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【结 构 式】 
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【药物名称】 【化学名称】5-Methoxy-1-phenyl-1H-benzimidazole 【CA登记号】38205-85-5 【 分 子 式 】C14H12N2O 【 分 子 量 】224.26454 |
【开发单位】Pfizer (Originator) 【药理作用】CARDIOVASCULAR DRUGS, ONCOLYTIC DRUGS, Restenosis Treatment of, Treatment of Disorders of the Coronary Arteries and Atherosclerosis, Tyrosine Kinase Inhibitors |
合成路线1
The reaction of 2-chloro-5-methoxynitrobenzene (I) with aniline (II) in basic medium gives the diphenylamine (III), which is reduced at the NO2 group with H2 over Pd/C in methanol yielding the o-phenylenediamine (IV). Finally, this compoud is cyclized with formamidine (V) in refluxing 2-methoxyethanol.
| 【1】 Palmer, B.D.; Smaill, J.B.; Boyd, M.; Boschelli, D.H.; Doherty, A.M.; Hamby, J.M.; Khatana, S.S.; Kramer, J.B.; Kraker, A.J.; Panek, R.L.; Lu, G.H.; Dahring, T.K.; Winters, R.T.; Showalter, H.D.; Denny, W.A.; Structure-activity relationships for 1-phenylbenzimidazoles as selective ATP site inhibitors of the platelet-derived growth factor receptor. J Med Chem 1998, 41, 27, 5457. |
| 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) | 24772 | 1-chloro-4-methoxy-2-nitrobenzene | 10298-80-3 | C7H6ClNO3 | 详情 | 详情 |
| (II) | 12294 | Aniline; Phenylamine | 62-53-3 | C6H7N | 详情 | 详情 |
| (III) | 24774 | 4-methoxy-2-nitro-N-phenylaniline | C13H12N2O3 | 详情 | 详情 | |
| (IV) | 24775 | 4-methoxy-N(1)-phenyl-1,2-benzenediamine | C13H14N2O | 详情 | 详情 | |
| (V) | 15369 | Iminoformamide; Methanimidamide | 463-52-5 | CH4N2 | 详情 | 详情 |
Extended Information