Cas no 1823328-96-6 (5-Aminothiazole-4-carbaldehyde)

5-Aminothiazole-4-carbaldehyde is a heterocyclic organic compound featuring both an amino and an aldehyde functional group on a thiazole scaffold. This structure makes it a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and fine chemicals. Its reactive aldehyde group enables condensation and nucleophilic addition reactions, while the amino group facilitates further derivatization. The compound is valued for its role in constructing complex heterocyclic frameworks, such as thiazolo[5,4-d]pyrimidines and other fused ring systems. Its stability under standard conditions and compatibility with a range of synthetic methodologies enhance its utility in research and industrial applications.
5-Aminothiazole-4-carbaldehyde structure
1823328-96-6 structure
Product Name:5-Aminothiazole-4-carbaldehyde
CAS No:1823328-96-6
MF:C4H4N2OS
MW:128.152359008789
CID:4820445
Update Time:2025-06-08

5-Aminothiazole-4-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 5-AMINOTHIAZOLE-4-CARBALDEHYDE
    • 5-Aminothiazole-4-carbaldehyde
    • Inchi: 1S/C4H4N2OS/c5-4-3(1-7)6-2-8-4/h1-2H,5H2
    • InChI Key: CLYIMZAFRVVJOE-UHFFFAOYSA-N
    • SMILES: S1C=NC(C=O)=C1N

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 98
  • XLogP3: 1
  • Topological Polar Surface Area: 84.2

5-Aminothiazole-4-carbaldehyde Pricemore >>

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Additional information on 5-Aminothiazole-4-carbaldehyde

Introduction to 5-Aminothiazole-4-carbaldehyde (CAS No. 1823328-96-6)

5-Aminothiazole-4-carbaldehyde is a heterocyclic organic compound with significant applications in pharmaceutical and chemical research. Its molecular structure, featuring both an amine and an aldehyde functional group on a thiazole ring, makes it a versatile intermediate in the synthesis of various bioactive molecules. This compound, identified by the CAS number 1823328-96-6, has garnered attention in recent years due to its role in developing novel therapeutic agents.

The thiazole core is a crucial scaffold in medicinal chemistry, known for its presence in numerous bioactive natural products and synthetic drugs. The incorporation of an amine group at the 5-position and an aldehyde group at the 4-position enhances the reactivity of 5-Aminothiazole-4-carbaldehyde, allowing for further functionalization through condensation, oxidation, or reduction reactions. These properties make it a valuable building block for constructing more complex molecules.

In recent years, 5-Aminothiazole-4-carbaldehyde has been extensively studied for its potential in drug discovery. One of the most promising areas of research involves its application in the development of antimicrobial agents. Thiazole derivatives have demonstrated efficacy against a range of pathogens, and the aldehyde functionality provides a site for covalent bonding with biological targets. This has led to investigations into its use as a precursor for compounds targeting bacterial and fungal infections.

Moreover, the pharmaceutical industry has explored 5-Aminothiazole-4-carbaldehyde as a key intermediate in synthesizing antiviral and anticancer drugs. The unique electronic properties of the thiazole ring contribute to its ability to interact with biological macromolecules, making it an attractive scaffold for designing molecules that can modulate cellular processes. Recent studies have highlighted its role in developing inhibitors targeting enzymes involved in cancer cell proliferation and viral replication.

The chemical synthesis of 5-Aminothiazole-4-carbaldehyde involves multi-step processes that often begin with readily available precursors such as thioamides or thioureas. The introduction of the aldehyde group is typically achieved through oxidation or formylation reactions, while the amine group can be installed via reductive amination or direct substitution methods. These synthetic pathways have been optimized to ensure high yields and purity, which are critical for pharmaceutical applications.

From a computational chemistry perspective, 5-Aminothiazole-4-carbaldehyde has been subjected to extensive molecular modeling studies to understand its interactions with biological targets. These studies have provided insights into how modifications to its structure can enhance binding affinity and selectivity. For instance, computational analysis has shown that introducing substituents at specific positions on the thiazole ring can improve its solubility and metabolic stability, making it more suitable for drug development.

The environmental impact of synthesizing and using 5-Aminothiazole-4-carbaldehyde is also an area of growing interest. Researchers are exploring greener synthetic routes that minimize waste and reduce energy consumption. One such approach involves using biocatalysts or microwave-assisted reactions to accelerate the formation of key intermediates. These sustainable practices align with global efforts to promote environmentally responsible chemical manufacturing.

In conclusion, 5-Aminothiazole-4-carbaldehyde (CAS No. 1823328-96-6) is a multifaceted compound with significant potential in pharmaceutical research. Its unique structural features and reactivity make it a valuable intermediate for developing antimicrobial, antiviral, and anticancer agents. As research continues to uncover new applications for this compound, it is likely to remain a cornerstone in medicinal chemistry innovation.

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