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【结 构 式】 
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【药物名称】Sch-40338 【化学名称】(±)-11-(1-Acetyl-4-piperazinyl)-8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridine 【CA登记号】117796-62-0 【 分 子 式 】C20H22ClN3O 【 分 子 量 】355.87084 |
【开发单位】Schering-Plough (Originator) 【药理作用】Antiallergy/Antiasthmatic Drugs, Asthma Therapy, RESPIRATORY DRUGS, Histamine H1 Antagonists, Platelet-Activating Factor (PAF) Antagonists |
合成路线1
Benzocycloheptapyridinone (I) was reduced to alcohol (II) with NaBH4 in MeOH. Subsequent treatment of (II) with SOCl2 in toluene gave the tricyclic chloride (III). Finally, alkylation of N-acetyl piperazine (IV) with chloride (III) in the presence of Et3N in boiling THF provided the title compound.
| 【1】 Piwinski, J.J.; Wong, J.K.; Green, M.J.; Kaminski, J.J.; Colizzo, F.; Albanese, M.M.; Ganguly, A.K.; Billah, M.M.; Anthes, J.C.; West, R.E. Jr; Dual antagonists of platelet activating factor and histamine 3. Synthesis, biological activity and conformational implications of substituted N-acyl-bis-arylcycloheptapiperazines. Bioorg Med Chem Lett 1998, 8, 24, 3469. |
| 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) | 16504 | 8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one; 8-Chloro-10,11-dihydro-4-aza-5H-dibenzo[a,d]cycloheptan-5-one | 31251-41-9 | C14H10ClNO | 详情 | 详情 |
| (II) | 17935 | 8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol | C14H12ClNO | 详情 | 详情 | |
| (III) | 17936 | 8,11-dichloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine | C14H11Cl2N | 详情 | 详情 | |
| (IV) | 20674 | N-Acetyl piperazine; 1-(1-piperazinyl)-1-ethanone | 13889-98-0 | C6H12N2O | 详情 | 详情 |