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【结 构 式】

【药物名称】Flurbiprofen axetil, FP-83, Ropion

【化学名称】(±)-2-(2-Fluoro-4-biphenylyl)propionic acid 1-(acetoxy)ethyl ester
      (±)-2-Fluoro-alpha-methyl-4-biphenylacetic acid 1-(acetoxy)ethyl ester

【CA登记号】91503-79-6

【 分 子 式 】C19H19FO4

【 分 子 量 】330.35928

【开发单位】Kaken (Originator), Mitsubishi Pharma (Originator)

【药理作用】ANALGESIC AND ANESTHETIC DRUGS, Analgesic Drugs, Non-Opioid Analgesics, Non-Steroidal Antiinflammatory Drugs

合成路线1

By esterification of 2-(2-fluoro-4-biphenylyl)propionic acid (I) with 1-(acetoxy)ethyl chloride (II) or 1-(acetoxy)ethyl bromide (III) by means of anhydrous K2CO3 in DMF or by transesterification of the acid (I) and ethylidene diacetate (IV) in benzene.

1 Mimura, M.; Uchida, K.; Ieda, T.; et al.; Method for the preparation of 1-acetoxyethyl 2-(2-fluoro-4-biphenylyl)propionate. JP 89211550 .
2 Uchida, K.; Masumoto, S.; Tohno, M.; Mimura, M.; Okumura, M.; Ichikawa, K.; Matsumura, M. (Kaken Pharmaceutical Co., Ltd.); Biphenylpropionic acid deriv., process for preparing the same and pharmaceutical compsn. containing the same. EP 0103265; US 5196567 .
3 Mizushima, Y.; Uchida, K.; Masumoto, S.; Tohno, M.; Hashimoto, Y.; Yokoyama, K.; Okamoto, H.; Nabeta, K.; Suyama, T. (Welfide Corporation); Ester of flurbiprofen and emulsion containing the same. EP 0129435; JP 1985001122; US 4613505 .
4 Prous, J.; Castaner, J.; Liposomal Flurbiprofen Axetil. Drugs Fut 1992, 17, 9, 788.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 12280 Flurbiprofen; 2-(2-Fluoro[1,1'-biphenyl]-4-yl)propionic acid 5104-49-4 C15H13FO2 详情 详情
(II) 12281 1-chloroethyl acetate C4H7ClO2 详情 详情
(III) 12282 1-bromoethyl acetate C4H7BrO2 详情 详情
(IV) 31254 1-(acetoxy)ethyl acetate 542-10-9 C6H10O4 详情 详情
Extended Information