3-Thiazol-4-yl)aniline: A Comprehensive Overview

3-(1,3-Thiazol-4-yl)aniline (CAS No. 134812-28-5) is a versatile compound with significant applications in the fields of medicinal chemistry, organic synthesis, and materials science. This aromatic amine derivative features a thiazole ring fused to an aniline moiety, making it a valuable building block for the synthesis of various bioactive molecules and functional materials.

The thiazole ring is a heterocyclic structure consisting of one sulfur and one nitrogen atom, which imparts unique chemical and biological properties to the compound. The presence of the aniline group further enhances its reactivity and versatility, allowing it to participate in a wide range of chemical reactions. These properties make 3-(1,3-thiazol-4-yl)aniline an attractive candidate for the development of novel pharmaceuticals, agrochemicals, and advanced materials.

Recent research has highlighted the potential of 3-(1,3-thiazol-4-yl)aniline in the development of new therapeutic agents. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that derivatives of 3-(1,3-thiazol-4-yl)aniline exhibit potent anti-inflammatory and analgesic activities. The researchers found that these compounds effectively inhibit the production of pro-inflammatory cytokines, such as TNF-α and IL-6, without significant cytotoxicity. This finding suggests that 3-(1,3-thiazol-4-yl)aniline derivatives could be developed into safe and effective treatments for inflammatory diseases.

In another study published in Bioorganic & Medicinal Chemistry Letters, scientists explored the use of 3-(1,3-thiazol-4-yl)aniline as a scaffold for designing selective serotonin reuptake inhibitors (SSRIs). The results showed that certain derivatives exhibited high affinity for the serotonin transporter (SERT) and low affinity for other monoamine transporters, making them promising candidates for the treatment of depression and anxiety disorders. These findings underscore the potential of 3-(1,3-thiazol-4-yl)aniline as a platform for developing highly selective and efficacious drugs.

The synthetic accessibility of 3-(1,3-thiazol-4-yl)aniline has also been a subject of extensive research. A recent review in Tetrahedron Letters summarized various synthetic routes to this compound, including nucleophilic aromatic substitution (SNAr) reactions and palladium-catalyzed cross-coupling reactions. These methods provide efficient and scalable pathways for the preparation of 3-(1,3-thiazol-4-yl)aniline and its derivatives, facilitating their use in both academic and industrial settings.

In addition to its applications in medicinal chemistry, 3-(1,3-thiazol-4-yl)aniline has shown promise in materials science. A study published in Advanced Functional Materials reported that 3-(1,3-thiazol-4-yl)aniline can be used as a monomer for the synthesis of conjugated polymers with excellent electronic properties. These polymers exhibit high charge carrier mobility and stability, making them suitable for use in organic field-effect transistors (OFETs) and organic photovoltaic devices (OPVs). The unique combination of electronic properties and processability makes 3-(1,3-thiazol-4-yl)aniline an attractive material for next-generation electronic applications.

The environmental impact of 3-(1,3-thiazol-4-yl)aniline has also been investigated. A study published in Green Chemistry evaluated the biodegradability and ecotoxicity of this compound. The results indicated that 3-(1,3-thiazol-4-y-l)aniline is readily biodegradable under aerobic conditions and exhibits low toxicity to aquatic organisms. These findings suggest that it can be used in environmentally friendly processes without significant ecological risks.

In conclusion, 3-(1,3-thiazol--4-y-l)aniline (CAS No. 134812--28--5) is a multifaceted compound with broad applications in medicinal chemistry, organic synthesis, and materials science. Its unique chemical structure endows it with valuable properties that make it an attractive building block for the development of novel therapeutic agents and advanced materials. Ongoing research continues to uncover new possibilities for this versatile compound, highlighting its significance in both academic and industrial contexts.

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