(SP-4-2)-dichlorobis(2-hydroxyethylamine)platinum(II) | 15696-27-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (SP-4-2)-dichlorobis(2-hydroxyethylamine)platinum(II)
• 英文别名: (SP-4-2)-bis(2-aminoethanol)dichloroplatinum(II)；cis-bis(2-aminoethanol)dichloroplatinum；2-aminoethanol;platinum(2+);dichloride
• CAS: 15696-27-2；34423-84-2；15352-16-6；14587-79-2
• 化学式: C₄H₁₄Cl₂N₂O₂Pt
• 分子量: 388.153
• InChiKey: ODFDYWFJRHMSIL-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -0.75
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  92.5
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (SP-4-2)-dichlorobis(2-hydroxyethylamine)platinum(II) 在 AgNO₃ 、 NaOD 作用下， 以 水 为溶剂， 生成 (SP-4-2)-bis(2-aminoethanolato-κ2N,O)platinum(II)
  参考文献：
  名称：

  Synthesis, crystal structure and pH dependent cytotoxicity of (SP-4-2)-bis(2-aminoethanolato-κ2N,O)platinum(II) – a representative of novel pH sensitive anticancer platinum complexes

  摘要：

  Solid tumors are often hypoxic and consequently the pH in the tumoral tissue is decreasing with increasing tumor size (pH 5.5-7.4 in solid tumors versus pH 7.4 in normal tissues). This marked difference in pH value is a problem for weak base organic drugs and could advantageously be used for the introduction of pH sensitive anticancer platinum drugs. Synthesis and structure determination of (SP-4-2)-bis(2-aminoethanolato-kappa(2)N, O)platinum(II), its binding behavior to 5'-GMP and its cytotoxicity against cisplatin sensitive cell lines under standard pH screening conditions (pH 7.4) as well as in acidified cell culture medium (PH 6.0) mimicking the conditions in a number of solid tumors is presented. There is evidence that this concept in anticancer platinum therapy, namely administration of rather unreactive drugs and activation under acidic pH conditions, can be realized. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2004.04.003
• 作为产物：
  描述：

  trans-dichlorobis(2-chloroethylamine)platinum 在 水 作用下， 以 水 为溶剂， 生成 (SP-4-2)-dichlorobis(2-hydroxyethylamine)platinum(II)
  参考文献：
  名称：

  Ukraintsev, V. B.; Yakovlev, S. V.; Kukushkin, Yu. N., Journal of general chemistry of the USSR, 1987, vol. 57, p. 858 - 859

  摘要：

  DOI：

文献信息

• Reactions of aminoboron compounds with palladium and platinum complexes
  作者：Christopher M Vogels、Heather L Wellwood、Kumar Biradha、Michael J Zaworotko、Stephen A Westcott

  DOI：10.1139/v99-106

  日期：1999.7.1

  287(5) A, β = 99.042(9)°, Z = 2, with space group P21/c. Monoalkene complexes PtCl2(COE)(APBA) (8) and PtCl2(COE)(APBpin) (9) were generated from the addition of APBA and APBpin, respectively, to [PtCl2(COE)]2. Reactions of 2-NMe2CH2C6H4B(OH)2 (10) with palladium complex [PdCl2(COE)]2 proceed via selective B—C bond cleavage to give the cyclopalladated dimer [PdCl(2-NMe2CH2C6H4)]2 as the major amine-containing

  3-NH2C6H4B(OH)2 (1, APBA) 与 [MCl4]2- (M = Pd, Pt) 反应生成含硼酸的复合物 MCl2(APBA)2 (M = Pd, 2; M = Pt , 3)。将 1 添加到 [PdCl2(COE)]2 (COE = η2-C8H14) 最终生成 PdCl2(APBA)2 (2)。频哪醇衍生物 PdCl2(APBpin)2 (5, pin = O2C2Me4) 通过 X 射线衍射研究表征。5个晶体为单斜晶系，a = 13.836(5)，b = 14.937(5)，c = 11.287(5) A，β = 99.042(9)°，Z = 2，空间群为 P21/c。单烯烃配合物 PtCl2(COE)(APBA) (8) 和 PtCl2(COE)(APBpin) (9) 分别通过将 APBA 和 APBpin 添加到 [PtCl2(COE)]2 中而产生。2-NMe2CH2C6H4B(OH)2
• The Intramolecular Ligand-Exchange Reaction of (SP-4-2)-Dichlorobis(2-hydroxyethylamine)platinum(II) and (OC-6-22)-Tetrachlorobis(2-hydroxyethylamine)platinum(IV), a1H and15N,1H-HMQC NMR Study
  作者：Markus Galanski、Wolfgang Zimmermann、Christian Baumgartner、Bernhard Klaus Keppler

