cis-diammine(3-chloro-1,1-cyclobutanedicarboxylato)platinum(II)

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: cis-diammine(3-chloro-1,1-cyclobutanedicarboxylato)platinum(II)
• 英文别名: cis-diammine(3-chlorocyclobutane-1,1-dicarboxylato)platinum(II)；Azane;3-chlorocyclobutane-1,1-dicarboxylate;platinum(2+)
• 化学式: C₆H₁₁ClN₂O₄Pt
• 分子量: 405.697
• InChiKey: BRDXSIWYVONHFO-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  82.3
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  diammine(diaqua)platinum(II) dihydroxyde 、 3-Chlor-cyclobutan-dicarbonsaeure-(1,1) 以 乙醇 、 水 为溶剂， 以50%的产率得到cis-diammine(3-chloro-1,1-cyclobutanedicarboxylato)platinum(II)
  参考文献：
  名称：

  Carboplatin derivatives with superior antitumor activity compared to the parent compound

  摘要：

  A series of new carboplatin derivatives was synthesized by introducing fluoro, chloro, bromo and hydroxy substituents into the cyclobutane ring. The carboxylic acid groups were used for the complexation with platinum(II) fragments bearing two ammonia and (RR/SS)-trans-1,2-diaminocyclohexane ligands, respectively, as non-leaving groups. The antiproliferative activity of the new carboplatin analogues differing in the cyclobutanedicarboxylate ligands and the type of platinum fragment were studied in tests with J82 bladder cancer cells and SK-OV-3 as well as cisplatin-resistant NIH:OVCAR-3 ovarian cancer cells. The most active compounds were the 3-fluoro, 3-chloro and 3,3-difluoro derivatives of carboplatin. NMR spectroscopy showed that cis-diammine(3-chloro-1,1-cyclobutanedicarboxylato)platinum(II) was hydrolyzed much faster than carboplatin explaining its higher cytostatic activity. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2004.03.060

文献信息

• [DE] CARBOPLATIN-ARTIGE PLATIN (II)- KOMPLEXE<br/>[EN] CARBOPLATIN-TYPE PLATINUM (II) COMPLEXES<br/>[FR] COMPLEXES DE PLATINE (II) DE TYPE CARBOPLATINE
  申请人：UNIV REGENSBURG

  公开号：WO2004099224A1

  公开（公告）日：2004-11-18

  Die Erfindung betrifft Carboplatinderivate, Arzneimittel enthaltend dieselben sowie die Verwendung der Carboplatinderivate zur Herstellung von Arzneimitteln für die Tumor­therapie.

  这项发明涉及卡铂衍生物，含有该衍生物的药物以及利用卡铂衍生物制备用于肿瘤治疗的药物。
• Carboplatin derivatives with superior antitumor activity compared to the parent compound
  作者：Günther Bernhardt、Henri Brunner、Nick Gruber、Christian Lottner、Simi K. Pushpan、Takashi Tsuno、Manfred Zabel

  DOI：10.1016/j.ica.2004.03.060

  日期：2004.12

  A series of new carboplatin derivatives was synthesized by introducing fluoro, chloro, bromo and hydroxy substituents into the cyclobutane ring. The carboxylic acid groups were used for the complexation with platinum(II) fragments bearing two ammonia and (RR/SS)-trans-1,2-diaminocyclohexane ligands, respectively, as non-leaving groups. The antiproliferative activity of the new carboplatin analogues differing in the cyclobutanedicarboxylate ligands and the type of platinum fragment were studied in tests with J82 bladder cancer cells and SK-OV-3 as well as cisplatin-resistant NIH:OVCAR-3 ovarian cancer cells. The most active compounds were the 3-fluoro, 3-chloro and 3,3-difluoro derivatives of carboplatin. NMR spectroscopy showed that cis-diammine(3-chloro-1,1-cyclobutanedicarboxylato)platinum(II) was hydrolyzed much faster than carboplatin explaining its higher cytostatic activity. (C) 2004 Elsevier B.V. All rights reserved.