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【结 构 式】 
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【药物名称】NU-2058 【化学名称】6-(Cyclohexylmethoxy)-9H-purin-2-ylamine 【CA登记号】161058-83-9 【 分 子 式 】C12H17N5O 【 分 子 量 】247.30219 |
【开发单位】AstraZeneca (Originator), University of Newcastle upon Tyne (Originator) 【药理作用】ONCOLYTIC DRUGS, CDK1/Cyclin B Inhibitors, CDK2 Inhibitors, Inhibitors of Signal Transduction Pathways |
合成路线1
The reaction of 2-amino-6-chloropurine (I) with 1,4-diazabicyclo[2.2.2]octane (II) in DMSO gives 1-(2-aminopurin-6-yl)-4-aza-1-azoniabicyclo[2.2.2]octane chloride (II), which is condensed with cyclohexylmethanol (III) by means of NaH in DMSO.
| 【1】 Lembicz, N.K.; et al.; Facilitation of displacements at the 6-position of purines by the use of 1,4-diazabicyclo[2.2.2]octane as leaving group. J Chem Soc - Perkins Trans I 1997, 3, 185. |
| 【2】 Boyle, F.T.; Arris, C.E.; Calvert, A.H.; et al.; Identification of novel purine and pyrimidine cyclin-dependent kinase inhibitors with distinct molecular interactions and tumor cell growth inhibition profiles. J Med Chem 2000, 43, 15, 2797. |
| 【3】 Boyle, F.T.; Curtin, N.J.; Calvert, A.H.; Jewsbury, P.J.; Endicott, J.A.; Noble, M.E.M.; Griffin, R.J.; Golding, B.T.; Newell, D.R. (University of Newcastle upon Tyne); Cyclin dependent kinase inhibiting purine derivs.. EP 1017394; WO 9902162 . |
| 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) | 11644 | 6-Chloro-9H-purin-2-amine; 6-Chloro-9H-purin-2-ylamine; 2-Amino-6-chloropurine | 10310-21-1 | C5H4ClN5 | 详情 | 详情 |
| (II) | 28358 | 1,4-diazabicyclo[2.2.2]octane | 280-57-9 | C6H12N2 | 详情 | 详情 |
| (III) | 28359 | 1-(2-amino-9H-purin-6-yl)-4-aza-1-azoniabicyclo[2.2.2]octane | C11H16N7 | 详情 | 详情 | |
| (IV) | 28360 | cyclohexylmethanol | 100-49-2 | C7H14O | 详情 | 详情 |
Extended Information