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Piroxicam, CP-16171, Baxo, Felden, Feldene Fast, Feldene Gel, Feldene

吡罗昔康Chemical Name: 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-[N-(2-pyridyl)carboxamide]-1,1-dioxide
CAS No. 36322-90-4
项目整合开发状态: Launched-1979
项目研究机构: Pfizer (Originator), Toyama (Licensee)
合成路线:The isomerization of methyl 3-oxo-1,2-benzothiazolin-1,1-dioxide-2-acetate (I) by means of sodium methoxide in DMSO gives methyl 3,4-dihydro-4-oxo-2H-1,2-benzothiazine-1,1-dioxide-3-carboxylate (II),which is methylated with methyl iodide and NaOH in methanol giving methyl 3,4-dihydro-2-methyl-4-oxo-2H-1,2-benzothiazine-1,1-dioxide-3-carboxylate (III).Finally,this product is treated with 2-aminopyridine (A) in refluxing xylene.
📌 参考资料/链接:
参考文献标题:Benzothiazine dioxides
文献作者:Lombardino,J.G.(Pfizer Inc.)
参考来源:DE 1943265; FR 2016455; GB 1257180; US 3591584

📄 详细内容


合成路线:The isomerization of methyl 3-oxo-1,2-benzothiazolin-1,1-dioxide-2-acetate (I) by means of sodium methoxide in DMSO gives methyl 3,4-dihydro-4-oxo-2H-1,2-benzothiazine-1,1-dioxide-3-carboxylate (II),which is methylated with methyl iodide and NaOH in methanol giving methyl 3,4-dihydro-2-methyl-4-oxo-2H-1,2-benzothiazine-1,1-dioxide-3-carboxylate (III).Finally,this product is treated with 2-aminopyridine (A) in refluxing xylene.

参考文献标题:Sudoxicam and related N.heterocyclic carboxamides of 4-hydroxy-2-methyl-2H-1,2-benzothiazine 1,1-dioxide,potent non steroidal anti-inflammatory agents
文献作者:Lombardino,J.G.; Wiseman,E.H.
参考来源:J Med Chem 1972,15(8),848


合成路线:The isomerization of methyl 3-oxo-1,2-benzothiazolin-1,1-dioxide-2-acetate (I) by means of sodium methoxide in DMSO gives methyl 3,4-dihydro-4-oxo-2H-1,2-benzothiazine-1,1-dioxide-3-carboxylate (II),which is methylated with methyl iodide and NaOH in methanol giving methyl 3,4-dihydro-2-methyl-4-oxo-2H-1,2-benzothiazine-1,1-dioxide-3-carboxylate (III).Finally,this product is treated with 2-aminopyridine (A) in refluxing xylene.

参考文献标题:Potent anti-inflammatory N-heterocyclic 3-carboxamides of 4-hydroxy-2-methyl-2H-1,2-benzothiazine 1,1-dioxide
文献作者:Lombardino,J.G.; Wiseman,E.H.; Chiaini,J.
参考来源:J Med Chem 1973,16(5),493


合成路线:The isomerization of methyl 3-oxo-1,2-benzothiazolin-1,1-dioxide-2-acetate (I) by means of sodium methoxide in DMSO gives methyl 3,4-dihydro-4-oxo-2H-1,2-benzothiazine-1,1-dioxide-3-carboxylate (II),which is methylated with methyl iodide and NaOH in methanol giving methyl 3,4-dihydro-2-methyl-4-oxo-2H-1,2-benzothiazine-1,1-dioxide-3-carboxylate (III).Finally,this product is treated with 2-aminopyridine (A) in refluxing xylene.
参考文献标题:Piroxicam
文献作者:Arrigoni-Martelli,E.; Castar,J.
参考来源:Drugs Fut 1977,2(2),124


产品链接: CAS No. 36322-90-4››