Cas no 21917-76-0 (2-Methylthiazole-4-carbonitrile)

2-Methylthiazole-4-carbonitrile is a heterocyclic organic compound featuring a thiazole ring substituted with a methyl group at the 2-position and a nitrile functional group at the 4-position. This structure makes it a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its nitrile group offers reactivity for further functionalization, while the thiazole core contributes to its utility in medicinal chemistry. The compound exhibits stability under standard conditions, facilitating handling and storage. Its well-defined chemical properties enable precise applications in complex synthetic routes, making it a valuable building block for researchers and industrial chemists.
2-Methylthiazole-4-carbonitrile structure
21917-76-0 structure
Product Name:2-Methylthiazole-4-carbonitrile
CAS No:21917-76-0
MF:C5H4N2S
MW:124.163659095764
MDL:MFCD00068103
CID:252212
PubChem ID:2799281
Update Time:2025-05-27

2-Methylthiazole-4-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-Methylthiazole-4-carbonitrile
    • 2-Methyl-1,3-thiazole-4-carbonitrile
    • 4-Thiazolecarbonitrile,2-methyl-
    • 2-methyl-1-thiazole-4-carbonitrile
    • 2-methyl-4-cyanothiazole
    • 2-methylthiazol-4-carbonitrile
    • 2-methyl-thiazole-4-carbonitrile
    • 4-Cyano-2-methyl-1,3-thiazole
    • 4-Thiazolecarbonitrile,2-methyl
    • YYRJTQRYMNMUCR-UHFFFAOYSA-N
    • BCP32305
    • A878871
    • CHEBI:194957
    • W-206687
    • 2-methyl-1,3-thiazole-4-carbonitrile, AldrichCPR
    • 4-cyano-2-methylthiazole
    • SCHEMBL1560740
    • SY064653
    • 21917-76-0
    • 4-Thiazolecarbonitrile, 2-methyl-;2-Methyl-1,3-thiazole-4-carbonitile
    • Z1255486416
    • 2-Methyl-1,3-thiazole-4-carbonitile
    • MFCD00068103
    • EN300-216084
    • PS-4654
    • FT-0612888
    • DTXSID60384055
    • 4-Thiazolecarbonitrile, 2-methyl-
    • CS-0187901
    • AKOS005256920
    • AM84778
    • STL557163
    • BBL103353
    • DB-013029
    • MDL: MFCD00068103
    • Inchi: 1S/C5H4N2S/c1-4-7-5(2-6)3-8-4/h3H,1H3
    • InChI Key: YYRJTQRYMNMUCR-UHFFFAOYSA-N
    • SMILES: S1C=C(C#N)N=C1C

Computed Properties

  • Exact Mass: 124.01000
  • Monoisotopic Mass: 124.01
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 126
  • 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: 64.9A^2
  • XLogP3: 1.4

Experimental Properties

  • Density: 1.25±0.1 g/cm3 (20 oC 760 Torr),
  • Melting Point: 58-61°C
  • Boiling Point: 229.4±13.0 oC (760 Torr),
  • Flash Point: 92.5±19.8 oC,
  • Refractive Index: 1.559
  • Solubility: Slightly soluble (21 g/l) (25 o C),
  • PSA: 64.92000
  • LogP: 1.32318

2-Methylthiazole-4-carbonitrile Security Information

  • Hazard Statement: Irritant
  • Hazardous Material transportation number:UN 3276
  • Hazard Category Code: 20/21/22-41
  • Safety Instruction: S23; S36/37/39
  • Hazardous Material Identification: Xi
  • Risk Phrases:R20/21/22

2-Methylthiazole-4-carbonitrile 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-Methylthiazole-4-carbonitrile

Recent Advances in the Study of 2-Methylthiazole-4-carbonitrile (CAS: 21917-76-0) in Chemical Biology and Pharmaceutical Research

The compound 2-Methylthiazole-4-carbonitrile (CAS: 21917-76-0) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications in drug discovery and development. This heterocyclic compound, characterized by its thiazole core and nitrile functional group, serves as a crucial building block in the synthesis of various bioactive molecules. Recent studies have highlighted its potential as a key intermediate in the development of novel therapeutics targeting infectious diseases, cancer, and neurological disorders.

One of the most notable advancements in the study of 2-Methylthiazole-4-carbonitrile is its role in the synthesis of kinase inhibitors. Kinases are pivotal in cellular signaling pathways, and their dysregulation is often implicated in cancer and inflammatory diseases. Researchers have successfully utilized 2-Methylthiazole-4-carbonitrile as a scaffold to design potent and selective kinase inhibitors. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated the compound's efficacy in inhibiting specific tyrosine kinases, showcasing its potential as a lead compound for anticancer drug development.

In addition to its applications in oncology, 2-Methylthiazole-4-carbonitrile has shown promise in antimicrobial research. A recent study in Bioorganic & Medicinal Chemistry Letters reported the synthesis of novel derivatives of this compound, which exhibited potent activity against multidrug-resistant bacterial strains. The study emphasized the importance of the nitrile group in enhancing the compounds' binding affinity to bacterial targets, thereby improving their therapeutic efficacy. These findings underscore the compound's potential in addressing the global challenge of antibiotic resistance.

Another exciting development is the exploration of 2-Methylthiazole-4-carbonitrile in neuropharmacology. Researchers have identified its derivatives as potential modulators of neurotransmitter receptors, which could lead to new treatments for neurological disorders such as epilepsy and Parkinson's disease. A 2022 study in ACS Chemical Neuroscience highlighted the compound's ability to cross the blood-brain barrier, a critical factor in the development of central nervous system (CNS) therapeutics. This property, combined with its structural versatility, makes it a valuable candidate for further investigation.

The synthetic versatility of 2-Methylthiazole-4-carbonitrile has also been a focal point of recent research. Advances in green chemistry have enabled more efficient and sustainable methods for its synthesis, reducing the environmental impact of pharmaceutical production. A 2023 publication in Green Chemistry detailed a novel catalytic approach that minimizes waste and improves yield, paving the way for scalable industrial applications. Such innovations are crucial for meeting the growing demand for this compound in both academic and industrial settings.

In conclusion, the recent studies on 2-Methylthiazole-4-carbonitrile (CAS: 21917-76-0) highlight its multifaceted role in drug discovery and development. From kinase inhibitors to antimicrobial agents and CNS therapeutics, this compound continues to demonstrate its potential as a cornerstone of modern medicinal chemistry. Future research should focus on optimizing its derivatives for clinical use and exploring new therapeutic applications, ensuring its continued relevance in the ever-evolving field of pharmaceutical sciences.

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