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【结 构 式】 
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【药物名称】 【化学名称】7,8,10,11,20,21,23,24-Octahydrodinaphtho[2,3-e:2',3'-n][1,10,4,7,13,16]dioxatetrathiacyclooctadecin-5,13,18,26-tetrone 【CA登记号】 【 分 子 式 】C28H24O6S4 【 分 子 量 】584.75588 |
【开发单位】Taipei Medical College (Originator) 【药理作用】Antibacterial Drugs, ANTIINFECTIVE THERAPY, ONCOLYTIC DRUGS |
合成路线1
Condensation of 1,4-naphthoquinone (I) with bis(2-mercaptoethyl) ether (II) produces the bis-(dihydroxynaphthalene) adduct (III), which is spontaneously oxidized to the bis-napthoquinone derivative (IV). Then, cyclization of (IV) with further bis-mercapto ether (II) in DMF under a positive pressure of O2 leads to the target crown ether derivative.
| 【1】 Huang, S.-T.; et al.; Efficient synthesis of "redox-switched" naphthoquinone thiol-crown ethers and their biological activity evaluation. Bioorg Med Chem 2002, 10, 6, 1947. |
| 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) | 16561 | naphthoquinone; 1,4-Naphthoquinone | 130-15-4 | C10H6O2 | 详情 | 详情 |
| (II) | 61651 | Di-2-mercaptoethyl ether; 2-MERCAPTOETHYL ETHER; 2,2'-OXYDIETHANETHIOL; Di(2-mercaptoethyl) Ether; 2-Mercaptoethyl Ether; Bis(2-mercaptoethyl) ether; 2-Mercaptoethyl ether; 2,2'-Dithiodiethyl ether; (2,2'-OXYDIETHANETHIOL) | 2150-02-9 | C4H10OS2 | 详情 | 详情 |
| (III) | 61652 | 2-[(2-{2-[(1,4-dihydroxy-2-naphthyl)sulfanyl]ethoxy}ethyl)sulfanyl]-1,4-naphthalenediol | C24H22O5S2 | 详情 | 详情 | |
| (IV) | 61653 | 2-[(2-{2-[(1,4-dioxo-1,4-dihydro-2-naphthalenyl)sulfanyl]ethoxy}ethyl)sulfanyl]naphthoquinone | C24H18O5S2 | 详情 | 详情 |
Extended Information