Cas no 302341-70-4 (2-(aminomethyl)-4-Thiazolecarbonitrile)

2-(Aminomethyl)-4-thiazolecarbonitrile is a versatile heterocyclic compound featuring both an aminomethyl group and a nitrile functionality on a thiazole core. This structure imparts reactivity suitable for further derivatization, making it valuable in pharmaceutical and agrochemical synthesis. The presence of the nitrile group enables transformations into carboxylic acids, amides, or tetrazoles, while the aminomethyl moiety allows for condensation or alkylation reactions. Its thiazole scaffold is known for contributing to bioactivity, enhancing its utility in drug discovery. The compound is typically handled under controlled conditions due to its reactivity. It serves as a key intermediate in the development of biologically active molecules, offering synthetic flexibility for targeted applications.
2-(aminomethyl)-4-Thiazolecarbonitrile structure
302341-70-4 structure
Product Name:2-(aminomethyl)-4-Thiazolecarbonitrile
CAS No:302341-70-4
MF:C5H5N3S
MW:139.178298711777
MDL:MFCD13179604
CID:299163
PubChem ID:10154091
Update Time:2025-10-12

2-(aminomethyl)-4-Thiazolecarbonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-(aminomethyl)-4-Thiazolecarbonitrile
    • 2-Aminomethyl-4-cyanothiazole
    • 2-(aminomethyl)-1,3-thiazole-4-carbonitrile
    • 4-Thiazolecarbonitrile,2-(aminomethyl)-
    • 302341-70-4
    • 2-Aminomethyl-thiazole-4-carbonitrile
    • TVPJJKGFBGKYGU-UHFFFAOYSA-N
    • 2-(Aminomethyl)thiazole-4-carbonitrile
    • 4-Thiazolecarbonitrile, 2-(aminomethyl)-
    • SCHEMBL1470197
    • EN300-729632
    • AKOS006337974
    • DTXSID20436206
    • 2-aminomethylcyanothiazole
    • MDL: MFCD13179604
    • Inchi: 1S/C5H5N3S/c6-1-4-3-9-5(2-7)8-4/h3H,2,7H2
    • InChI Key: TVPJJKGFBGKYGU-UHFFFAOYSA-N
    • SMILES: S1C=C(C#N)N=C1CN

Computed Properties

  • Exact Mass: 139.02055
  • Monoisotopic Mass: 139.02041835g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 138
  • 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: -0.1
  • Topological Polar Surface Area: 90.9?2

Experimental Properties

  • PSA: 62.7

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Additional information on 2-(aminomethyl)-4-Thiazolecarbonitrile

Comprehensive Overview of 2-(Aminomethyl)-4-Thiazolecarbonitrile (CAS No. 302341-70-4)

2-(Aminomethyl)-4-Thiazolecarbonitrile (CAS No. 302341-70-4) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This heterocyclic compound features a thiazole ring, a cyanogroup, and an aminomethyl substituent, making it a versatile intermediate for synthesizing bioactive molecules. Its unique structure contributes to its applications in drug discovery, particularly in the development of kinase inhibitors and antimicrobial agents.

In recent years, the demand for thiazole derivatives like 2-(Aminomethyl)-4-Thiazolecarbonitrile has surged due to their role in addressing global health challenges. Researchers are exploring its potential in combating antibiotic-resistant bacteria, a pressing issue highlighted by the WHO. Additionally, its relevance in cancer therapeutics aligns with the growing focus on targeted therapy, a hot topic in oncology. The compound’s structure-activity relationship (SAR) is frequently studied to optimize its efficacy in small-molecule drug design.

The synthesis of 2-(Aminomethyl)-4-Thiazolecarbonitrile typically involves multistep organic reactions, including cyclization and functional group modification. Advanced techniques such as microwave-assisted synthesis and flow chemistry are increasingly employed to enhance yield and purity, addressing the industry’s shift toward green chemistry. These methods reduce waste and energy consumption, resonating with the sustainable chemistry movement.

From a commercial perspective, 302341-70-4 is supplied by leading fine chemical manufacturers under stringent GMP compliance. Its storage and handling require attention to moisture sensitivity, a common query among laboratory professionals. Analytical characterization via HPLC, NMR, and mass spectrometry ensures batch consistency, a critical factor for quality control in preclinical studies.

Frequently asked questions about 2-(Aminomethyl)-4-Thiazolecarbonitrile include its solubility profile (e.g., in DMSO or ethanol) and stability under acidic conditions. These properties are vital for formulation scientists working on drug delivery systems. Moreover, its patent landscape reflects its utility in proprietary pharmaceutical compositions, a trending subject in intellectual property discussions.

In conclusion, CAS No. 302341-70-4 represents a pivotal building block in modern medicinal chemistry. Its integration into high-throughput screening libraries and combinatorial chemistry underscores its value in accelerating drug discovery pipelines. As research progresses, this compound is poised to play a central role in addressing unmet medical needs while adhering to environmental, social, and governance (ESG) principles in chemical production.

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