顺式-(R,S)-1,2-二氨基环己烷铂硫酸盐 | 66900-71-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 顺式-(R,S)-1,2-二氨基环己烷铂硫酸盐
• 英文名称: cis-sulfato(1,2-cyclohexanediamine-N,N')platinum(II)
• 英文别名: (trans-(±)-1,2-diaminocyclohexane)Pt(SO₄)；(dach)Pt(SO₄)；trans(+/-)-1,2-diaminocyclohexaneplatinum(II) sulfate；cis-1,2-diaminocyclohexane sulfatoplatinum (II)；1,2-Diaminocyclohexyl platinum sulfate；cyclohexane-1,2-diamine;platinum(2+);sulfate
• CAS: 66900-71-8；61593-75-7；62011-40-9；66900-70-7；104418-73-7
• 化学式: C₆H₁₄N₂O₄PtS
• 分子量: 405.334
• InChiKey: FHPKJGBPTSBFEW-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -1.13
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  141
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  顺式-(R,S)-1,2-二氨基环己烷铂硫酸盐 在 barium aspartate 作用下， 以 水 为溶剂， 以62%的产率得到aspartato(1,2-cyclohexanediamine)platinum(II)
  参考文献：
  名称：

  Aspartato(1,2-cyclohexanediamine)platinum(II) complexes: synthesis and characterization; effects of minor impurities on antitumor activity

  摘要：

  Aspartato(1,2-cyclohexanediamine)platinum(II) (ADP), where 1,2-cyclohexanediamine (DAC) is either trans-RR-, trans-SS-, meso-RS-, or a mixture of the three isomers (ADP mixture), has been synthesized and evaluated for antitumor activity. The structures of the complexes have been characterized by various spectroscopic techniques (IR, H-1, C-13, Pt-195 and 2D-COSY (H-1{H-1}) and 2D-HETCOSY (H-1{C-13}) NMR). Purification and murine antitumor activity of the individual ADP isomers indicate that minor impurities in the ADP mixture have a significant effect on the potency of the platinum complexes.

  DOI：

  10.1016/s0020-1693(00)85889-2
• 作为产物：
  描述：

  (trans-cyclohexanediamine)diiodoplatinum(II) 在 silver sulfate 作用下， 以 水 为溶剂， 生成 顺式-(R,S)-1,2-二氨基环己烷铂硫酸盐
  参考文献：
  名称：

  Metal-polysaccharide conjugates: compositions, synthesis and methods for cancer therapy

  摘要：

  该披露在一种实施例中包括一个多糖共轭物。该共轭物具有一个多糖和至少一个单体氨基酸，其具有与多糖共价结合的O基团。该共轭物还具有至少一个金属，通过氨基酸的O基团共轭而成。根据另一种实施例，该披露提供了一种合成多糖共轭物的方法，通过共价键合一个具有O基团的单体氨基酸到多糖上，并通过共轭一个金属到O基团上形成多糖共轭物。根据第三种实施例，该披露涉及一种通过向癌细胞投与有效量的多糖共轭物来杀死癌细胞的方法。该共轭物具有一个多糖和至少一个单体氨基酸，其具有与多糖共价结合的O基团。该共轭物还具有至少一个金属，通过氨基酸的O基团共轭而成。

  公开号：

  US20080300389A1

文献信息

• Chemical and biological characterization of a series of water soluble 1,2-diaminocyclohexane platinum(II) complexes
  作者：Abdul R. Khokhar、Miles P. Hacker

  DOI：10.1016/s0020-1693(00)85890-9

  日期：1991.1

  A series of water soluble 1,2-diaminocyclohexane platinum(II) complexes have been synthesized and analyzed for their mode of ligand coordination and biological activity. Preliminary in vitro and in vivo screening tests indicate that these complexes have excellent antitumor activity and are not cross-resistant with DDP. These results suggest that this series of platinum complexes warrant further study for eventual introduction into clinical studies.
• Synthesis and properties of a new micellar polyphosphazene–platinum(II) conjugate drug
  作者：Prakash G. Avaji、Hye In Joo、Jung Hyun Park、Kyung Su Park、Yong Joo Jun、Hwa Jeong Lee、Youn Soo Sohn

