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【结 构 式】 
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【药物名称】Acitazanolast, MTCC, WP-871, Zepelin 【化学名称】3-(1H-Tetrazol-5-yl)oxanilic acid 【CA登记号】114607-46-4, 114607-48-6 (diNa salt), 114607-49-7 (monoK salt), 114607-47-5 (monoNa salt) 【 分 子 式 】C9H7N5O3 【 分 子 量 】233.18784 |
【开发单位】Wakamoto (Originator), Kowa (Comarketer) 【药理作用】Antiallergic Ophthalmic Agents, Ocular Antiinflammatory and Antiinfective Agents, OCULAR MEDICATIONS, Ophthalmic Drugs, Mediator Release Inhibitors |
合成路线1
Acitazanolast can be obtained by two related procedures: 1) By condensation of 3-(1H-tetrazol-5-yl)aniline (I) with oxalyl chloride (II) in dimethoxyethane. 2) By condensation of the aniline (I) with ethyl oxalyl chloride (III) by means of triethylamine in DMF to the corresponding ethyl ester (IV), which is then hydrolyzed with base (KOH or NaOH) in ethanol.
| 【1】 Rabasseda, X.; Mealy, N.; Castaner, J.; Acitazanolast. Drugs Fut 1995, 20, 9, 873. |
| 【2】 Sawaki, S.; Ootake, Y.; Hashimoto, T.; Abe, T.; Horio, Y. (Wakamoto Pharmaceutical Co., Ltd.); 3-(1H-Tetrazol-5-yl)oxanilic acid and salts thereof, method for preparing the same and pharmacological compsns. Containing the cpd. EP 0256507; JP 1988044570; US 4795756 . |
| 【3】 Sawaki, M.; Ohtake, Y.; Hashimoto, M.; Abe, T.; Horio, Y. (Wakamoto Pharmaceutical Co., Ltd.); Antiallergic agents. JP 1989029312 . |
| 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) | 12511 | 3-(1H-1,2,3,4-Tetraazol-5-yl)aniline; 3-(1H-1,2,3,4-Tetraazol-5-yl)phenylamine | C7H7N5 | 详情 | 详情 | |
| (III) | 11043 | Ethyl 2-chloro-2-oxoacetate; Ethyl oxalyl chloride | 4755-77-5 | C4H5ClO3 | 详情 | 详情 |
| (IV) | 12513 | ethyl 2-oxo-2-[3-(1H-1,2,3,4-tetraazol-5-yl)anilino]acetate | C11H11N5O3 | 详情 | 详情 |