cis-diamminechloro(nitrato)platinum(II) | 117228-94-1

• 分子结构分类: 无机化合物
• 英文名称: cis-diamminechloro(nitrato)platinum(II)
• 英文别名: cis-[PtCl(NO3)(NH3)2]
• CAS: 117228-94-1
• 化学式: ClH₆N₃O₃Pt
• 分子量: 326.599
• InChiKey: CVTDFFPDVWVCQY-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  cis-diamminechloro(nitrato)platinum(II) 、 penciclovir 以 水 为溶剂， 以60%的产率得到cis-[PtCl(NH3)2(N7-Pen)](NO3)
  参考文献：
  名称：

  Synthesis and stereochemical characterisation of platinum(II) complexes with the antiviral agents penciclovir and famciclovir

  摘要：

  The synthesis and the stereochemical characterisation of platinum complexes containing one molecule of antiviral drug, penciclovir or famciclovir (L), and different sets of ancillary ligands (Cl,(NH3)(3-x), X=1 or 2, and N,N,N',N",N"-pentamethyldiethylenetriamine, pmdien) are reported. Penciclovir is a guanosine analogue, while famciclovir is a prodrug of penciclovir lacking the oxygen in position 6 of the purine ring. The investigation has allowed comparison of structural features of platinum derivatives with different bulk of the carrier ligand(s) and of the purines. NMR experiments (particularly diagnostic are the H8 and H6 chemical shifts of the purine) indicate that in compounds with non-bulky carrier ligands (Cl-x(NH3)(3-x)) the purine is free to rotate about the Pt-N7 bond. In contrast, in complexes with bulky carrier ligand (pmdien) there is restricted rotation about the Pt-N7 bond and the purine is constrained in a "quasi orthogonal" position with respect to the platinum coordination plane. Because of the slow rotation for [Pt(pmdien)(L)](2), two rotamers are observed in solution differing for the relative positions of the six-membered ring of the purine and the central N-methyl of pmdien with respect to the platinum coordination plane (on the same side or on opposite sides for endo and exo rotamers, respectively). Penciclovir, having an oxygen atom in position 6 of the purine ring, favours the exo over the endo rotamer while famciclovir, having just a hydrogen atom in position 6, favours the endo over the exo rotamer. The change in rotamer preference suggests that intramolecular interactions involving mostly the substituent in position 6 of the purine and the terminal N-methyls of pmdien have opposite character for the two antiviral ligands. Biological tests have confirmed that cationic platinum species of formula cis-[PtCl(NH3)(2)(L)](+) can have cytotoxicity towards tumour cells greater than corresponding compounds of formula cis-[PtCl2(NH3)(L)]. (C) 2002 Elsevier Science B.V. All rights

  DOI：

  10.1016/s0020-1693(02)01287-2
• 作为产物：
  描述：

  cisplatin 、 silver nitrate 以 水 为溶剂， 以95%的产率得到cis-diamminechloro(nitrato)platinum(II)
  参考文献：
  名称：

  Synthesis and stereochemical characterisation of platinum(II) complexes with the antiviral agents penciclovir and famciclovir

  摘要：

  The synthesis and the stereochemical characterisation of platinum complexes containing one molecule of antiviral drug, penciclovir or famciclovir (L), and different sets of ancillary ligands (Cl,(NH3)(3-x), X=1 or 2, and N,N,N',N",N"-pentamethyldiethylenetriamine, pmdien) are reported. Penciclovir is a guanosine analogue, while famciclovir is a prodrug of penciclovir lacking the oxygen in position 6 of the purine ring. The investigation has allowed comparison of structural features of platinum derivatives with different bulk of the carrier ligand(s) and of the purines. NMR experiments (particularly diagnostic are the H8 and H6 chemical shifts of the purine) indicate that in compounds with non-bulky carrier ligands (Cl-x(NH3)(3-x)) the purine is free to rotate about the Pt-N7 bond. In contrast, in complexes with bulky carrier ligand (pmdien) there is restricted rotation about the Pt-N7 bond and the purine is constrained in a "quasi orthogonal" position with respect to the platinum coordination plane. Because of the slow rotation for [Pt(pmdien)(L)](2), two rotamers are observed in solution differing for the relative positions of the six-membered ring of the purine and the central N-methyl of pmdien with respect to the platinum coordination plane (on the same side or on opposite sides for endo and exo rotamers, respectively). Penciclovir, having an oxygen atom in position 6 of the purine ring, favours the exo over the endo rotamer while famciclovir, having just a hydrogen atom in position 6, favours the endo over the exo rotamer. The change in rotamer preference suggests that intramolecular interactions involving mostly the substituent in position 6 of the purine and the terminal N-methyls of pmdien have opposite character for the two antiviral ligands. Biological tests have confirmed that cationic platinum species of formula cis-[PtCl(NH3)(2)(L)](+) can have cytotoxicity towards tumour cells greater than corresponding compounds of formula cis-[PtCl2(NH3)(L)]. (C) 2002 Elsevier Science B.V. All rights

  DOI：

  10.1016/s0020-1693(02)01287-2

文献信息

• Synthesis, characterization, and biological activity of cis-diammineplatinum(II) complexes of the DNA intercalators 9-aminoacridine and chloroquine
  作者：Wesley I. Sundquist、Daniel P. Bancroft、Stephen J. Lippard

  DOI：10.1021/ja00160a044

  日期：1990.2

  The anticancer drug cis-diamminedichloroplatinum (II) reacts with the DNA intercalators 9-aminoacridine (9-AA) and chloroquine (CQ) to form the novel complexes cis-[Pt(NH 3 ) 2 (N9-9-AA)Cl](NO 3 ), cis-[Pt(NH 3 ) 2 (N9-9-AA) 2 ](NO 3 ) 2 , and cis-[Pt(NH 3 ) 2 (N1-HCQ)Cl](NO 3 ) 2 platinum coordinates to the deprotonated exocyclic amino group of 9-aminoacridine with the proton being transferred to

  抗癌药物顺式二氨二氯铂 (II) 与 DNA 嵌入剂 9-氨基吖啶 (9-AA) 和氯喹 (CQ) 反应形成新型复合物 cis-[Pt(NH 3 ) 2 (N9-9-AA)Cl] (NO 3 )、顺式-[Pt(NH 3 ) 2 (N9-9-AA) 2 ](NO 3 ) 2 和顺式-[Pt(NH 3 ) 2 (N1-HCQ)Cl](NO 3 ) 2 铂与 9-氨基吖啶的去质子化环外氨基配位，质子转移到环内氮原子 N10，如 X 射线晶体结构测定所示
• Bednarski, Patrick J.; Ehrensperger, Edmund; Schönenberger, Helmut, Inorganic Chemistry, 1991, vol. 30, # 15, p. 3015 - 3025
  作者：Bednarski, Patrick J.、Ehrensperger, Edmund、Schönenberger, Helmut、Burgemeister, Thomas

  DOI：——

  日期：——