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【结 构 式】 
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【药物名称】Dithiosteine, Erdosteine, KW-9144, RV-144, Erdotin, Tussol, Vectrine, Edirel 【化学名称】(±)-S-[2-Oxo-2-(2-oxothien-3-ylamino)ethyl]thioglucolicacid 【CA登记号】84611-23-4 【 分 子 式 】C8H11NO4S2 【 分 子 量 】249.30917 |
【开发单位】REFARMED (Originator), Alfa Wassermann (Licensee), Biomedica Foscama (Licensee), Edmond Pharma (Licensee), Kyowa Hakko (Licensee), Merckle (Licensee), Negma (Licensee), Provalis (Licensee), Sigma-Tau (Licensee), Vitor (Licensee) 【药理作用】Chronic Obstructive Pulmonary Diseases (COPD), Treatment of, Mucolytics, RESPIRATORY DRUGS, Treatment of Upper Respiratory Tract Disorders |
合成路线1
Erdosteine (III) can be obtained in a two-step synthesis starting from homocysteine thiolactone (I). (I) is acylated in chloroform with chloroacetyl chloride (A) to the amide (II). Subsequent reaction with thioglycolic acid (B) gives rise to (III).
| 【1】 Gobetti, M.; Pedrazzoli, A.; Bradamante, S.; DL-S-[2-[N-3-(2-Oxotetrahydrothienyl)acetamido]]-thioglycolic acid: A novel mucolytic agent of the class of homocysteine thiolactone derivatives. Farm Sci Ed 1986, 41, 1, 69-79. |
| 【2】 Fregnan, G.B.; Pappalardo, M.; ERDOSTEINE < Rec INN >. Drugs Fut 1990, 15, 9, 887. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 11296 | 2-Chloroacetyl chloride; Chloroacetic chloride | 79-04-9 | C2H2Cl2O | 详情 | 详情 |
| (B) | 18524 | 2-sulfanylacetic acid | 68-11-1 | C2H4O2S | 详情 | 详情 |
| (I) | 22495 | 3-aminodihydro-2(3H)-thiophenone | 10593-85-8 | C4H7NOS | 详情 | 详情 |
| (II) | 31177 | 2-chloro-N-(2-oxotetrahydro-3-thiophenyl)acetamide | 84611-22-3 | C6H8ClNO2S | 详情 | 详情 |