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【结 构 式】

【分子编号】69491

【品名】cis-ammine(cyclohexylamine)diiodoplatinium

【CA登记号】

【 分 子 式 】C6H16I2N2Pt

【 分 子 量 】565.095

【元素组成】C 12.75% H 2.85% I 44.91% N 4.96% Pt 34.52%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(VI)

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
Extended Information