|
【结 构 式】 
|
【药物名称】 【化学名称】4-(2-Methyl-4-phenylthiazol-5-yl)benzenesulfonamide 【CA登记号】177560-71-3 【 分 子 式 】C16H14N2O2S2 【 分 子 量 】330.43018 |
【开发单位】Pfizer (Originator) 【药理作用】Antiarthritic Drugs, TREATMENT OF MUSCULOSKELETAL & CONNECTIVE TISSUE DISEASES, Cyclooxygenase-2 Inhibitors, Non-Steroidal Antiinflammatory Drugs |
合成路线1
Treatment of benzoin (I) with methanesulfonyl chloride and LiCl, followed by condensation with thioacetamide afforded 2-methyl-3,4-diphenylthiazole (II). Subsequent selective chlorosulfonation at the most reactive 5-phenyl group of (II) provided sulfonyl chloride (III). This was finally converted to the target sulfonamide upon treatment with ammonium hydroxide.
| 【1】 Talley, J.J.; Carter, J.S.; Kramer, S.; et al.; Synthesis and activity of sulfonamide-substituted 4,5-diaryl thiazoles as selective cyclooxygenase-2 inhibitors. Bioorg Med Chem Lett 1999, 9, 8, 1171. |
| 【2】 Talley, J.J.; Carter, J.S.; Collins, P.W.; Kramer, S.W.; Penning, T.D.; Rogier, D.J. Jr.; Rogers, R.S. (Pharmacia Corp.); Substd. thiazoles for the treatment of inflammation. EP 0772606; JP 1998504542; US 5668161; WO 9603392 . |
Extended Information