Cas no 1188141-65-2 (4,6-Dibromo-2-chlorobenzodthiazole)

4,6-Dibromo-2-chlorobenzothiazole is a halogenated benzothiazole derivative primarily utilized as an intermediate in organic synthesis and pharmaceutical manufacturing. Its key structural features—bromine and chlorine substituents—enhance reactivity, making it valuable for cross-coupling reactions and heterocyclic compound preparation. The compound exhibits high purity and stability under standard conditions, ensuring consistent performance in synthetic applications. Its electron-withdrawing properties facilitate nucleophilic substitution reactions, while the benzothiazole core contributes to its utility in agrochemical and medicinal chemistry research. Proper handling is advised due to potential sensitivity to moisture and light. This compound is typically supplied with detailed analytical data (e.g., NMR, HPLC) to verify quality.
4,6-Dibromo-2-chlorobenzodthiazole structure
1188141-65-2 structure
Product Name:4,6-Dibromo-2-chlorobenzodthiazole
CAS No:1188141-65-2
MF:C7H2Br2ClNS
MW:327.423477649689
CID:1024120
PubChem ID:60145979
Update Time:2025-05-24

4,6-Dibromo-2-chlorobenzodthiazole Chemical and Physical Properties

Names and Identifiers

    • 4,6-Dibromo-2-chlorobenzo[d]thiazole
    • 2-Chloro-4,6-dibromobenzothiazole
    • AGN-PC-0DACU0
    • AK101644
    • ANW-62806
    • CTK8B9629
    • PubChem21878
    • AS-50163
    • CS-0329383
    • DB-339923
    • 1188141-65-2
    • DTXSID50733735
    • 4,6-dibromo-2-chloro-1,3-benzothiazole
    • AKOS016004121
    • O11129
    • 4,6-Dibromo-2-chlorobenzodthiazole
    • MDL: MFCD11216969
    • Inchi: 1S/C7H2Br2ClNS/c8-3-1-4(9)6-5(2-3)12-7(10)11-6/h1-2H
    • InChI Key: ICDJWAROGHMGPR-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CC2=C1N=C(S2)Cl)Br

Computed Properties

  • Exact Mass: 326.79427g/mol
  • Monoisotopic Mass: 324.79632g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 183
  • 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: 4.7
  • Topological Polar Surface Area: 41.1?2

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Additional information on 4,6-Dibromo-2-chlorobenzodthiazole

Introduction to 4,6-Dibromo-2-chlorobenzothiazole (CAS No: 1188141-65-2)

4,6-Dibromo-2-chlorobenzothiazole (CAS No: 1188141-65-2) is a heterocyclic organic compound that has garnered significant attention in the field of pharmaceutical and agrochemical research due to its versatile structural properties. This compound belongs to the benzothiazole class, which is well-known for its broad spectrum of biological activities. The presence of both bromo and chloro substituents on the benzothiazole core enhances its reactivity, making it a valuable intermediate in the synthesis of various pharmacologically active molecules.

The chemical structure of 4,6-Dibromo-2-chlorobenzothiazole consists of a benzene ring fused with a thiazole ring, with bromine atoms at the 4- and 6-positions and a chlorine atom at the 2-position. This specific arrangement imparts unique electronic and steric properties to the molecule, which can be exploited in drug design and development. The compound's ability to act as a scaffold for further functionalization has made it a subject of intense study in medicinal chemistry.

In recent years, 4,6-Dibromo-2-chlorobenzothiazole has been explored as a key intermediate in the synthesis of novel therapeutic agents. Its derivatives have shown promising activities against various diseases, including cancer, infectious diseases, and inflammatory disorders. The benzothiazole core is particularly noteworthy for its role in antimicrobial and antiviral applications. For instance, studies have demonstrated that modifications of the benzothiazole ring can lead to compounds with enhanced efficacy against drug-resistant pathogens.

One of the most compelling aspects of 4,6-Dibromo-2-chlorobenzothiazole is its potential in oncology research. Researchers have identified that certain derivatives of this compound exhibit inhibitory effects on kinases and other enzymes involved in tumor growth and progression. The bromo and chloro substituents serve as handles for further chemical modification, allowing chemists to fine-tune the pharmacokinetic properties of these derivatives. This flexibility has led to the development of several lead compounds that are currently undergoing preclinical evaluation.

The agrochemical industry has also recognized the significance of 4,6-Dibromo-2-chlorobenzothiazole as a precursor for novel pesticides. Its structural features make it an effective candidate for synthesizing compounds that target pest-specific enzymes and receptors. Such derivatives have shown potential in controlling agricultural pests while maintaining environmental safety. The ability to modify the benzothiazole core allows for the creation of compounds with improved selectivity and reduced toxicity to non-target organisms.

From a synthetic chemistry perspective, 4,6-Dibromo-2-chlorobenzothiazole offers a rich platform for exploring new reaction pathways and methodologies. The presence of multiple reactive sites enables chemists to employ various coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, to introduce additional functional groups. These reactions are crucial for generating complex molecular architectures that mimic natural products or designed biologics.

Recent advances in computational chemistry have further enhanced the utility of 4,6-Dibromo-2-chlorobenzothiazole in drug discovery. Molecular modeling studies have helped predict the binding modes of its derivatives to biological targets, providing insights into their mechanism of action. This computational approach has accelerated the design process by allowing researchers to prioritize promising candidates based on their predicted affinity and selectivity.

The industrial production of 4,6-Dibromo-2-chlorobenzothiazole has also seen significant improvements in recent years. Process optimization has led to more efficient synthetic routes, reducing costs and minimizing waste generation. These advancements are crucial for ensuring the scalability of pharmaceutical applications where cost-effectiveness and sustainability are paramount.

In conclusion,4,6-Dibromo-2-chlorobenzothiazole (CAS No: 1188141-65-2) is a multifaceted compound with broad applications in pharmaceuticals and agrochemicals. Its unique structural features make it an excellent scaffold for developing novel therapeutic agents with diverse biological activities. As research continues to uncover new derivatives and applications,4,6-Dibromo-2-chlorobenzothiazole is poised to remain at the forefront of medicinal chemistry innovation.

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