Ethyl 3-Methyl-1,2,4-Thiadiazole-5-Carboxylate: Key FAQs
Ethyl 3-Methyl-1,2,4-Thiadiazole-5-Carboxylate: Key FAQs
Ethyl 3-methyl-1,2,4-thiadiazole-5-carboxylate is a sulfur- and nitrogen-containing heterocyclic ester that serves as a versatile synthetic building block for the preparation of bioactive thiadiazole derivatives in medicinal and agrochemical research.
- Chemical Name
- Ethyl 3-methyl-1,2,4-thiadiazole-5-carboxylate
- SKU / Catalog Number
- E726299
- Core Heterocycle
- 1,2,4-Thiadiazole ring system with methyl substituent at position 3 and ethyl ester at position 5
- Primary Application
- Synthetic intermediate and building block for heterocyclic compound libraries in drug discovery and agrochemical research
- Supplier
- Aladdin Scientific
What Is Ethyl 3-Methyl-1,2,4-Thiadiazole-5-Carboxylate?
Ethyl 3-methyl-1,2,4-thiadiazole-5-carboxylate is an organic heterocyclic compound featuring a five-membered 1,2,4-thiadiazole ring that incorporates one sulfur atom and two nitrogen atoms at the 1, 2, and 4 positions. A methyl group is attached at the 3-position and an ethyl ester (–COOEt) functional group is located at the 5-position. This combination of a bioisosteric thiadiazole core with an electrophilic ester handle makes the compound a highly tractable intermediate for further chemical elaboration.
The 1,2,4-thiadiazole scaffold is widely recognized in pharmaceutical and agrochemical chemistry for conferring metabolic stability, lipophilicity modulation, and the ability to participate in hydrogen-bonding interactions. Researchers routinely employ this compound as a precursor for amide coupling, nucleophilic addition, hydrolysis to the corresponding carboxylic acid, and Knoevenagel-type condensations.
Handling, Storage, and Safety Considerations
As with most heterocyclic esters, Ethyl 3-methyl-1,2,4-thiadiazole-5-carboxylate should be handled using standard laboratory precautions. Researchers are advised to work in a well-ventilated fume hood, wear appropriate personal protective equipment (gloves, lab coat, safety glasses), and avoid inhalation of dust or vapors.
For storage, the compound should be kept in a tightly sealed container, away from moisture and strong bases or nucleophiles that may hydrolyze the ester moiety. Storage under cool, dry conditions—typically at room temperature or 2–8 °C depending on lot-specific stability data—is recommended to maintain long-term integrity. Always consult the current Safety Data Sheet (SDS) supplied with the product for authoritative hazard and first-aid information before use.
Purity, Specifications, and Quality Assurance
Aladdin Scientific provides Ethyl 3-methyl-1,2,4-thiadiazole-5-carboxylate (SKU: E726299) with analytical characterization to support research reproducibility. Identity and purity are typically confirmed by techniques such as nuclear magnetic resonance (NMR) spectroscopy and high-performance liquid chromatography (HPLC) or gas chromatography (GC). Researchers requiring lot-specific Certificates of Analysis (CoA) or additional spectral data are encouraged to contact Aladdin Scientific's technical support team or access these documents directly through the product page.
Procurement teams should note that product specifications, available pack sizes, and pricing are subject to change; please refer to the current listing at Aladdin's website or contact your regional sales representative for the most up-to-date information.
Synthetic Applications and Research Context
The ethyl ester functionality of this compound is an ideal handle for a broad range of transformations commonly employed in medicinal chemistry campaigns. Key reactions include: (1) aminolysis to produce thiadiazole-5-carboxamides, which are privileged motifs in kinase inhibitor and antimicrobial research; (2) base-mediated hydrolysis to the free carboxylic acid for subsequent amide bond formation via coupling reagents (e.g., EDC, HATU); (3) reduction to the corresponding hydroxymethyl derivative; and (4) Claisen-type condensation reactions to access beta-keto ester analogs.
The 1,2,4-thiadiazole nucleus itself is found in several classes of bioactive compounds and is considered a bioisostere for oxazole, isoxazole, and other five-membered heterocycles, making it attractive for scaffold-hopping strategies in drug design programs.
Ordering from Aladdin Scientific
Ethyl 3-methyl-1,2,4-thiadiazole-5-carboxylate is available for order under catalog number E726299. Researchers and procurement personnel can place orders through Aladdin Scientific's official website, by contacting the regional sales office, or via authorized distributors. For bulk or custom quantities, dedicated inquiries can be submitted through the website's bulk-order request form.
For questions regarding stock availability, lead times, export documentation, or customized purity requirements, please contact Aladdin Scientific customer service. Registered account holders may also track orders, access invoices, and download CoAs directly from their online account portal.
Frequently asked questions
What is the catalog number for Ethyl 3-methyl-1,2,4-thiadiazole-5-carboxylate at Aladdin Scientific?
The catalog number (SKU) for Ethyl 3-methyl-1,2,4-thiadiazole-5-carboxylate at Aladdin Scientific is E726299. You can search this number directly on the Aladdin Scientific website to access the product page, current pricing, and documentation.
What functional group transformations can be performed on this compound?
The ethyl ester at position 5 can be hydrolyzed to the corresponding carboxylic acid, converted to amides via aminolysis, reduced to an alcohol, or used in Claisen-type condensations. The thiadiazole ring itself is stable under most standard synthetic conditions, making the ester the primary site for functionalization.
How should Ethyl 3-methyl-1,2,4-thiadiazole-5-carboxylate be stored to ensure stability?
The compound should be stored in a tightly sealed container under cool, dry conditions, away from moisture, strong bases, and nucleophilic reagents that could cause ester hydrolysis. For lot-specific storage temperature recommendations, please refer to the Certificate of Analysis or the product label supplied with your order.
Is a Certificate of Analysis (CoA) available for this product?
Yes, Aladdin Scientific provides lot-specific Certificates of Analysis for E726299. These can typically be downloaded from the product page on the Aladdin Scientific website by entering the lot number, or requested directly from customer service or technical support.
Why is the 1,2,4-thiadiazole scaffold used in medicinal chemistry?
The 1,2,4-thiadiazole ring is valued in medicinal chemistry because it acts as a bioisostere for other five-membered heterocycles such as oxazole and isoxazole, offering improved metabolic stability and tunable lipophilicity. It can also participate in hydrogen bonding, making it useful in scaffold-hopping strategies during drug design.
References
- General reference on 1,2,4-thiadiazole chemistry and biological applications — no specific citation available in source material; review_flag raised.
- Aladdin Scientific product page for Ethyl 3-methyl-1,2,4-thiadiazole-5-carboxylate, SKU E726299.
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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