Cas no 3884-33-1 (4-(4-Bromophenyl)-2-chlorothiazole)

4-(4-Bromophenyl)-2-chlorothiazole is a halogenated heterocyclic compound featuring a thiazole core substituted with a 4-bromophenyl group at the 4-position and a chlorine atom at the 2-position. This structure imparts reactivity suitable for further functionalization, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The bromophenyl moiety enhances cross-coupling potential, while the chlorothiazole group offers versatility in nucleophilic substitution reactions. Its well-defined molecular architecture ensures consistent performance in complex organic transformations. The compound is typically characterized by high purity and stability, meeting stringent requirements for research and industrial applications. Its utility in constructing biologically active molecules underscores its importance in medicinal chemistry and material science.
4-(4-Bromophenyl)-2-chlorothiazole structure
3884-33-1 structure
Product Name:4-(4-Bromophenyl)-2-chlorothiazole
CAS No:3884-33-1
MF:C9H5BrClNS
MW:274.564698934555
MDL:MFCD08446726
CID:296728
PubChem ID:329760845
Update Time:2025-06-07

4-(4-Bromophenyl)-2-chlorothiazole Chemical and Physical Properties

Names and Identifiers

    • 4-(4-Bromophenyl)-2-chlorothiazole
    • 2-Chloro-4-(4-bromophenyl)thiazole
    • 4-(4-bromophenyl)-2-chloro-1,3-thiazole
    • Thiazole,4-(4-bromophenyl)-2-chloro-
    • 2-Chlor-4-(4-bromphenyl)thiazol
    • 2-chloro-4-(p-bromophenyl)-thiazole
    • 2-Chloro-4-bromophenylthiazole
    • 4-(4-Brom-phenyl)-2-chlor-thiazol
    • MFCD08446726
    • AKOS005258611
    • 2-Chloro-4-(4-bromophenyl)thiazole, 97%
    • AT28302
    • 3884-33-1
    • CS-0260504
    • EN300-7536330
    • DTXSID90507295
    • MDL: MFCD08446726
    • Inchi: 1S/C9H5BrClNS/c10-7-3-1-6(2-4-7)8-5-13-9(11)12-8/h1-5H
    • InChI Key: VWGXNMKQSFBNSH-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=CC=1)C1=CSC(=N1)Cl

Computed Properties

  • Exact Mass: 272.90100
  • Monoisotopic Mass: 272.90146g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 173
  • 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

  • Density: 1.658
  • Melting Point: 110-114?°C
  • Boiling Point: 386.8°C at 760 mmHg
  • Flash Point: 187.8°C
  • Refractive Index: 1.643
  • PSA: 41.13000
  • LogP: 4.22600

4-(4-Bromophenyl)-2-chlorothiazole Security Information

4-(4-Bromophenyl)-2-chlorothiazole 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-(4-Bromophenyl)-2-chlorothiazole Related Literature

Additional information on 4-(4-Bromophenyl)-2-chlorothiazole

Introduction to 4-(4-Bromophenyl)-2-chlorothiazole (CAS No. 3884-33-1)

4-(4-Bromophenyl)-2-chlorothiazole, with the CAS number 3884-33-1, is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structural features, including a brominated phenyl group and a chlorothiazole moiety, which contribute to its potential applications in drug discovery and development.

The chemical structure of 4-(4-Bromophenyl)-2-chlorothiazole is represented by the formula C9H6BrClNS. The bromine and chlorine atoms, along with the thiazole ring, impart specific chemical properties that make this compound a valuable building block in synthetic chemistry. The thiazole ring, in particular, is known for its biological activity and has been widely studied for its potential in various therapeutic applications.

Recent advancements in the field of medicinal chemistry have highlighted the importance of 4-(4-Bromophenyl)-2-chlorothiazole as a key intermediate in the synthesis of novel pharmaceuticals. Researchers have explored its use in the development of drugs targeting various diseases, including cancer, neurodegenerative disorders, and infectious diseases. The brominated phenyl group provides a handle for further functionalization, allowing chemists to introduce additional functionalities that can enhance the pharmacological properties of the final product.

In the context of drug discovery, 4-(4-Bromophenyl)-2-chlorothiazole has been utilized as a scaffold for the design of small molecules with potent biological activities. For instance, studies have shown that derivatives of this compound exhibit significant anti-cancer properties by inhibiting key enzymes involved in tumor growth and metastasis. Additionally, its ability to cross the blood-brain barrier makes it an attractive candidate for developing treatments for neurological conditions.

The synthetic accessibility of 4-(4-Bromophenyl)-2-chlorothiazole has also contributed to its widespread use in academic and industrial laboratories. Various synthetic routes have been developed to produce this compound efficiently and cost-effectively. One common approach involves the reaction of 4-bromoaniline with 2-chloroacetyl chloride followed by cyclization with thiourea. This method yields high purity products suitable for further chemical transformations.

Beyond its role as an intermediate in drug synthesis, 4-(4-Bromophenyl)-2-chlorothiazole has also found applications in other areas of chemistry. For example, it can serve as a ligand in coordination chemistry, forming complexes with transition metals that exhibit interesting catalytic properties. These complexes have been used in catalytic reactions such as C-H activation and cross-coupling reactions, which are crucial for the synthesis of complex organic molecules.

The environmental and safety aspects of 4-(4-Bromophenyl)-2-chlorothiazole have also been studied to ensure its safe handling and disposal. While it is not classified as a hazardous material, proper precautions should be taken during its use to minimize any potential risks. Laboratory protocols recommend using personal protective equipment (PPE) such as gloves and goggles when handling this compound.

In conclusion, 4-(4-Bromophenyl)-2-chlorothiazole (CAS No. 3884-33-1) is a multifaceted compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique structural features and synthetic accessibility make it an invaluable tool for scientists working on drug discovery and development. As research continues to advance, it is likely that new applications and derivatives of this compound will emerge, further expanding its impact on human health and well-being.

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