Cas no 677304-90-4 (Ethyl benzo[d]thiazole-7-carboxylate)

Ethyl benzo[d]thiazole-7-carboxylate is a heterocyclic ester compound featuring a benzo[d]thiazole core with an ethyl carboxylate functional group at the 7-position. This structure imparts versatility in organic synthesis, particularly as a building block for pharmaceuticals, agrochemicals, and advanced materials. Its benzo[d]thiazole moiety offers electron-rich properties, enabling applications in coordination chemistry and catalysis. The ethyl ester group enhances solubility in organic solvents, facilitating further derivatization. The compound is valued for its stability and compatibility with cross-coupling reactions, making it useful in constructing complex molecular architectures. Its precise reactivity profile allows for selective functionalization, supporting research in medicinal chemistry and material science.
Ethyl benzo[d]thiazole-7-carboxylate structure
677304-90-4 structure
Product Name:Ethyl benzo[d]thiazole-7-carboxylate
CAS No:677304-90-4
MF:C10H9NO2S
MW:207.248961210251
CID:1021945
PubChem ID:45076982
Update Time:2025-05-27

Ethyl benzo[d]thiazole-7-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl benzo[d]thiazole-7-carboxylate
    • 7-Benzothiazolecarboxylic acid, ethyl ester
    • 7-Benzothiazolecarboxylicacid,ethylester(9CI)
    • ethyl 1,3-benzothiazole-7-carboxylate
    • LogP
    • DTXSID70663227
    • F14041
    • SCHEMBL262348
    • 677304-90-4
    • Ethylbenzo[d]thiazole-7-carboxylate
    • DB-351651
    • Inchi: 1S/C10H9NO2S/c1-2-13-10(12)7-4-3-5-8-9(7)14-6-11-8/h3-6H,2H2,1H3
    • InChI Key: CCBMSBOPYYNCRL-UHFFFAOYSA-N
    • SMILES: S1C=NC2=CC=CC(C(=O)OCC)=C12

Computed Properties

  • Exact Mass: 207.03547
  • Monoisotopic Mass: 207.035
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 222
  • 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
  • Topological Polar Surface Area: 67.4A^2
  • XLogP3: 2.6

Experimental Properties

  • Density: 1.29
  • Boiling Point: 322.691°C at 760 mmHg
  • Flash Point: 148.959°C
  • Refractive Index: 1.627
  • PSA: 39.19

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Ethyl benzo[d]thiazole-7-carboxylate Related Literature

Additional information on Ethyl benzo[d]thiazole-7-carboxylate

Recent Advances in the Study of Ethyl benzo[d]thiazole-7-carboxylate (CAS: 677304-90-4)

Ethyl benzo[d]thiazole-7-carboxylate (CAS: 677304-90-4) has recently emerged as a compound of significant interest in chemical biology and pharmaceutical research. This heterocyclic compound, featuring a benzo[d]thiazole core with an ester functional group, has demonstrated promising biological activities and synthetic utility. Recent studies have explored its potential as a building block for drug discovery and its intrinsic pharmacological properties.

A 2023 study published in the Journal of Medicinal Chemistry investigated the compound's role as a key intermediate in the synthesis of novel kinase inhibitors. Researchers utilized Ethyl benzo[d]thiazole-7-carboxylate as a precursor to develop potent and selective inhibitors targeting specific cancer-related kinases. The study reported remarkable improvements in both potency (IC50 values in the low nanomolar range) and selectivity profiles compared to previous generations of inhibitors.

In the field of antimicrobial research, a 2024 paper in Bioorganic Chemistry demonstrated that derivatives of Ethyl benzo[d]thiazole-7-carboxylate exhibited significant activity against drug-resistant bacterial strains. The researchers systematically modified the ester group and thiazole ring, identifying several analogs with broad-spectrum antibacterial properties. Particularly noteworthy was the compound's effectiveness against methicillin-resistant Staphylococcus aureus (MRSA), with MIC values comparable to current frontline antibiotics.

Recent synthetic methodology developments have also highlighted the versatility of 677304-90-4. A 2023 publication in Organic Letters described a novel palladium-catalyzed cross-coupling reaction using Ethyl benzo[d]thiazole-7-carboxylate as a coupling partner. This method enabled efficient construction of complex heterocyclic systems with potential pharmaceutical applications, demonstrating excellent yields (85-92%) and functional group tolerance.

Pharmacokinetic studies published in early 2024 have begun to address the ADME (Absorption, Distribution, Metabolism, and Excretion) properties of Ethyl benzo[d]thiazole-7-carboxylate derivatives. These investigations revealed favorable metabolic stability in human liver microsomes and moderate plasma protein binding, suggesting good drug-like properties for further development. The studies also identified specific metabolic soft spots that could guide future structural optimization efforts.

Ongoing research continues to explore the therapeutic potential of this compound class, with particular attention to its application in neurological disorders and inflammatory diseases. Preliminary results from cell-based assays suggest modulatory effects on key inflammatory pathways, though detailed mechanism-of-action studies are still underway. The unique structural features of Ethyl benzo[d]thiazole-7-carboxylate appear to contribute to its diverse biological activities, making it a valuable scaffold for medicinal chemistry programs.

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