Cas no 99979-78-9 (2-methyl-1,3-thiazole-5-carboxamide)

2-Methyl-1,3-thiazole-5-carboxamide is a heterocyclic compound featuring a thiazole ring substituted with a methyl group at the 2-position and a carboxamide functional group at the 5-position. This structure imparts versatility in synthetic applications, particularly in pharmaceutical and agrochemical research. The thiazole core is known for its bioactivity, making the compound a valuable intermediate in the development of biologically active molecules. Its carboxamide moiety enhances solubility and potential for hydrogen bonding, facilitating interactions in molecular design. The compound’s stability and well-defined reactivity profile further contribute to its utility in organic synthesis and medicinal chemistry.
2-methyl-1,3-thiazole-5-carboxamide structure
99979-78-9 structure
Product Name:2-methyl-1,3-thiazole-5-carboxamide
CAS No:99979-78-9
MF:C5H6N2OS
MW:142.178939342499
CID:1003116
PubChem ID:23322366
Update Time:2025-05-19

2-methyl-1,3-thiazole-5-carboxamide Chemical and Physical Properties

Names and Identifiers

    • 2-methyl-5-Thiazolecarboxamide
    • 2-Methyl-1,3-thiazole-5-carboxamide
    • 2-methyl-thiazole-5-carboxylic acid amide
    • 5-Thiazolecarboxamide,2-methyl-(6CI)
    • 2-methyl-5-thiazolamide
    • 2-methylthiazole-5-carboxamide
    • SCHEMBL328096
    • 99979-78-9
    • AKOS008151190
    • HJPJGOLULCTEAX-UHFFFAOYSA-N
    • Z915738900
    • EN300-62628
    • DB-356284
    • G21885
    • 2-methyl-1,3-thiazole-5-carboxamide
    • Inchi: 1S/C5H6N2OS/c1-3-7-2-4(9-3)5(6)8/h2H,1H3,(H2,6,8)
    • InChI Key: HJPJGOLULCTEAX-UHFFFAOYSA-N
    • SMILES: S1C(C)=NC=C1C(N)=O

Computed Properties

  • Exact Mass: 142.02
  • Monoisotopic Mass: 142.02
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 128
  • 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: 84.2A^2
  • XLogP3: 0.6

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Additional information on 2-methyl-1,3-thiazole-5-carboxamide

Professional Introduction to 2-methyl-1,3-thiazole-5-carboxamide (CAS No. 99979-78-9)

2-methyl-1,3-thiazole-5-carboxamide, identified by the chemical compound code CAS No. 99979-78-9, is a significant molecule in the field of pharmaceutical chemistry and bioorganic synthesis. This heterocyclic compound belongs to the thiazole family, which is renowned for its diverse biological activities and applications in medicinal chemistry. The structural framework of 2-methyl-1,3-thiazole-5-carboxamide incorporates both sulfur and nitrogen atoms, making it a versatile scaffold for designing novel therapeutic agents.

The carboxamide functional group at the 5-position of the thiazole ring enhances the compound's potential for further derivatization and interaction with biological targets. This feature has garnered considerable interest from researchers exploring novel pharmacophores for treating various diseases. The synthesis of 2-methyl-1,3-thiazole-5-carboxamide involves multi-step organic reactions, often starting from readily available precursors such as thioamides and ketones. Advanced synthetic methodologies, including transition metal-catalyzed cross-coupling reactions, have been employed to achieve high yields and purity.

In recent years, the exploration of thiazole derivatives has seen remarkable advancements, particularly in their role as antimicrobial, anti-inflammatory, and anticancer agents. The presence of the methyl group at the 2-position and the carboxamide moiety at the 5-position imparts unique electronic and steric properties to the molecule, influencing its binding affinity and selectivity towards biological targets. Several studies have highlighted the potential of 2-methyl-1,3-thiazole-5-carboxamide as a lead compound for drug development.

One notable area of research involves the use of 2-methyl-1,3-thiazole-5-carboxamide in designing inhibitors targeting enzymes involved in metabolic pathways relevant to diseases such as diabetes and obesity. The thiazole core has been shown to interact effectively with enzymes like PDE4 (phosphodiesterase 4), which plays a crucial role in regulating inflammatory responses. By modulating the activity of such enzymes, derivatives of 2-methyl-1,3-thiazole-5-carboxamide could offer therapeutic benefits in managing chronic inflammatory conditions.

Moreover, the compound has been investigated for its anticancer properties. Thiazole derivatives are known to exhibit cytotoxic effects on various cancer cell lines by interfering with key signaling pathways involved in cell proliferation and survival. Preclinical studies have demonstrated that certain analogs of 2-methyl-1,3-thiazole-5-carboxamide can induce apoptosis in cancer cells while maintaining low toxicity towards healthy tissues. This selective toxicity makes them promising candidates for further development into anticancer drugs.

The pharmacokinetic profile of 2-methyl-1,3-thiazole-5-carboxamide is another critical aspect that has been extensively studied. Researchers have focused on optimizing its solubility, bioavailability, and metabolic stability to enhance its therapeutic efficacy. Techniques such as computational modeling and structure-based drug design have been utilized to predict and refine the pharmacokinetic properties of this compound. These efforts aim to ensure that it can reach its target sites effectively within the body and maintain a prolonged therapeutic effect.

Recent advances in biotechnology have also enabled the exploration of 2-methyl-1,3-thiazole-5-carboxamide in combination therapies. By pairing it with other drugs that act on different pathways, researchers hope to achieve synergistic effects that could overcome drug resistance mechanisms commonly observed in chronic diseases. Such combinatorial approaches are particularly relevant in oncology, where resistance to single-agent therapies remains a significant challenge.

The industrial production of 2-methyl-1,3-thiazole-5-carboxamide has also seen improvements with the advent of green chemistry principles. Sustainable synthetic routes that minimize waste generation and energy consumption are being prioritized by pharmaceutical companies. These environmentally conscious practices not only reduce costs but also align with global efforts to promote sustainable manufacturing processes.

In conclusion, 2-methyl-1,3-thiazole-5-carboxamide (CAS No. 99979-78-9) represents a promising scaffold for developing novel therapeutic agents with applications ranging from anti-inflammatory treatments to anticancer therapies. Its unique structural features and versatile reactivity make it an attractive candidate for further research and development. As scientific understanding continues to evolve, it is anticipated that this compound will play an increasingly important role in addressing various medical challenges.

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