【结 构 式】 |
【药物名称】2-IBPO 【化学名称】3-[5-[4-(2-Iodobenzyloxy)phenyl]-2-oxo-1,3,4-oxadiazol-3(2H)-yl]propanenitrile 【CA登记号】 【 分 子 式 】C18H14IN3O3 【 分 子 量 】447.23498 |
【开发单位】Osaka University (Originator) 【药理作用】DIAGNOSTIC AGENTS, Radiopharmaceuticals, Radiopharmaceuticals for Brain Imaging, MAO-B Inhibitors |
合成路线1
Alkylation of ethyl 4-hydroxybenzoate (I) with 2-iodobenzyl bromide (II) affords the 4-benzyloxybenzoate (III). Subsequent reaction of ester (III) with hydrazine hydrate produces the hydrazide (IV), which is subjected to a Michael reaction with acrylonitrile (V), yielding (VI). Finally, cyclization of the hydrazide (VI) with triphosgene gives rise to the target ozadiazole derivative.
【1】 Hirata, M.; et al.; Synthesis and characterization of radioiodinated MD-230254: A new ligand for potential imaging of monoamine oxidase B activity by single photon emission computed tomography. Chem Pharm Bull 2002, 50, 5, 609. |
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) | 13492 | ethyl p-hydroxybenzoate; ethyl 4-hydroxybenzoate | 120-47-8 | C9H10O3 | 详情 | 详情 |
(II) | 57024 | 2-Iodobenzyl bromide; alpha-Bromo-2-iodotoluene | 40400-13-3 | C7H6BrI | 详情 | 详情 |
(III) | 57025 | ethyl 4-[(2-iodobenzyl)oxy]benzoate | C16H15IO3 | 详情 | 详情 | |
(IV) | 57026 | 4-[(2-iodobenzyl)oxy]benzohydrazide | C14H13IN2O2 | 详情 | 详情 | |
(V) | 10847 | Acrylonitrile | 107-13-1 | C3H3N | 详情 | 详情 |
(VI) | 57027 | N'-(2-cyanoethyl)-4-[(2-iodobenzyl)oxy]benzohydrazide | C17H16IN3O2 | 详情 | 详情 |
Extended Information