|
【结 构 式】 
|
【药物名称】CHS-828 【化学名称】N-[6-(4-Chlorophenoxy)hexyl]-N'-cyano-N''-(4-pyridyl)guanidine 【CA登记号】 【 分 子 式 】C19H22ClN5O 【 分 子 量 】371.87309 |
【开发单位】Leo (Originator) 【药理作用】Lung Cancer Therapy, Oncolytic Drugs, Antimitotic Drugs |
合成路线1
The condensation of pyridin-4-ylamine (I) with the iminodithiocarbonate (II) by means of NaH in DMF gives the isothiourea (III), which is finally condensed with 6-(4-chlorophenoxy)hexylamine (IV) by means of TEA in pyridine. Alternatively, the target guanidine can also be obtained by condensation of N-[6-(4-chlorophenoxy)hexyl]-N'-(4-pyridyl)thiourea (V) with cyanamide by means of DCC and TEA in acetonitrile.
| 【1】 Schou, C.; et al.; Novel cyanoguanidines with potent oral antitumor activity. Bioorg Med Chem Lett 1997, 7, 24, 3095. |
| 【2】 Bramm, E.; Petersen, H.H.J. (Leo Pharmaceutical Products Ltd. A/S); N-Cyano-N'-pyridylguanidines as serotonin antagonists. EP 0660823; JP 1996501539; US 5563160; US 5696140; WO 9406770 . |
| 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) | 25661 | 4-pyridinamine; 4-aminopyridine | 5044-74-5 | C5H6N2 | 详情 | 详情 |
| (II) | 18174 | [[bis(methylsulfanyl)methylene]amino](nitrilo)methane | 10191-60-3 | C4H6N2S2 | 详情 | 详情 |
| (III) | 54403 | 4-{[(cyanoimino)(methylsulfanyl)methyl]amino}pyridine | C8H8N4S | 详情 | 详情 | |
| (IV) | 54404 | 6-(4-chlorophenoxy)-1-hexanamine; 6-(4-chlorophenoxy)hexylamine | C12H18ClNO | 详情 | 详情 | |
| (V) | 54405 | N-[6-(4-chlorophenoxy)hexyl]-N'-(4-pyridinyl)thiourea | C18H22ClN3OS | 详情 | 详情 |
Extended Information