Cas no 252662-37-6 (N-(5-formyl-1,3-thiazol-2-yl)acetamide)

N-(5-formyl-1,3-thiazol-2-yl)acetamide is a specialized organic compound featuring a thiazole core functionalized with a formyl group at the 5-position and an acetamide moiety at the 2-position. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly for the development of heterocyclic compounds. The presence of both formyl and acetamide groups offers versatile reactivity, enabling further derivatization through condensation, nucleophilic addition, or cyclization reactions. Its high purity and well-defined molecular architecture ensure consistent performance in research and industrial applications. The compound is particularly useful in medicinal chemistry for designing bioactive molecules targeting various therapeutic pathways. Proper handling and storage are recommended to maintain stability.
N-(5-formyl-1,3-thiazol-2-yl)acetamide structure
252662-37-6 structure
Product Name:N-(5-formyl-1,3-thiazol-2-yl)acetamide
CAS No:252662-37-6
MF:C6H6N2O2S
MW:170.189039707184
MDL:MFCD09909306
CID:1421431
PubChem ID:11829864
Update Time:2025-06-08

N-(5-formyl-1,3-thiazol-2-yl)acetamide Chemical and Physical Properties

Names and Identifiers

    • Acetamide, N-(5-formyl-2-thiazolyl)-
    • N-(5-formyl-2-thiazolyl)Acetamide
    • N-(5-ForMylthiazol-2-yl)acetaMide
    • N-(5-formyl-1,3-thiazol-2-yl)acetamide
    • AS-61479
    • SCHEMBL4100380
    • AKOS006313988
    • CKA66237
    • CS-0136562
    • KZLHASJXPLGUOE-UHFFFAOYSA-N
    • EN300-2971423
    • 252662-37-6
    • A927995
    • DA-43037
    • Z1198261425
    • MFCD09909306
    • SY269273
    • N-(5-formyl-thiazol-2-yl)-acetamide
    • MDL: MFCD09909306
    • Inchi: 1S/C6H6N2O2S/c1-4(10)8-6-7-2-5(3-9)11-6/h2-3H,1H3,(H,7,8,10)
    • InChI Key: KZLHASJXPLGUOE-UHFFFAOYSA-N
    • SMILES: S1C(C=O)=CN=C1NC(C)=O

Computed Properties

  • Exact Mass: 170.01499861g/mol
  • Monoisotopic Mass: 170.01499861g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 3
  • Complexity: 174
  • 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: 0.9
  • Topological Polar Surface Area: 87.3?2

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Additional information on N-(5-formyl-1,3-thiazol-2-yl)acetamide

Professional Introduction to N-(5-formyl-1,3-thiazol-2-yl)acetamide (CAS No. 252662-37-6)

N-(5-formyl-1,3-thiazol-2-yl)acetamide is a significant compound in the field of chemical and pharmaceutical research, characterized by its unique structural and functional properties. This compound, identified by the CAS number 252662-37-6, has garnered considerable attention due to its potential applications in medicinal chemistry and drug development. The molecular structure of N-(5-formyl-1,3-thiazol-2-yl)acetamide consists of a thiazole ring substituted with a formyl group and an acetamide moiety, which contributes to its reactivity and versatility in synthetic chemistry.

The thiazole core is a heterocyclic aromatic compound that is widely recognized for its presence in numerous biologically active molecules. Thiazole derivatives have been extensively studied for their antimicrobial, anti-inflammatory, and anticancer properties. In particular, the formyl group attached to the thiazole ring in N-(5-formyl-1,3-thiazol-2-yl)acetamide enhances its reactivity, making it a valuable intermediate in the synthesis of more complex molecules. The acetamide group provides a polar functional handle that can be further modified through various chemical reactions, such as condensation or hydrolysis, to yield a wide range of pharmacologically relevant compounds.

Recent advancements in the field of medicinal chemistry have highlighted the importance of N-(5-formyl-1,3-thiazol-2-yl)acetamide in the development of novel therapeutic agents. Researchers have been exploring its potential as a precursor in the synthesis of small-molecule inhibitors targeting specific biological pathways. For instance, studies have demonstrated its utility in generating derivatives that interact with enzymes involved in cancer cell proliferation and apoptosis. The formyl group on the thiazole ring can undergo condensation reactions with amino acids or other nucleophiles to form Schiff bases or imines, which are known to exhibit significant biological activity.

Moreover, the structural features of N-(5-formyl-1,3-thiazol-2-yl)acetamide make it an attractive candidate for further derivatization using modern synthetic techniques. Transition metal-catalyzed reactions, such as cross-coupling reactions, have been employed to introduce additional functional groups or to connect this compound with other molecular fragments. These methods allow for the creation of highly customized derivatives with tailored biological properties. Such flexibility is crucial in drug discovery pipelines, where the ability to modify molecular structures is essential for optimizing potency and selectivity.

In clinical research, N-(5-formyl-1,3-thiazol-2-yl)acetamide has been investigated for its potential therapeutic effects in various diseases. Preclinical studies have shown promising results in models of inflammation and neurodegeneration. The compound’s ability to modulate inflammatory pathways has led to interest in its use as an anti-inflammatory agent. Additionally, its interaction with biological targets suggests possible applications in treating neurodegenerative disorders such as Alzheimer’s disease and Parkinson’s disease. These findings underscore the importance of continued research into this compound and its derivatives.

The synthesis of N-(5-formyl-1,3-thiazol-2-yl)acetamide involves multi-step organic reactions that require precise control over reaction conditions. Advanced synthetic methodologies have been developed to improve yield and purity, ensuring that researchers can obtain high-quality material for their studies. Techniques such as high-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR) spectroscopy are commonly used to characterize the compound and confirm its structural integrity. These analytical methods are critical for ensuring that the final product meets the stringent requirements of pharmaceutical applications.

The role of computational chemistry in understanding the behavior of N-(5-formyl-1,3-thiazol-2-yl)acetamide cannot be overstated. Molecular modeling studies have provided insights into how this compound interacts with biological targets at the atomic level. By simulating these interactions using computer algorithms, researchers can predict binding affinities and identify potential lead compounds for further optimization. This approach has significantly accelerated the drug discovery process by allowing virtual screening of large libraries of compounds before experimental testing.

The future prospects for N-(5-formyl-1,3-thiazol-2-yl)acetamide are promising, with ongoing research aimed at expanding its applications in medicine and biotechnology. Innovations in synthetic chemistry and drug delivery systems may further enhance its utility as a therapeutic agent. Collaborative efforts between academic institutions and pharmaceutical companies are essential for translating laboratory findings into clinical treatments that benefit patients worldwide. As our understanding of biological systems continues to grow, compounds like N-(5-formyl-1,3-thiazol-2-yl)acetamide will play an increasingly important role in addressing complex diseases.

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