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【结 构 式】 
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【药物名称】SS-212 【化学名称】11-(1-Methylpiperidin-4-ylidene)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine-8-carbonitrile fumarate 【CA登记号】143540-37-8 (free base) 【 分 子 式 】C25H25N3O4 【 分 子 量 】431.4957 |
【开发单位】SSP (Originator) 【药理作用】Antiallergy/Antiasthmatic Drugs, Asthma Therapy, RESPIRATORY DRUGS, Histamine H1 Antagonists |
合成路线1
The known tricyclic bromide (I) was converted to the nitrile (II) by treatment with CuCN and NaCN. Addition of the Grignard reagent (IV), prepared from 4-chloro-1-methylpiperidine (III), to the tricyclic ketone (II) furnished the tertiary alcohol (V). This was finally dehydrated to the target piperidylidene derivative upon heating in the presence of SOCl2.
| 【1】 Honda, H.; Mizuno, H.; Mogi, K.; Ito, Y.; Kaneko, Y.; Taido, N.; Sato, S.; Kuraishi, T. (SSP Co., Ltd.); Novel benzo[5,6]cyclohepta[1,2-b]pyridine derivs. and antiallergic agents comprising same. EP 0495484; JP 1993059040; US 5231101 . |
| 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) | 53284 | 8-bromo-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one | n/a | C14H10BrNO | 详情 | 详情 |
| (II) | 53585 | 4-[(5-bromopentyl)oxy]-1,1'-biphenyl; [1,1'-biphenyl]-4-yl 5-bromopentyl ether | n/a | C17H19BrO | 详情 | 详情 |
| (III) | 20949 | 4-Chloro-1-methylpiperidine; 4-Chloro-N-methylpiperidine; N-methyl-4-chloropiperidine | 55770-77-4 | C6H12ClN | 详情 | 详情 |
| (IV) | 20645 | chloro(1-methyl-4-piperidinyl)magnesium | C6H12ClMgN | 详情 | 详情 | |
| (V) | 53286 | 11-hydroxy-11-(1-methyl-4-piperidinyl)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine-8-carbonitrile | n/a | C21H23N3O | 详情 | 详情 |
Extended Information