|
【结 构 式】 
|
【药物名称】Talniflumate, MSI-1995, Ba-7602-06, Lomucin, Somalgen 【化学名称】2-[3-(Trifluoromethyl)phenylamino]-3-pyridinecarboxylic acid 1,3-dihydro-3-oxo-1-isobenzofuranyl ester 【CA登记号】66898-62-2 【 分 子 式 】C21H13F3N2O4 【 分 子 量 】414.34396 |
【开发单位】Bagó(Originator), Genaera (Licensee) 【药理作用】Cystic Fibrosis, Treatment of , Mucolytics, RESPIRATORY DRUGS, Treatment of Upper Respiratory Tract Disorders, CaCC Inhibitors, Non-Steroidal Antiinflammatory Drugs |
合成路线1
Two different ways to obtain talniflumate were developed: The first method is by reacting the previously salified niflumic acid (II) with 3-bromophthalide (I). The second way is by condensation of salified 2-halonicotinic acid (III) with 3-bromophthalide (I) to give the corresponding phthalidyl ester (IV), which is then treated with 3-trifluoromethylaniline (V).
| 【1】 Boned, J.; Los, M.; Piccinali, C.; Acidos anilino nicotinico y N-arilantranilicos convenientemente sustituidos. VII Latinoamerican Congress Pharmacology 1978. |
| 【2】 GB 381578 . |
| 【3】 US 879749 . |
| 【4】 Procedimiento para la obtencion de nuevos esterees de acidos fenil- y piridin-3-carboxilicos sustituidos. ES 474566 . |
| 【5】 Phthalidyl 2-(3'-trifluoromethylanilino)pyridine-3-caboxylalate and process for its preparation. AR 209858; GB 1553171 . |
| 【6】 Nouveaux esters d'acides phényl- et pyridine-3-carboxylique et procédé premettant leur préparation. BE 0858864 . |
| 【7】 Torriani, H.; Talniflumate. Drugs Fut 1979, 4, 6, 448. |
| 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) | 24560 | 3-Bromophthalide; 3-Bromo-2-benzofuran-1(3H)-one | 6940-49-4 | C8H5BrO2 | 详情 | 详情 |
| (II) | 33257 | sodium 2-[3-(trifluoromethyl)anilino]nicotinate | C13H8F3N2NaO2 | 详情 | 详情 | |
| (III) | 33255 | sodium 2-chloronicotinate | C6H3ClNNaO2 | 详情 | 详情 | |
| (IV) | 33256 | 3-oxo-1,3-dihydro-2-benzofuran-1-yl 2-chloronicotinate | C14H8ClNO4 | 详情 | 详情 | |
| (V) | 26347 | 3-(trifluoromethyl)phenylamine; 3-(trifluoromethyl)aniline; 3-aminobenzotrifluoride | 98-16-8 | C7H6F3N | 详情 | 详情 |