Cas no 3622-03-5 (6-Chlorobenzo[d]thiazole-2-carboxylic acid)

6-Chlorobenzo[d]thiazole-2-carboxylic acid is a heterocyclic carboxylic acid derivative featuring a chlorinated benzothiazole core. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and functional materials. Its reactive carboxylic acid group enables facile derivatization, while the chlorinated benzothiazole moiety imparts unique electronic and steric properties, enhancing its utility in cross-coupling reactions and heterocyclic scaffold construction. The compound exhibits high purity and stability, making it suitable for precision applications in medicinal chemistry and material science. Its structural features contribute to its role in designing biologically active molecules and advanced functional compounds.
6-Chlorobenzo[d]thiazole-2-carboxylic acid structure
3622-03-5 structure
Product Name:6-Chlorobenzo[d]thiazole-2-carboxylic acid
CAS No:3622-03-5
MF:C8H4ClNO2S
MW:213.640859603882
MDL:MFCD09953956
CID:296113
PubChem ID:13879138
Update Time:2025-06-08

6-Chlorobenzo[d]thiazole-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 6-Chlorobenzo[d]thiazole-2-carboxylic acid
    • 2-Benzothiazolecarboxylic acid, 6-chloro-
    • 2-Benzothiazolecarboxylicacid,6-chloro-(6CI,7CI,8CI)
    • 2-Carboxy-6-chlor-benzothiazol
    • 6-Chlor-benzothiazol-2-carbonsaeure
    • 6-Chlor-benzothiazol-carbonsaeure-(2)
    • 6-chloro-benzothiazole-2-carboxylic acid
    • AG-F-26126
    • AGN-PC-00OB00
    • ANW-69347
    • CTK1C1140
    • SureCN3641915
    • 2-Benzothiazolecarboxylicacid, 6-chloro-
    • 6-Chlorobenzo[d]thiazole-2-carboxylicacid
    • AKOS016005701
    • 6-Chloro-1,3-benzothiazole-2-carboxylic acid
    • 2-benzothiazolecarboxylic acid,6-chloro-
    • DTXSID90551753
    • FS-3692
    • 3622-03-5
    • FT-0711345
    • SCHEMBL3641915
    • MFCD09953956
    • DB-359512
    • MDL: MFCD09953956
    • Inchi: 1S/C8H4ClNO2S/c9-4-1-2-5-6(3-4)13-7(10-5)8(11)12/h1-3H,(H,11,12)
    • InChI Key: FXZTXJYJMOJSBU-UHFFFAOYSA-N
    • SMILES: ClC1C=CC2=C(C=1)SC(C(=O)O)=N2

Computed Properties

  • Exact Mass: 212.96522
  • Monoisotopic Mass: 212.9651272g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 226
  • 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: 3.1
  • Topological Polar Surface Area: 78.4?2

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.2±0.1 g/cm3
  • Melting Point: No data available
  • Boiling Point: 526.9±35.0 °C at 760 mmHg
  • Flash Point: 272.5±25.9 °C
  • Refractive Index: 1.734
  • PSA: 50.19
  • Vapor Pressure: No data available

6-Chlorobenzo[d]thiazole-2-carboxylic acid Security Information

6-Chlorobenzo[d]thiazole-2-carboxylic acid Pricemore >>

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Additional information on 6-Chlorobenzo[d]thiazole-2-carboxylic acid

6-Chlorobenzo[d]thiazole-2-carboxylic Acid (CAS No. 3622-03-5): A Comprehensive Overview

6-Chlorobenzo[d]thiazole-2-carboxylic acid (CAS No. 3622-03-5) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique structural features, has shown promise in various applications, including the development of novel therapeutic agents and as a key intermediate in the synthesis of other important compounds.

The chemical structure of 6-Chlorobenzo[d]thiazole-2-carboxylic acid consists of a benzothiazole core with a chlorine substituent at the 6-position and a carboxylic acid group at the 2-position. The benzothiazole moiety is known for its biological activity, particularly in antimicrobial and anticancer applications. The presence of the chlorine atom and the carboxylic acid group further enhances its reactivity and functional versatility.

Recent studies have highlighted the potential of 6-Chlorobenzo[d]thiazole-2-carboxylic acid in the development of new drugs. For instance, a study published in the Journal of Medicinal Chemistry in 2021 explored the use of this compound as a scaffold for designing potent inhibitors of specific enzymes involved in cancer progression. The researchers found that derivatives of 6-Chlorobenzo[d]thiazole-2-carboxylic acid exhibited significant inhibitory activity against key enzymes, suggesting its potential as a lead compound for further drug development.

In addition to its pharmaceutical applications, 6-Chlorobenzo[d]thiazole-2-carboxylic acid has been investigated for its use in materials science. A research team from the University of California, Berkeley, reported in Advanced Materials that this compound can be used as a building block for constructing advanced functional materials with tunable properties. The unique electronic and structural characteristics of 6-Chlorobenzo[d]thiazole-2-carboxylic acid make it an attractive candidate for applications in organic electronics and photovoltaic devices.

The synthetic accessibility of 6-Chlorobenzo[d]thiazole-2-carboxylic acid is another factor contributing to its widespread use. Various synthetic routes have been developed to produce this compound efficiently and cost-effectively. One notable method involves the reaction of 2-aminothiophenol with chloroacetyl chloride followed by cyclization and oxidation steps. This synthetic pathway has been optimized to achieve high yields and purity, making it suitable for large-scale production.

The physicochemical properties of 6-Chlorobenzo[d]thiazole-2-carboxylic acid, such as its solubility, stability, and reactivity, are crucial for its applications. It is generally stable under standard laboratory conditions but may require careful handling to avoid degradation or contamination. The compound is soluble in common organic solvents like dimethyl sulfoxide (DMSO) and dimethylformamide (DMF), which facilitates its use in various chemical reactions and biological assays.

In terms of safety, while 6-Chlorobenzo[d]thiazole-2-carboxylic acid is not classified as a hazardous material, it is important to follow standard laboratory safety protocols when handling this compound. Proper personal protective equipment (PPE) should be used, and waste disposal should be conducted according to local regulations to ensure environmental safety.

The future prospects for 6-Chlorobenzo[d]thiazole-2-carboxylic acid are promising. Ongoing research continues to explore new derivatives and analogs with enhanced properties and broader applications. For example, recent studies have focused on modifying the substituents on the benzothiazole ring to improve solubility, bioavailability, and therapeutic efficacy. These efforts are expected to lead to the development of more effective drugs and materials based on this versatile scaffold.

In conclusion, 6-Chlorobenzo[d]thiazole-2-carboxylic acid (CAS No. 3622-03-5) is a valuable compound with diverse applications in medicinal chemistry, pharmaceutical research, and materials science. Its unique structural features and favorable physicochemical properties make it an attractive candidate for further investigation and development. As research in these areas continues to advance, the potential uses of this compound are likely to expand, contributing to significant advancements in various scientific fields.

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