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【结 构 式】 
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【药物名称】LASSBio-341 【化学名称】5-[2-(4-Chlorophenyl)-8-methyl-6-phenyl-6H-pyrazolo[3,4-b]thieno[2,3-d]pyridin-3-yloxy]-5-oxopentanoic acid 【CA登记号】 【 分 子 式 】C26H20ClN3O4S 【 分 子 量 】505.984 |
【开发单位】LASSBio (Originator) 【药理作用】Antiallergy/Antiasthmatic Drugs, Antiplatelet Therapy, Asthma Therapy, Coagulation Disorders Therapy, HEMATOLOGIC DRUGS, RESPIRATORY DRUGS, Leukotriene BLT (LTB4) Antagonists, Thromboxane Synthase Inhibitors |
合成路线1
Condensation of the known chloro pyrazolopyridine (I) with the lithium salt of 4-chlorobenzylthiol (II) produces the intermediate thioether (III) which, in the presence of excess LDA, undergoes intramolecular Claisen condensation to the pyrazolothienopyridine derivative (IV). Subsequent acylation of (IV) with glutaric anhydride (V) in acetone gives rise to the target glutarate mono-ester.
| 【1】 da Silva, K.C.M.; Fraga, C.A.M.; Barreiro, E.J.; de Brito, F.C.F.; de Miranda, A.L.P.; Cardoso, C.R.; Design, synthesis and pharmacological evaluation of novel pyrazolo[3,4-b]thieno[2,3-d]pyridine acid derivatives: A new class of anti-inflammatory and anti-platelet agents. Bioorg Med Chem Lett 2002, 12, 1, 9. |
| 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) | 57506 | ethyl 4-chloro-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate | C16H14ClN3O2 | 详情 | 详情 | |
| (II) | 32674 | (4-chlorophenyl)methanethiol; 4-chlorobenzylhydrosulfide | 6258-66-8 | C7H7ClS | 详情 | 详情 |
| (III) | 52507 | 6-chloro-2-nitro-9-oxo-9,10-dihydro-4-acridinecarboxylic acid | C14H7ClN2O5 | 详情 | 详情 | |
| (IV) | 57508 | 2-(4-chlorophenyl)-8-methyl-6-phenyl-6H-pyrazolo[3,4-b]thieno[2,3-d]pyridin-3-ol | C21H14ClN3OS | 详情 | 详情 | |
| (V) | 15512 | Glutaric Anhydride; dihydro-2H-pyran-2,6(3H)-dione | 108-55-4 | C5H6O3 | 详情 | 详情 |