Cas no 71189-23-6 (2-Isocyanatothiazole)

2-Isocyanatothiazole is a heterocyclic compound featuring a reactive isocyanate group bonded to a thiazole ring. This structure imparts versatility in organic synthesis, particularly in the formation of ureas, carbamates, and other derivatives through nucleophilic addition reactions. Its thiazole moiety enhances stability and offers potential for applications in pharmaceuticals, agrochemicals, and materials science. The compound's reactivity with amines, alcohols, and other nucleophiles makes it valuable for constructing complex molecular frameworks. Handling requires caution due to the isocyanate group's sensitivity to moisture and potential irritancy. Proper storage under inert conditions is recommended to maintain purity and reactivity.
2-Isocyanatothiazole structure
2-Isocyanatothiazole structure
Product Name:2-Isocyanatothiazole
CAS No:71189-23-6
MF:C4H2N2OS
MW:126.136478900909
CID:59185
PubChem ID:23436220
Update Time:2025-10-28

2-Isocyanatothiazole Chemical and Physical Properties

Names and Identifiers

    • Thiophene-2,3-dicarboxylic acid
    • 2-isocyanato-1,3-thiazole
    • 2-Isocyanatothiazole
    • 2-Thiazolylisocyanate
    • 2-Isocyanato-Thiazole
    • AKOS006227731
    • A837108
    • FT-0660484
    • AC-5190
    • DTXSID60634067
    • EN300-144721
    • 71189-23-6
    • thiazolylisocyanate
    • Thiazole, 2-isocyanato-
    • SCHEMBL3055412
    • AB45691
    • MXJQJCACXRHPOV-UHFFFAOYSA-N
    • Thiazol-2-ylisocyanate
    • MDL: MFCD08460108
    • Inchi: 1S/C4H2N2OS/c7-3-6-4-5-1-2-8-4/h1-2H
    • InChI Key: MXJQJCACXRHPOV-UHFFFAOYSA-N
    • SMILES: S1C=CN=C1N=C=O

Computed Properties

  • Exact Mass: 171.98300
  • Monoisotopic Mass: 171.983
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 191
  • 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: 103A^2
  • XLogP3: 2.1

Experimental Properties

  • Density: 1.41
  • Boiling Point: 216 oC
  • Flash Point: 85 oC
  • Refractive Index: 1.666
  • PSA: 102.84000
  • LogP: 1.14450

2-Isocyanatothiazole 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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Additional information on 2-Isocyanatothiazole

Recent Advances in the Application of 2-Isocyanatothiazole (CAS: 71189-23-6) in Chemical Biology and Pharmaceutical Research

2-Isocyanatothiazole (CAS: 71189-23-6) is a versatile heterocyclic compound that has garnered significant attention in recent years due to its unique chemical properties and potential applications in drug discovery and chemical biology. This research briefing provides an overview of the latest advancements in the synthesis, characterization, and utilization of 2-Isocyanatothiazole, with a focus on its role in the development of novel therapeutic agents and chemical probes.

Recent studies have highlighted the importance of 2-Isocyanatothiazole as a key intermediate in the synthesis of thiazole-based compounds, which are known for their diverse biological activities. The compound's isocyanate functional group allows for efficient conjugation with various nucleophiles, making it a valuable tool for the modification of biomolecules and the construction of targeted drug delivery systems. A 2023 study published in the Journal of Medicinal Chemistry demonstrated the use of 2-Isocyanatothiazole in the development of covalent inhibitors targeting cysteine residues in disease-relevant proteins, showcasing its potential in precision medicine.

In addition to its applications in drug discovery, 2-Isocyanatothiazole has been employed in chemical biology as a reactive handle for protein labeling and activity-based profiling. Researchers have utilized its electrophilic nature to design probes that can selectively modify active site residues in enzymes, enabling the study of enzyme mechanisms and the identification of new drug targets. A recent publication in ACS Chemical Biology detailed the use of 2-Isocyanatothiazole-derived probes for the profiling of deubiquitinating enzymes, providing insights into their regulation and potential therapeutic modulation.

The synthesis and scalability of 2-Isocyanatothiazole have also been areas of active research. Advances in green chemistry approaches have led to more efficient and environmentally friendly methods for its production, addressing previous challenges related to yield and purity. A 2022 study in Organic Process Research & Development reported a novel catalytic system for the synthesis of 2-Isocyanatothiazole with improved efficiency and reduced waste generation, highlighting the compound's growing industrial relevance.

Looking ahead, the potential of 2-Isocyanatothiazole in the development of next-generation therapeutics and diagnostic tools remains promising. Ongoing research is exploring its use in the design of covalent PROTACs (proteolysis-targeting chimeras) and other emerging modalities. Furthermore, its application in materials science, particularly in the development of functional polymers and sensors, is an area of growing interest. As the understanding of its reactivity and biological interactions deepens, 2-Isocyanatothiazole is poised to play an increasingly important role in interdisciplinary research at the interface of chemistry, biology, and medicine.

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