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【结 构 式】

【药物名称】Torsemide, Torasemide, BM-02015, JDL-464, AC-4464, GJ-1090, Sutril, Torocard, Torasemide N, Unat, Dilutol, Luprac, Torem, Torrem, Toradiur, Demadex, Sutril

【化学名称】1-Isopropyl-3-[4-(3-methylphenylamino)pyridin-3-ylsulfonyl]urea
      N-(N-Isopropylcarbamoyl)-4-(3-methylphenylamino)pyridine-3-sulfonamide

【CA登记号】56211-40-6

【 分 子 式 】C16H20N4O3S

【 分 子 量 】348.4268

【开发单位】Nycomed Pharma (Originator), Ferrer (Licensee), Malesci (Licensee), Roche (Licensee), Toyama (Licensee), Pliva (Generic)

【药理作用】CARDIOVASCULAR DRUGS, Diuretics, Hypertension, Treatment of, Loop Diuretics, RENAL-UROLOGIC DRUGS

合成路线1

1) By condensation of 3-sulfonamido-4-(3-methylanilino)pyridine (I) with isopropylisocyanate (II) by means of triethylamine at 95 C.

1 Delarge, J.E.; Lapiere, C.L.; Georges, A.M. (A. Christiaens SA); 3-Loweralkylcarbamylsulfonamido-4-phenylaminopyridine-N-oxides, derivatives thereof and pharmaceutical compositions containing same. BE 0827844; CH 609045; CH 610890; DD 121936; DD 126887; DE 2516025; FR 2267775; GB 1477664; JP 50142571; NL 7504521; US 4018929; US 4055650; ZA 7502243 .
2 Castaner, J.; Blancafort, P.; Thorpe, P.; Serradell, M.N.; Torasemide. Drugs Fut 1983, 8, 3, 223.
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) 30689 4-(3-toluidino)-3-pyridinesulfonamide C12H13N3O2S 详情 详情
(II) 30690 isopropyl isocyanate; 2-isocyanatopropane 1795-48-8 C4H7NO 详情 详情

合成路线2

2) By condensation of m-toluidine (III) with 1-isopropyl-3-(4-chloro-3-pyridylsulfonyl)urea (IV) by means of Cu at 95 C.

1 Delarge, J.E.; Lapiere, C.L.; Georges, A.M. (A. Christiaens SA); 3-Loweralkylcarbamylsulfonamido-4-phenylaminopyridine-N-oxides, derivatives thereof and pharmaceutical compositions containing same. BE 0827844; CH 609045; CH 610890; DD 121936; DD 126887; DE 2516025; FR 2267775; GB 1477664; JP 50142571; NL 7504521; US 4018929; US 4055650; ZA 7502243 .
2 Castaner, J.; Blancafort, P.; Thorpe, P.; Serradell, M.N.; Torasemide. Drugs Fut 1983, 8, 3, 223.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(III) 30687 3-methylphenylamine; m-toluidine 108-44-1 C7H9N 详情 详情
(IV) 30688 4-chloro-3-([[(isopropylamino)carbonyl]amino]sulfonyl)pyridine C9H12ClN3O3S 详情 详情
Extended Information