4-Amino-2-(trifluoromethyl)benzonitrile (CAS 654-70-6) serves as the aniline starting material for the Bicalutamide synthetic route, providing the 4-cyano-3-(trifluoromethyl)phenyl pharmacophore that is retained throughout the entire cascade . N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methacrylamide (CAS 90357-53-2) is formed by condensation of this aniline with methacrylic acid or its reactive derivatives, introducing the unsaturated carbon framework that will become the α-hydroxy-α-methyl side chain . N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxide (CAS 90357-51-0) is the oxidized olefin intermediate, a key electrophilic building block whose epoxide ring is opened by nucleophilic sulfur reagents in the subsequent step . N-[4-Cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)thio]-2-hydroxy-2-methylpropionamide (CAS 90356-78-8) is the thioether ring-opening product, the immediate precursor to Bicalutamide that requires only oxidation of the sulfur atom to the sulfone to complete the active pharmaceutical ingredient . Together, these four intermediates provide a complete, documentable synthetic pathway for Bicalutamide manufacturing and related impurity profiling.
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比卡鲁胺 |
4-氨基-2-三氟甲基苯甲腈 |
654-70-6 |
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N-(4-氰基-3-三氟甲基苯基)甲基丙烯酰胺 |
90357-53-2 |
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N-[4-氰基-3-(三氟甲基)苯基]甲基环氧丙烯酰胺 |
90357-51-0 |
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N-[4--氰基-3-(三氟甲基)苯基]-3-(4-氟苯巯基)-2-羟基-2-甲基丙酰胺 |
90356-78-8 |
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The quality of each intermediate in the Bicalutamide cascade directly influences the stereochemical purity of the final (R)-enantiomer, whose antiandrogenic activity is significantly greater than that of the (S)-form. Cosperpharm supplies these four building blocks with the analytical rigor that chiral drug manufacturing demands.
Synthetic continuity from one source. The four intermediates span the entire pre-sulfone segment of Bicalutamide synthesis. Sourcing them from a single supplier eliminates variability from multiple vendors and ensures that the 4-cyano-3-(trifluoromethyl)phenyl pharmacophore is consistently defined across your process.
Documentation for regulatory filing. Each intermediate is accompanied by a batch-specific Certificate of Analysis including HPLC purity, appearance, and identity confirmation. For impurity profiling applications, we can provide documentation supporting method development and forced degradation studies.
Support for chiral resolution and stereochemical control. The thioether intermediate (CAS 90356-78-8) contains the α-hydroxy stereocenter that determines final drug activity. Our analytical package includes characterization data to support your resolution or asymmetric synthesis strategy.
Technical guidance on the synthetic route. Our process chemists can advise on epoxidation conditions, ring-opening protocols, and oxidation strategies for the final sulfone formation—based on documented industrial routes for Bicalutamide production .
Q1: What is the role of each intermediate in Bicalutamide synthesis?
4-Amino-2-(trifluoromethyl)benzonitrile is the aniline starting material. N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methacrylamide is the methacrylamide formed by condensation with methacrylic acid derivatives. N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxide is the oxidized olefin that undergoes sulfur nucleophile ring-opening. N-[4-Cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)thio]-2-hydroxy-2-methylpropionamide is the thioether immediate precursor requiring only sulfone oxidation.
Q2: Why is the epoxide intermediate important?
The epoxide (CAS 90357-51-0) is the key electrophilic building block in the Bicalutamide cascade. Its ring-opening by 4-fluorothiophenol installs the sulfur-containing side chain while preserving the α-hydroxy stereocenter that determines final drug activity .
Each batch of Bicalutamide intermediates undergoes release testing including HPLC purity verification (≥98%), appearance assessment, and identity confirmation by spectroscopic methods. Batch-specific Certificates of Analysis accompany every shipment. Retention samples are maintained for traceability. Custom quality agreements, stability data, and additional documentation packages are available upon request for customers requiring enhanced regulatory support for their Bicalutamide manufacturing or analytical programs.
If you require any of these four Bicalutamide intermediates for your manufacturing campaign, impurity profiling program, or process development work, please contact us. Cosperpharm supplies 4-Amino-2-(trifluoromethyl)benzonitrile, N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methacrylamide, N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxide, and N-[4-Cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)thio]-2-hydroxy-2-methylpropionamide with the analytical rigor and documentation your Bicalutamide project demands. Reach out today to discuss quantities, lead times, and technical support.