  DOI：10.1002/1099-0682(200105)2001:5<1145::aid-ejic1145>3.0.co;2-e

  日期：2001.5

  (SP-4-2)-dichlorobis(2-hydroxyethylamine)platinum(II) (1) and (OC-6-22)-tetrachlororbis(2-hydroxyethylamine)platinum(IV) (2) have been synthesized and their chemistry in aqueous solution has been investigated due to the fact that 1 forms very stable monoadducts with 5′-GMP. In water 1 and 2 are converted into (SP-4-3)-chloro(2-ethanolatoamine-κ2N,O)(2-hydroxyethylamine)platinum(II) (3) and (OC-6-31)-trichloro(2-ethanolatoamine-κ2N

  双（乙醇胺）铂配合物（SP-4-2）-二氯双（2-羟乙胺）铂（II）（1）和（OC-6-22）-四氯双（2-羟乙胺）铂（IV）（2）由于 1 与 5'-GMP 形成非常稳定的单加合物，因此已经合成并研究了它们在水溶液中的化学性质。在水中，1和2转化为(SP-4-3)-氯(2-乙醇胺-κ2N,O)(2-羟乙胺)铂(II)(3)和(OC-6-31)-三氯(2) -乙醇胺-κ2N,O)(2-羟乙基胺)铂(IV) (4) 与螯合乙醇胺配体通过分子内配体交换反应，通过 1H 和 2D 15N,1H-HMQC NMR 实验和晶体结构测定证实共 4 个。
• Synthesis and structures of (SP-4-2)-diiodobis(2-hydroxyethylamine)platinum(II), (SP-4-2)-dichlorobis(2-hydroxyethylamine)platinum(II) and (OC-6-22)-bis(2-hydroxyethylamine)tetrachloroplatinum(IV) in the crystal
  作者：Wolfgang Zimmermann、Mathea S. Galanski、Bernhard K Keppler、Gerald Giester

  DOI：10.1016/s0020-1693(99)00175-9

  日期：1999.9

  (SP-4-2)-Diiodobis(2-hydroxyethylamine)platinum(II) was synthesized by reacting K2PtCl4 with KI in a first step and with ethanolamine in a second step. (SP-4-2)-dichlorobis(2-hydroxyethylamine)platinum(II) was prepared by removing the I- ligands with AgNO3 and by reaction of the activated complex (SP-4-2)-diaquabis(2-hydroxyethylamine)platinum(II) with an excess of KCl. (SP-4-2)-Dichlorobis(2-hydroxyethylamine)platinum(II) was oxidized with Cl-2 gas to obtain (OC-6-22)-bis(2-hydroxyethylamine)tetrachloroplatinum(IV). All compounds were characterized by elemental analysis and IR spectroscopy. The solubility in water at room temperature was measured with AAS. (SP-4-2)-Dichlorobis(2-hydroxyethylamine)platinum(II) was characterized by NMR spectroscopy. Crystal structures of ail three complexes were determined. (C) 1999 Elsevier Science S.A. All rights reserved.
• Ukraintsev, V. B.; Yakovlev, S. V.; Kukushkin, Yu. N., Journal of general chemistry of the USSR, 1987, vol. 57, p. 904 - 906
  作者：Ukraintsev, V. B.、Yakovlev, S. V.、Kukushkin, Yu. N.

  DOI：——

  日期：——
• Ukraintsev, V. B.; Yakovlev, S. V.; Kukushkin, Yu. N., Journal of general chemistry of the USSR, 1987, vol. 57, p. 858 - 859
  作者：Ukraintsev, V. B.、Yakovlev, S. V.、Kukushkin, Yu. N.

  DOI：——

  日期：——