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【结 构 式】 
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【药物名称】 【化学名称】3-[2-(4-Methoxyphenyl)-2-oxoethyl]-5-(4-oxo-2-phenyl-4H-1-benzopyran-6-ylmethylene)thiazolidine-2,4-dione 【CA登记号】 【 分 子 式 】C28H19NO6S 【 分 子 量 】497.53073 |
【开发单位】Ankara Üniversitesi (Originator) 【药理作用】Antibacterial Drugs, Antifungal Agents, ANTIINFECTIVE THERAPY |
合成路线1
Thiazolidinedione (III) was prepared by condensation of chloroacetic acid (I) with thiourea (II). Alkylation of the potassium salt of (III) with 4-methoxyphenacyl bromide (IV) furnished the 3-phenacyl thiazolidinedione (V). Finally, aldol condensation of (V) with flavone-6-carboxaldehyde (VI) in the presence of NaOAc in HOAc provided the title compound.
| 【1】 Altanlar, N.; Ayhan-Killergil, G.; Synthesis of 3-substituted phenacyl-5-[2-phenyl-4H-4-oxo-1-benzopyran-6-yl(methylenyl]thiazolidine-2,4-diones and evaluation of their antimicrobial activity. Arzneim-Forsch Drug Res 2000, 50, 2, 154. |
| 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) | 11847 | 2-Chloroacetic acid; Chloroacetic Acid | 79-11-8 | C2H3ClO2 | 详情 | 详情 |
| (II) | 10180 | Thiourea | 62-56-6 | CH4N2S | 详情 | 详情 |
| (III) | 10883 | 1,3-Thiazolane-2,4-dione; 2,4-Thiazolidinedione | 2295-31-0 | C3H3NO2S | 详情 | 详情 |
| (IV) | 21991 | 2-Methoxyphenacyl bromide; 2-bromo-1-(4-methoxyphenyl)-1-ethanone | 2632-13-5 | C9H9BrO2 | 详情 | 详情 |
| (V) | 50131 | 3-[2-(4-methoxyphenyl)-2-oxoethyl]-1,3-thiazolidine-2,4-dione | C12H11NO4S | 详情 | 详情 | |
| (VI) | 50132 | 4-oxo-2-phenyl-4H-chromene-6-carbaldehyde | C16H10O3 | 详情 | 详情 |
Extended Information