trans-[PtCl₂(ipa)(ma)] | 499978-66-4

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: trans-[PtCl₂(ipa)(ma)]
• 英文别名: trans-[PtCl₂(isopropylamine)(methylamine)]；Methanamine;platinum(2+);propan-2-amine;dichloride
• CAS: 499978-66-4
• 化学式: C₄H₁₄Cl₂N₂Pt
• 分子量: 356.155
• InChiKey: JTPBKOYUGPAMQP-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -6.07
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  trans-[PtCl₂(ipa)(ma)] 、 鸟苷酸 在 sodium perchlorate 作用下， 以 not given 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and characterization of new cis-[PtCl2(isopropylamine)(amine′)] compounds: cytotoxic activity and reactions with 5′-GMP compared with their trans-platinum isomers

  摘要：

  The synthesis and characterization of four new cis-platinum compounds of structural formula cis[PtCl2(NH2CH(CH3)(2))(amine')] (amine' = methylamine, dimethylamine, propylamine and butylamine) (2a-2d) are described. Cytotoxicity tests in tumor cell lines sensitive to cisplatin (CH1 and Pam 212) and resistant to cisplatin (CH1cisR, and Pam 212-ras) indicate that only compound 2a possesses cytotoxic activity in the cisplatin-sensitive cell line CH1, albeit much less than cis-DDP and also less than corresponding trans-platinum compounds with mixed aliphatic amines. The interactions of cis- (2a-2d) and trans- (3a-3d) [PtCl2(NH2CH(CH3)(2))(amine')] compounds with 5'-GMP in dilute NaClO4 (10 mM) were investigated by H-1 NMR spectroscopy, and the progress of the reactions was followed overnight. In all cases two product peaks are observed in the cis-complexes, because the compounds are not symmetric. Temperature-dependent studies have been performed, but no significant variation in product structure is observed. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(02)01050-2
• 作为产物：
  描述：

  cis-[PtI2(isopropylamine)(methylamine] 、 potassium chloride 在 silver nitrate 作用下， 以 水 为溶剂， 生成 trans-[PtCl₂(ipa)(ma)]
  参考文献：
  名称：

  Synthesis and characterization of new cis-[PtCl2(isopropylamine)(amine′)] compounds: cytotoxic activity and reactions with 5′-GMP compared with their trans-platinum isomers

  摘要：

  The synthesis and characterization of four new cis-platinum compounds of structural formula cis[PtCl2(NH2CH(CH3)(2))(amine')] (amine' = methylamine, dimethylamine, propylamine and butylamine) (2a-2d) are described. Cytotoxicity tests in tumor cell lines sensitive to cisplatin (CH1 and Pam 212) and resistant to cisplatin (CH1cisR, and Pam 212-ras) indicate that only compound 2a possesses cytotoxic activity in the cisplatin-sensitive cell line CH1, albeit much less than cis-DDP and also less than corresponding trans-platinum compounds with mixed aliphatic amines. The interactions of cis- (2a-2d) and trans- (3a-3d) [PtCl2(NH2CH(CH3)(2))(amine')] compounds with 5'-GMP in dilute NaClO4 (10 mM) were investigated by H-1 NMR spectroscopy, and the progress of the reactions was followed overnight. In all cases two product peaks are observed in the cis-complexes, because the compounds are not symmetric. Temperature-dependent studies have been performed, but no significant variation in product structure is observed. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(02)01050-2

文献信息

• The preparation and characterization of trans-platinum(<scp>iv</scp>) complexes with unusually high cytotoxicity
  作者：Leticia Cubo、Trevor W. Hambley、Pablo J. Sanz Miguel、Amancio Carnero、Carmen Navarro-Ranninger、Adoración G. Quiroga

  DOI：10.1039/c0dt00565g

  日期：——

  The physical and biological properties have been determined for three Pt(IV) complexes with transamine ligands: trans,trans,trans-[PtCl2(OH)2(dimethylamine)(isopropylamine)] (1IV), trans,trans,trans-[PtCl2(OH)2(dimethylamine)(methylamine)] (2IV) and trans,trans,trans-[PtCl2(OH)2(isopropylamine)(methylamine)] (3IV). The crystal structures of 2IV and 3IV reveal substantial strain resulting from repulsion between the amine ligands and the chlorido and hydroxido ligands. All three complexes have reduction potentials in the range −666 to −770 mV, values usually associated with high resistance to reduction and low cytotoxicity. However, the complexes all demonstrate surprisingly high cytotoxicity with values and trends that closely follow those seen for the Pt(II) congeners of these complexes. These results are consistent with more rapid reduction of the Pt(IV) complexes than would be expected based on the reduction potentials, perhaps associated with the trans arrangement of the chlorido ligands.

  对于三种含有反式胺配体的Pt(IV)配合物的物理和生物学性质已经确定：反式,反式,反式-[PtCl2(OH)2(二甲基胺)(异丙基胺)] (1IV)、反式,反式,反式-[PtCl2(OH)2(二甲基胺)(甲基胺)] (2IV) 和 反式,反式,反式-[PtCl2(OH)2(异丙基胺)(甲基胺)] (3IV)。2IV和3IV的晶体结构揭示了由于胺配体与氯离子和羟基配体之间的排斥而产生的显著应变。所有三种配合物的还原电位在−666至−770 mV范围内，这些值通常与高抗还原性和低细胞毒性相关。然而，这些配合物却出乎意料地表现出高细胞毒性，其值和趋势与这些配合物的Pt(II)类似物所见的情况紧密相符。这些结果与Pt(IV)配合物的还原速度比基于还原电位所预期的更快一致，可能是由于氯离子配体的反式排列所致。
• Synthesis and characterization of new cis-[PtCl2(isopropylamine)(amine′)] compounds: cytotoxic activity and reactions with 5′-GMP compared with their trans-platinum isomers
  作者：Elena Pantoja、Amparo Álvarez-Valdés、José M. Pérez、Carmen Navarro-Ranninger、Jan Reedijk

  DOI：10.1016/s0020-1693(02)01050-2

  日期：2002.11

  The synthesis and characterization of four new cis-platinum compounds of structural formula cis[PtCl2(NH2CH(CH3)(2))(amine')] (amine' = methylamine, dimethylamine, propylamine and butylamine) (2a-2d) are described. Cytotoxicity tests in tumor cell lines sensitive to cisplatin (CH1 and Pam 212) and resistant to cisplatin (CH1cisR, and Pam 212-ras) indicate that only compound 2a possesses cytotoxic activity in the cisplatin-sensitive cell line CH1, albeit much less than cis-DDP and also less than corresponding trans-platinum compounds with mixed aliphatic amines. The interactions of cis- (2a-2d) and trans- (3a-3d) [PtCl2(NH2CH(CH3)(2))(amine')] compounds with 5'-GMP in dilute NaClO4 (10 mM) were investigated by H-1 NMR spectroscopy, and the progress of the reactions was followed overnight. In all cases two product peaks are observed in the cis-complexes, because the compounds are not symmetric. Temperature-dependent studies have been performed, but no significant variation in product structure is observed. (C) 2002 Elsevier Science B.V. All rights reserved.