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【结 构 式】 
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【药物名称】TAK-457 【化学名称】4-(Acetoxymethyl)-1-[2(R)-(2,4-difluorophenyl)-2-hydroxy-3(R)-[2-oxo-3-[4-(1H-tetrazol-1-yl)phenyl]imidazolidin-1-yl]butyl]-1H-1,2,4-triazol-4-ium chloride 【CA登记号】214543-30-3, 214543-28-9 (bromide salt) 【 分 子 式 】C25H26ClF2N9O4 【 分 子 量 】589.99367 |
【开发单位】Takeda (Originator) 【药理作用】Antifungal Agents, ANTIINFECTIVE THERAPY, Chemical Delivery Systems, DRUG DELIVERY, Drug Delivery Systems |
合成路线1
The alkylation of the triazole derivative (I) (compound 293408) with bromomethyl acetate (II) in hot acetonitrile produced the triazolium bromide salt (III). This was then treated either with ion-exchange resin or with a saturated solution of NaCl to produce the desired chloride salt. The analogous alkylation of (I) with iodomethyl acetate (IV) produced the iodide salt (V), which was finally converted to the corresponding chloride by treatment with a saturated solution of NaCl.
| 【1】 Itoh, K.; Okonogi, K.; Kitazaki, T. (Takeda Chemical Industries, Ltd.); Azole cpds., their production and their use. EP 0973768; JP 1999228548; JP 2000198773; WO 9843970 . |
| 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) | 45518 | 1-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(1H-1,2,3,4-tetraazol-1-yl)phenyl]-2-imidazolidinone | C22H21F2N9O2 | 详情 | 详情 | |
| (II) | 12680 | bromomethyl acetate | 590-97-6 | C3H5BrO2 | 详情 | 详情 |
| (III) | 45519 | 4-[(acetoxy)methyl]-1-((2R,3R)-2-(2,4-difluorophenyl)-2-hydroxy-3-[2-oxo-3-[4-(1H-1,2,3,4-tetraazol-1-yl)phenyl]-1-imidazolidinyl]butyl)-1H-1,2,4-triazol-4-ium bromide | C25H26BrF2N9O4 | 详情 | 详情 | |
| (IV) | 45520 | iodomethyl acetate | C3H5IO2 | 详情 | 详情 | |
| (V) | 45521 | 4-[(acetoxy)methyl]-1-((2R,3R)-2-(2,4-difluorophenyl)-2-hydroxy-3-[2-oxo-3-[4-(1H-1,2,3,4-tetraazol-1-yl)phenyl]-1-imidazolidinyl]butyl)-1H-1,2,4-triazol-4-ium iodide | C25H26F2IN9O4 | 详情 | 详情 |