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【结 构 式】 
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【药物名称】 【化学名称】N-[cis-6-Hydroxy-1-(3-pyridinylmethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-2-[4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]acetamide 【CA登记号】 【 分 子 式 】C30H33N5O3 【 分 子 量 】511.62921 |
【开发单位】R.W. Johnson (Originator) 【药理作用】Antiobesity Drugs, METABOLIC DRUGS, Treatment of Nutritional Disorders, Neuropeptide Y5 (NPY Y5) Antagonists |
合成路线1
Aldol condensation of 3-pyridinecarboxaldehyde (II) with tetralone (I) in the presence of piperidine provided unsaturated ketone (III). This was subjected to reductive amination with ammonium formate and sodium cyanoborohydride to give the cis-aminotetralin (IV). Finally, amine (IV) was coupled with [4-(2-oxo-1-benzimidazolinyl)piperidin-1-yl]acetic acid (V) using HBTU.
| 【1】 Lovenberg, T.W.; Dax, S.L.; McNally, J.J.; Wilson, S.; Nepomuceno, D.; Youngman, M.A.; N-acylated alpha-(3-pyridylmethyl)-beta-aminotetralin antagonists of the human neuropeptide Y Y5 receptor. Bioorg Med Chem Lett 2000, 10, 15, 1641. |
| 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) | 40937 | 6-hydroxy-3,4-dihydro-2(1H)-naphthalenone | C10H10O2 | 详情 | 详情 | |
| (II) | 12849 | Nicotinaldehyde; 3-Pyridinecarboxaldehyde | 500-22-1 | C6H5NO | 详情 | 详情 |
| (III) | 44719 | 6-hydroxy-1-[(Z)-3-pyridinylmethylidene]-3,4-dihydro-2-naphthalenone | C16H13NO2 | 详情 | 详情 | |
| (IV) | 44720 | (5R,6S)-6-amino-5-(3-pyridinylmethyl)-5,6,7,8-tetrahydro-2-naphthalenol | C16H18N2O | 详情 | 详情 | |
| (V) | 44721 | 2-[4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-1-piperidinyl]acetic acid | C14H17N3O3 | 详情 | 详情 |
Extended Information