  DOI：10.1016/j.jinorgbio.2014.06.014

  日期：2014.11

  Aiming at tumor targeting delivery of oxaliplatin using polymer therapy, a new monomeric platinum(II) complex (dach)Pt[HEDM] (dach: trans-(+/-)-1,2-diaminocyclohexane; HEDM: 2-hydroxyethoxydiethylmalate) was designed to include the antitumor moiety (dach)Pt and HEDM as a linker to the polyphosphazene backbone. This monomeric Pt-complex could easily be grafted to the PEGylated polyphosphazene backbone to prepare a novel polyphosphazene-Pt conjugate, [NP(MPEG550)(dach)Pt(EM)](n), [MPEG550: methoxy poly(ethylene glycol) with an average molecular weight of 550; EM: ethoxymalate]. This amphiphilic polyphosphazene-Pt conjugate was found to self-assemble into stable polymeric micelles of a mean diameter of 130 nm, which is suitable for passive tumor targeting by enhanced permeability and retention (EPR) effect. Pharmacokinetic study of this polymer conjugate exhibited long blood circulation as expected and longer half-life (t(1/2)beta = 9.52 h) compared with oxaliplatin (3.47 h), and much larger AUC (area under the curve) value (25,831 ng.h/mL) compared with oxaliplatin (1194 ng.h/mL). Biodistribution study of the polymer conjugate has shown excellent tumor selectivity with the tumor to tissue ratio of 3.84 at 2 h post injection and 11.7 at 24 h post injection probably due to the EPR effect of the polymer conjugate while no tumor selectivity was observed for monomeric oxaliplatin. Furthermore, accumulation of this polymer conjugate in kidney was much lower compared with oxaliplatin. Also the nude mouse xenograft trial of the polymer conjugate has shown higher antitumor efficacy compared with oxaliplatin. (C) 2014 Elsevier Inc. All rights reserved.
• TALEBIAN, ABDOLHOSSEN;GREEN, DIANNA C.;SCHEIN, PHILIP S.
  作者：TALEBIAN, ABDOLHOSSEN、GREEN, DIANNA C.、SCHEIN, PHILIP S.

  DOI：——

  日期：——
• Aspartato(1,2-cyclohexanediamine)platinum(II) complexes: synthesis and characterization; effects of minor impurities on antitumor activity
  作者：Abdol H. Talebian、Dennis Bensely、Alem Ghiorghis、Charles F. Hammer、Philip S. Schein、Dianna Green

  DOI：10.1016/s0020-1693(00)85889-2

  日期：1991.1

  Aspartato(1,2-cyclohexanediamine)platinum(II) (ADP), where 1,2-cyclohexanediamine (DAC) is either trans-RR-, trans-SS-, meso-RS-, or a mixture of the three isomers (ADP mixture), has been synthesized and evaluated for antitumor activity. The structures of the complexes have been characterized by various spectroscopic techniques (IR, H-1, C-13, Pt-195 and 2D-COSY (H-1H-1}) and 2D-HETCOSY (H-1C-13}) NMR). Purification and murine antitumor activity of the individual ADP isomers indicate that minor impurities in the ADP mixture have a significant effect on the potency of the platinum complexes.
• Metal-polysaccharide conjugates: compositions, synthesis and methods for cancer therapy
  申请人：Yang David J.

  公开号：US20080300389A1

  公开（公告）日：2008-12-04

  The current disclosure, in one embodiment, includes a polysaccharide conjugate. This conjugate has a polysaccharide and at least one monomeric amino acid having an O-group covalently bound to the polysaccharide. The conjugate also has at least one metal conjugated by the O-group of the amino acid. According to another embodiment, the disclosure provides a method of synthesizing a polysaccharide conjugate by covalently bonding a monomeric amino acid having an O-group to a polysaccharide and by conjugating a metal to the O-group to form a polysaccharide conjugate. According to a third embodiment, the disclosure relates to a method of killing a cancer cell by administering to the cell an effective amount of a polysaccharide conjugate. This conjugate has a polysaccharide and at least one monomeric amino acid having an O-group covalently bound to the polysaccharide. The conjugate also has at least one metal conjugated by the O-group of the amino acid.

  该披露在一种实施例中包括一个多糖共轭物。该共轭物具有一个多糖和至少一个单体氨基酸，其具有与多糖共价结合的O基团。该共轭物还具有至少一个金属，通过氨基酸的O基团共轭而成。根据另一种实施例，该披露提供了一种合成多糖共轭物的方法，通过共价键合一个具有O基团的单体氨基酸到多糖上，并通过共轭一个金属到O基团上形成多糖共轭物。根据第三种实施例，该披露涉及一种通过向癌细胞投与有效量的多糖共轭物来杀死癌细胞的方法。该共轭物具有一个多糖和至少一个单体氨基酸，其具有与多糖共价结合的O基团。该共轭物还具有至少一个金属，通过氨基酸的O基团共轭而成。