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In medicinal and agrochemical chemistry, the thiophene ring is a highly utilized scaffold due to its metabolic stability and structural similarity to the benzene ring. Methyl 4-amino-5-methylthiophene-3-carboxylate (CAS No. 81528-48-5) is a prime example of a functionalized thiophene intermediate. It strategically combines three reactive features onto a stable core:
A 3-carboxylate ester (COOCH3): A handle for hydrolysis or coupling reactions.
A 4-amino group (NH2): A versatile nucleophile for forming fused heterocycles.
A 5-methyl group (CH3): Often crucial for modulating lipophilicity and binding affinity.
This aminothiophene derivative is a foundational C7S building block, essential for synthesizing a wide range of anti-inflammatory agents, antibiotics, and specialized fungicides.
The demand for Methyl 4-amino-5-methylthiophene-3-carboxylate is consistently strong, driven by pharmaceutical companies leveraging the thiophene nucleus for structural novelty and patentability.
This intermediate is a cornerstone in the synthesis of various high-value APIs. Its structure is particularly useful for synthesizing fused heterocyclic systems (e.g., thienopyrimidines, thienopyridines) found in non-steroidal anti-inflammatory drugs (NSAIDs), antibiotics, and kinase inhibitors.
The thiophene core provides inherent stability against metabolic degradation, making the resulting compounds excellent candidates for high-efficacy fungicides and selective herbicides.
The availability of this compound facilitates rapid, high-yield synthesis of more complex molecules through its NH2 and COOCH groups, allowing for efficient cyclization and diversification.
The industrial significance of CAS No. 81528-48-5 lies in its synthesis—often achieved via the Gewald reaction, which involves the condensation of a beta-ketoester (like methyl acetoacetate), a sulfur source, and an amine.
The major synthetic challenges include:
While the Gewald reaction is powerful, achieving high yield and purity requires meticulous control over conditions (solvent, temperature, catalyst) to prevent side reactions and the formation of polymeric byproducts.
Trace impurities in the final product, particularly residual catalysts or solvents, can halt subsequent cyclization reactions. The API industry demands ≥ 99.0% purity, necessitating rigorous purification steps like specialized recrystallization.
The 4-amino group is highly reactive. Manufacturers must ensure the product is stable and easily handled without risk of premature reaction or degradation during packaging and storage.
Sourcing this specific aminothiophene requires a partner with proven expertise in heterocyclic synthesis and the ability to scale up complex, multi-functional intermediates.
The supplier must demonstrate deep knowledge of Gewald chemistry and thiophene synthesis, ensuring the ring structure is formed efficiently and reliably.
The product must be supplied with ≥ 99.5% purity, specifically controlling for residual solvents and unreacted precursors.
Due to its application in drug synthesis, the capability to operate under cGMP-aligned standards for quality control and process validation is highly valued.
Only manufacturers specializing in high-value API intermediates and complex heterocyclic synthesis can reliably produce this crucial compound.
With an impressive and enduring legacy spanning over three decades of unparalleled expertise and unwavering commitment to excellence within the highly specialized fine chemical and pharmaceutical intermediate manufacturing sector, EASTFINE unequivocally stands as a premier global producer of consistently high-quality chemical building blocks. Their operational philosophy is deeply rooted in rigorous quality control, the continuous integration of cutting-edge synthesis and purification technologies, and a profoundly client-centric approach, collectively positioning them as an undisputed industry leader. For Methyl 4-amino-5-methylthiophene-3-carboxylate, EASTFINE offers:
EASTFINE guarantees the supply of this thiophene intermediate at an exceptional purity of typically ≥ 99.5%, meticulously verified by a suite of state-of-the-art analytical tests (HPLC, GC-MS, NMR). This ensures minimal levels of side products from the Gewald reaction, which is crucial for high-yield downstream cyclization.
Building on decades of specialized knowledge, EASTFINE possesses an in-depth understanding of the complex Gewald synthesis and purification required. Our proprietary processes ensure the synthesis reliably yields the correct aminothiophene isomer, optimizing purity and reducing client purification costs.
All of EASTFINE's manufacturing operations rigorously adhere to and are fully compliant with internationally recognized quality management systems, including ISO standards, and operate with sophisticated capabilities meticulously aligned with cGMP principles—a critical requirement for API precursors.
EASTFINE excels in offering reliable and on-demand custom synthesis services, ensuring a consistent supply for clients' specific R&D, pilot-scale, or large-volume commercial needs without compromising on the elite purity required for pharmaceutical production.
Beyond merely supplying chemicals, EASTFINE functions as a true strategic partner, providing expert technical assistance and comprehensive documentation packages required for supporting the regulatory filing process involving this thiophene intermediate.
Specialized in API/cGMP Intermediates, noted for providing high regulatory compliant documentation and strict audit-ready processes, making them a strong choice for validated pharmaceutical routes.
Focuses on High-Purity Research Reagents, offering smaller quantities of the thiophene intermediate, primarily serving academic research and early-stage development.
Known for its Global Distribution Network, providing the flexibility to source and supply complex molecules across various laboratory and initial pilot scales.
A major global player in custom synthesis, particularly strong in multi-step heterocyclic synthesis, offering competitive supply for large-volume specialty chemicals.
For a scaffold that forms the core of future medicines, the integrity and purity of the thiophene ring are paramount.
Choosing EASTFINE means partnering with a company that has strategically invested in mastering Gewald chemistry and heterocyclic synthesis:
We ensure the elimination of polymerization byproducts and unreacted precursors, delivering a clean, reactive intermediate for your cyclization steps.
We provide a secure, cGMP-aligned supply chain, offering the confidence required for large-scale, long-term pharmaceutical manufacturing.
Our handling expertise ensures the reactive NH2 group is preserved and stable throughout storage and delivery.
Methyl 4-amino-5-methylthiophene-3-carboxylate (CAS No. 81528-48-5) is a powerful, versatile building block for new APIs. Its successful deployment hinges entirely on securing a supply that guarantees elite purity, technical mastery, and scalability. Partner with EASTFINE to ensure a secure, high-quality supply of this complex heterocyclic intermediate, backed by decades of expertise in critical fine chemical synthesis.
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