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【结 构 式】 
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【药物名称】 【化学名称】5-Methoxy-1-[4-(quinolin-2-ylmethoxy)benzyl]indazol-3-ol dihydrochloride 【CA登记号】 【 分 子 式 】C25H23Cl2N3O3 【 分 子 量 】484.38636 |
【开发单位】AWD.pharma (Originator) 【药理作用】Antiallergy/Antiasthmatic Drugs, Asthma Therapy, IMMUNOMODULATING AGENTS, Immunomodulators, RESPIRATORY DRUGS, Lipoxygenase Inhibitors |
合成路线1
Reaction of 2-bromo-5-methoxybenzoic acid (I) with hydrazine hydrate gave hydrazinobenzoic acid (II), which was cyclized to indazole (III) on heating with hydrochloric acid. Subsequent alkylation with 2-[4-(chloromethyl)phenoxymethyl]quinoline hydrochloride (IV) in the presence of sodium hydroxide in DMSO provided (V), and treatment of this with HCl in acetone furnished the target dihydrochloride.
| 【1】 Schindler, R.; et al.; 1,5-Disubstituted Indazol-3-ols with Anti-Inflammatlory Activity. Arch Pharm 1998, 331, 1, 13-21. |
| 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) | 17819 | 2-bromo-5-methoxybenzoic acid | 22921-68-2 | C8H7BrO3 | 详情 | 详情 |
| (II) | 17820 | 2-hydrazino-5-methoxybenzoic acid | C8H10N2O3 | 详情 | 详情 | |
| (III) | 17821 | 5-methoxy-1H-indazol-3-ol | C8H8N2O2 | 详情 | 详情 | |
| (IV) | 17822 | 4-(chloromethyl)phenyl 2-quinolinylmethyl ether; 2-[[4-(chloromethyl)phenoxy]methyl]quinoline | C17H14ClNO | 详情 | 详情 | |
| (V) | 17823 | 5-methoxy-1-[4-(2-quinolinylmethoxy)benzyl]-1H-indazol-3-ol | C25H21N3O3 | 详情 | 详情 |
Extended Information