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【结 构 式】 
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【药物名称】 【化学名称】3-(1,3-Benzodioxol-5-yl)propionic acid N'-[4-(dimethylamino)benzylidene]hydrazide 【CA登记号】 【 分 子 式 】C19H21N3O3 【 分 子 量 】339.39752 |
【开发单位】Universidade Federal do Rio de Janeiro (Originator) 【药理作用】ANALGESIC AND ANESTHETIC DRUGS, Analgesic Drugs, Non-Opioid Analgesics |
合成路线1
The regioselective hydroboration of safrole (I), followed by oxidative work-up, furnished the primary alcohol (II). Jones oxidation of alcohol (II) yielded carboxylic acid (III), which was subsequently esterified by means of MeOH and H2SO4. Treatment of methyl ester (IV) with hydrazine gave hydrazide (V). This was finally condensed with 4-(dimethylamino)benzaldehyde (VI) to provide the title acyl hydrazone.
| 【1】 Lima, P.C.; et al.; Synthesis and analgesic activity of novel N-acylarylhydrazones and isosters, derived from natural safrole. Eur J Med Chem 2000, 35, 2, 187. |
| 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) | 46334 | 5-allyl-1,3-benzodioxole | C10H10O2 | 详情 | 详情 | |
| (II) | 46335 | 3-(1,3-benzodioxol-5-yl)-1-propanol | C10H12O3 | 详情 | 详情 | |
| (III) | 46336 | 3-(1,3-benzodioxol-5-yl)propionic acid | C10H10O4 | 详情 | 详情 | |
| (IV) | 46337 | methyl 3-(1,3-benzodioxol-5-yl)propanoate | C11H12O4 | 详情 | 详情 | |
| (V) | 46338 | 3-(1,3-benzodioxol-5-yl)propanohydrazide | C10H12N2O3 | 详情 | 详情 | |
| (VI) | 17771 | N,N-Dimethyl-p-aminobenzaldehyde; Ehrlich's reagent; p-Dimethylaminobenzaldehyde; 4-(dimethylamino)benzaldehyde | 100-10-7 | C9H11NO | 详情 | 详情 |
Extended Information