【结 构 式】 |
【分子编号】69492 【品名】cis-amminechloro-(cyclohexylamine)platinium 【CA登记号】 |
【 分 子 式 】C6H16Cl2N2Pt 【 分 子 量 】382.192 【元素组成】C 18.86% H 4.22% Cl 18.55% N 7.33% Pt 51.04% |
合成路线1
该中间体在本合成路线中的序号:(VII)Substitution of chlorine with iodine in potassium tetrachloroplatinate (I) by treatment with KI in water results in potassium tetraiodoplatinate (II), which by reaction with cyclohexylamine (III) yields cis-di(cyclohexylamine)diiodoplatinium (IV). Reaction of complex (IV) with HClO4 in H2O/EtOH furnishes dimer (V), which is then treated with NH4OH in H2O affording cis-ammine(cyclohexylamine) diiodoplatinium (VI). Nitration of complex (VI) with AgNO3 in H2O followed by chlorination with HCl gives cis-amminechloro-(cyclohexylamine)platinium (VII) . Alternatively, treatment of cisplatin (VIII) with Et4NCl in dimethylacetamide at 100 °C followed by ion exchange by DOWEX 50WX8 and HCl leads to amminetrichloroplatinum (IX), which is then treated with KCl, giving potassium(SP-4-2)-amminetrichloroplatinate (X). Subsequent reaction of compound (X) with cyclohexylamine (III) in the presence of NaI in water furnishes (SP-4-3)-amminechloro(cyclohexanamine)iodoplatinum (XI), which by subsequent nitration and chlorination with AgNO3 in water and treatment with HCl affords complex (VII) . Then, compound (VII) is submitted to hydroxylation with H2O2 in water to give (OC-6-43)-amminedichloro(cyclohexylamine)dihydroxyplatinum (XII), which is finally acetylated with Ac2O in CH2Cl2 .
【1】 Khokhar, A.R., Deng, Y., Al-Baker, S., Yoshida, M., Siddik, Z.H. Synthesis and antitumor activity of ammine/amine platinum (II) and (IV) complexes. J Inorg Biochem 1993, 51(3): 677-87. |
【2】 Ciandomenico, C.M., Abrams, M.J., Murrer, B.A. et al. Carboxylation of kinetically inert platinum (IV) hydroxy complexes. An entr.acte.ee into orally active platinum (IV) antitumor agents. Inorg Chem 1995, 34(5): 1015-21. |
【3】 Abrams, M.J., Giandomenico, C.M., Murrer, B.A., Vollano, J.F. (Johnson Matthey plc). Pt(IV) complexes. AU 8928971, EP 0328274, JP 1989294684. |
【4】 Abrams, M.J., Giandomenico, C., Murrer, B.A., Vollano, J.F. (Johnson &Johnson). Pt(IV) complexes. US 5072011. |
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) | 51693 | dipotassium tetrachloroplatinate(2-);potassium tetrachloroplatinate(II);potassium tetrachloroplatinate | 10025-99-7 | Cl4K2Pt | 详情 | 详情 |
(II) | 51694 | dipotassium tetraiodoplatinate(2-);potassium tetraiodoplatinate(II);Potassium tetraiodoplatinate | 14708-56-6 | I4K2Pt | 详情 | 详情 |
(III) | 17966 | cyclohexanamine; cyclohexyl amine; cyclohexylamine | 108-91-8 | C6H13N | 详情 | 详情 |
(IV) | 69489 | cis-di(cyclohexylamine)diiodoplatinium | C12H26I2N2Pt | 详情 | 详情 | |
(V) | 69490 | (cyclohexylamino)platinum(III) iodide | C12H26I4N2Pt2 | 详情 | 详情 | |
(VI) | 69491 | cis-ammine(cyclohexylamine)diiodoplatinium | C6H16I2N2Pt | 详情 | 详情 | |
(VII) | 69492 | cis-amminechloro-(cyclohexylamine)platinium | C6H16Cl2N2Pt | 详情 | 详情 | |
(VIII) | 51698 | dichloroplatinum diammoniate | H6Cl2N2Pt | 详情 | 详情 | |
(IX) | 69493 | amminetrichloroplatinum | H4Cl3NPt | 详情 | 详情 | |
(X) | 69494 | potassium (SP-4-2)-amminetrichloroplatinate | H3Cl3KNPt | 详情 | 详情 | |
(XI) | 69495 | (SP-4-3)-amminechloro(cyclohexanamine)iodoplatinum | C6H16ClIN2Pt | 详情 | 详情 | |
(XII) | 69496 | (OC-6-43)-amminedichloro(cyclohexylamine)dihydroxyplatinum | C6H18Cl2N2O2Pt | 详情 | 详情 |