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【结 构 式】 
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【药物名称】LASSBio-468 【化学名称】2-[4-(Thiomorpholin-4-ylsulfonyl)phenyl]-2,3-dihydro-1H-isoindole-1,3-dione 【CA登记号】 【 分 子 式 】C18H16N2O4S2 【 分 子 量 】388.46722 |
【开发单位】CNRS (Originator), LASSBio (Originator) 【药理作用】Antiallergy/Antiasthmatic Drugs, Asthma Therapy, RESPIRATORY DRUGS, TNF-alpha Production Inhibitors |
合成路线1
The condensation of phthalic anhydride (I) with aniline (II) in refluxing HOAc produced N-phenyl phthalimide (III). Aromatic sulfonation of (III) with chlorosulfonic acid in the presence of PCl5 afforded the sulfonyl chloride (IV). This was finally condensed with thiomorpholine (V) to furnish the target sulfonamide.
| 【1】 Legora, A.M.; et al.; Anti-inflammatory effects of thalidomide-derived compounds on LPS-induced inflammation in mouse lung. Inflamm Res 2001, 50, Suppl. 3, Abst 083. |
| 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) | 11900 | 2-Benzofuran-1,3-dione;1,2-Benzenedicarboxylic Anhydride;1,2-BENZENE DICARBOXYLIC ACID ANHYDRIDE;1,2-BENZENEDICARBONIC ACID, ANHYDRIDE;1,3-DIOXOPHTHALAN;1,3-ISOBENZOFURANDIONE;o-phthalic anhydride; Phthalic anhydride | 85-44-9 | C8H4O3 | 详情 | 详情 |
| (II) | 12294 | Aniline; Phenylamine | 62-53-3 | C6H7N | 详情 | 详情 |
| (III) | 53124 | N-Phenylphthalimide | 520-03-6 | C14H9NO2 | 详情 | 详情 |
| (IV) | 53125 | 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)benzenesulfonyl chloride | n/a | C14H8ClNO4S | 详情 | 详情 |
| (V) | 36317 | thiomorpholine | 123-90-0 | C4H9NS | 详情 | 详情 |
Extended Information