Cas no 1592911-14-2 (2-(1,3-thiazol-4-yl)acetaldehyde)

2-(1,3-Thiazol-4-yl)acetaldehyde is a versatile heterocyclic aldehyde featuring a thiazole core, which imparts unique reactivity and structural utility in organic synthesis. Its bifunctional nature, combining an aldehyde group with the electron-rich thiazole ring, makes it a valuable intermediate for constructing complex molecules, particularly in pharmaceuticals and agrochemicals. The thiazole moiety enhances stability and offers sites for further functionalization, while the aldehyde group facilitates condensation and nucleophilic addition reactions. This compound is particularly useful in the synthesis of bioactive compounds, including potential drug candidates, due to its ability to introduce both heterocyclic and aldehyde functionalities in a single step. Its well-defined reactivity profile ensures consistent performance in synthetic applications.
2-(1,3-thiazol-4-yl)acetaldehyde structure
1592911-14-2 structure
Product Name:2-(1,3-thiazol-4-yl)acetaldehyde
CAS No:1592911-14-2
MF:C5H5NOS
MW:127.164299726486
CID:6159462
PubChem ID:21162085
Update Time:2025-06-14

2-(1,3-thiazol-4-yl)acetaldehyde Chemical and Physical Properties

Names and Identifiers

    • 2-(1,3-thiazol-4-yl)acetaldehyde
    • SCHEMBL247551
    • 1592911-14-2
    • AKOS026732986
    • EN300-1237257
    • Inchi: 1S/C5H5NOS/c7-2-1-5-3-8-4-6-5/h2-4H,1H2
    • InChI Key: YGMAWPXFMFYGBE-UHFFFAOYSA-N
    • SMILES: S1C=NC(=C1)CC=O

Computed Properties

  • Exact Mass: 127.00918496g/mol
  • Monoisotopic Mass: 127.00918496g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 2
  • Complexity: 86.5
  • 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: 0.4
  • Topological Polar Surface Area: 58.2?2

2-(1,3-thiazol-4-yl)acetaldehyde Pricemore >>

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Additional information on 2-(1,3-thiazol-4-yl)acetaldehyde

Comprehensive Overview of 2-(1,3-thiazol-4-yl)acetaldehyde (CAS No. 1592911-14-2): Properties, Applications, and Industry Insights

2-(1,3-thiazol-4-yl)acetaldehyde (CAS No. 1592911-14-2) is a specialized organic compound featuring a thiazole ring linked to an acetaldehyde functional group. This structure imparts unique reactivity, making it valuable in pharmaceutical, agrochemical, and material science research. With the growing demand for heterocyclic building blocks in drug discovery, this compound has garnered attention for its potential in synthesizing bioactive molecules targeting kinase inhibitors and antimicrobial agents.

The compound’s thiazole moiety is a hotspot in modern medicinal chemistry due to its prevalence in FDA-approved drugs like tiazofurin and sulfathiazole. Researchers are exploring 2-(1,3-thiazol-4-yl)acetaldehyde as a precursor for covalent inhibitors, a trending topic in targeted cancer therapies. Its aldehyde group offers versatile derivatization pathways, enabling conjugation with amines or hydrazines for bioconjugation applications—a technique widely used in antibody-drug conjugates (ADCs) development.

In agrochemicals, this compound’s derivatives show promise as plant growth regulators or pesticide intermediates. A 2023 study highlighted its role in synthesizing thiazole-based fungicides, addressing global concerns over crop resistance. The thiazole-acetaldehyde hybrid structure also aligns with green chemistry trends, as it can be functionalized via catalyst-free reactions, reducing environmental impact.

From a technical perspective, CAS No. 1592911-14-2 exhibits moderate stability under inert conditions but requires storage at ≤?20°C to prevent polymerization. Analytical methods like HPLC-MS and NMR are critical for purity verification, especially given its use in high-throughput screening libraries. Suppliers often provide ≥95% purity grades, with custom synthesis options for scaled-up production—a service increasingly sought after by contract research organizations (CROs).

The compound’s structure-activity relationship (SAR) is a focal point in AI-driven drug design. Machine learning models trained on thiazole-containing datasets predict its utility in neurological targets, such as GABA receptor modulators. This intersects with rising searches for neuroprotective compounds and blood-brain barrier penetrants, positioning 2-(1,3-thiazol-4-yl)acetaldehyde as a molecule of interest in CNS drug development.

Regulatory-wise, the compound falls under general laboratory chemicals, but compliance with REACH and GHS labeling standards is essential. Its non-hazardous profile at standard quantities facilitates global shipping, though users should consult SDS documentation for handling specifics. As patent landscapes evolve, several WO2023 applications cite derivatives of this compound for immuno-oncology uses, reflecting its commercial potential.

In material science, the conjugated π-system of the thiazole ring enables applications in organic semiconductors and OLED precursors. Recent breakthroughs in flexible electronics have spurred demand for such small-molecule dopants, with researchers optimizing its electroluminescent efficiency via structural tweaks.

For procurement, keywords like buy 2-(1,3-thiazol-4-yl)acetaldehyde, CAS 1592911-14-2 supplier, and thiazole aldehyde price rank highly in B2B searches. Major platforms like ChemSrc and MolPort list it under scaffold compounds, with prices varying by purity (typically $200–$500/g for lab-scale quantities). Bulk inquiries often reference GMP synthesis or isotope-labeled versions for tracer studies.

Future directions include exploring its click chemistry compatibility for proteolysis-targeting chimeras (PROTACs)—an area with 300% YoY publication growth. As sustainable synthesis gains traction, microwave-assisted routes for this compound are under investigation, potentially reducing reaction times from hours to minutes while improving atom economy.

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