Methyl 2-Acetylthiazole-4-Carboxylate: Key Facts & FAQs
Methyl 2-Acetylthiazole-4-Carboxylate: Key Facts & FAQs
Methyl 2-acetylthiazole-4-carboxylate is a bifunctional thiazole-based heterocyclic building block bearing both an acetyl group at the 2-position and a methyl ester at the 4-position, making it a versatile intermediate for pharmaceutical and agrochemical synthesis.
- Product Name
- Methyl 2-acetylthiazole-4-carboxylate
- SKU
- M726007
- Core Structure
- 1,3-thiazole ring with acetyl substituent at C-2 and methyl ester substituent at C-4
- Functional Groups
- Ketone (acetyl), ester (methyl carboxylate), aromatic thiazole ring
- Primary Use
- Heterocyclic building block for medicinal chemistry and synthetic organic chemistry
- Supplier
- Aladdin Scientific
Chemical Identity and Structure
Methyl 2-acetylthiazole-4-carboxylate is a thiazole derivative characterized by a five-membered aromatic ring containing both nitrogen and sulfur heteroatoms. The compound carries two key functional groups: an acetyl (COCH3) group at the 2-position of the thiazole ring and a methyl ester (COOCH3) group at the 4-position. This bifunctional arrangement gives the molecule significant versatility as a synthetic building block. The thiazole scaffold is widely recognized in medicinal chemistry for its role in bioactive natural products and pharmaceuticals, including antibiotics, antifungals, and enzyme inhibitors. The presence of both an electrophilic ketone and an ester within the same molecule allows researchers to exploit each functional group independently or in tandem during multi-step synthesis.
Applications in Research and Synthesis
Methyl 2-acetylthiazole-4-carboxylate serves as a valuable heterocyclic intermediate in several research domains:
- Medicinal Chemistry: The thiazole core is a privileged scaffold found in numerous FDA-approved drugs. This compound can be used as a starting material or intermediate in the design of novel bioactive molecules targeting enzymes, receptors, or pathogens.
- Agrochemical Research: Thiazole-containing compounds have established roles as fungicides and herbicides; this building block may support the development of new crop-protection agents.
- Heterocyclic Synthesis: The acetyl group at C-2 is amenable to condensation reactions (e.g., Knoevenagel, aldol), while the methyl ester at C-4 can undergo hydrolysis, aminolysis, or reduction, enabling diverse structural elaboration.
- Coordination Chemistry: The nitrogen and sulfur atoms of the thiazole ring, combined with the carbonyl functionalities, can coordinate to metal centers, making this compound of interest for catalyst development and materials science.
Researchers should confirm suitability for their specific application by consulting the current certificate of analysis and relevant literature prior to use.
Handling, Storage, and Safety Considerations
As with most reactive organic intermediates, proper handling and storage of Methyl 2-acetylthiazole-4-carboxylate are essential to maintain product integrity and ensure laboratory safety:
- Storage: Store in a cool, dry, well-ventilated area away from moisture, heat sources, and incompatible materials such as strong oxidizers and strong bases. Recommended storage at room temperature or refrigerated conditions (2–8 °C) in a tightly sealed container; consult the product label and SDS for confirmed conditions.
- Personal Protective Equipment (PPE): Use appropriate PPE including lab coat, chemical-resistant gloves, and safety goggles when handling the compound.
- Ventilation: Handle in a fume hood to minimize inhalation exposure to dust or vapors.
- Disposal: Dispose of waste in accordance with local, national, and institutional regulations for organic chemical waste.
Always consult the Safety Data Sheet (SDS) provided by Aladdin Scientific for complete and up-to-date hazard information before use.
Ordering and Product Availability
Methyl 2-acetylthiazole-4-carboxylate is available from Aladdin Scientific under SKU M726007. To place an order or request a quotation, customers may visit the Aladdin Scientific website, contact their regional sales representative, or reach out to customer service directly. When ordering, please have the SKU number ready to ensure accurate product selection. For bulk or custom quantity requirements, Aladdin Scientific's sales team can discuss pricing, lead times, and packaging options. A Certificate of Analysis (CoA) and Safety Data Sheet (SDS) are available upon request or through the product page on the Aladdin website.
Frequently asked questions
What is Methyl 2-acetylthiazole-4-carboxylate used for?
Methyl 2-acetylthiazole-4-carboxylate is primarily used as a bifunctional heterocyclic building block in medicinal chemistry, agrochemical research, and synthetic organic chemistry. Its acetyl and methyl ester groups allow diverse chemical transformations, facilitating the construction of complex thiazole-containing target molecules. It may also find application in coordination chemistry due to the metal-binding potential of its heteroatoms and carbonyl groups.
How should Methyl 2-acetylthiazole-4-carboxylate be stored?
The compound should be stored in a tightly sealed container in a cool, dry, and well-ventilated location, away from moisture, heat, strong oxidizers, and strong bases. Refrigerated storage (2–8 °C) is generally recommended for long-term stability, but users should verify exact storage conditions by consulting the Aladdin Scientific product label and Safety Data Sheet (SDS).
What is the SKU for Methyl 2-acetylthiazole-4-carboxylate at Aladdin Scientific?
The SKU for Methyl 2-acetylthiazole-4-carboxylate at Aladdin Scientific is M726007. You can use this SKU when searching the website, placing an order, or contacting customer service to ensure you receive the correct product.
What functional groups are present in Methyl 2-acetylthiazole-4-carboxylate and why do they matter?
The compound contains an acetyl (ketone) group at the C-2 position and a methyl ester group at the C-4 position of the thiazole ring, in addition to the ring's nitrogen and sulfur heteroatoms. These functional groups matter because they offer multiple handles for chemical modification: the ketone can participate in condensation and addition reactions, while the ester can be hydrolyzed, reduced, or converted to an amide, enabling the compound to serve as a versatile starting material in multi-step synthetic routes.
Is a Certificate of Analysis (CoA) available for M726007?
Yes, a Certificate of Analysis (CoA) is available for Methyl 2-acetylthiazole-4-carboxylate (M726007) from Aladdin Scientific. Customers can request the CoA through the product page on the Aladdin Scientific website or by contacting customer service with the lot number from their order.
References
- Aladdin Scientific product page for Methyl 2-acetylthiazole-4-carboxylate, SKU M726007.
- Pozharskii, A. F.; Soldatenkov, A. T.; Katritzky, A. R. Heterocycles in Life and Society. Wiley, 2011. (General reference for thiazole scaffold significance in medicinal chemistry.)
- Manske, R. H. F. (Ed.) The Chemistry of Heterocyclic Compounds: Thiazole and Its Derivatives. Wiley-Interscience. (Reference for thiazole chemistry and reactivity.)
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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