trans-[PtCl2(Et₂NCN)₂] | 628282-18-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: trans-[PtCl2(Et₂NCN)₂]
• 英文别名: trans-[PtCl₂(NCNEt₂)₂]；trans-[PtCl2(N,N-diethylcyanamide)2]；dichloroplatinum;diethylcyanamide
• CAS: 628282-18-8
• 化学式: C₁₀H₂₀Cl₂N₄Pt
• 分子量: 462.282
• InChiKey: MKPJXRLCJBLDPZ-UHFFFAOYSA-L

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：

  trans-[PtCl2(Et₂NCN)₂] 在 氨 作用下， 反应 0.5h， 生成 trans-[PtCl2(NHC(NH2)NEt2)2]
  参考文献：
  名称：

  Guanidine platinum(II) complexes: synthesis, in vitro antitumor activity, and DNA interactions

  摘要：

  The novel guanidine compounds trans-[Pt(NH2Me)(2)(NH=C(NHMe)NR)(2)(Cl)(2) (R = NEt2 [7], NC5H10 [8]) (trans-7,8) were synthesized by the nucleophilic addition of methylamine to dialkylcyanamide ligands of the push-pull nitrile complexes trans-[PtCl2(RCN)(2)] (R=NEt2, NC5H10). In vitro cytotoxicity tests conducted for the entire series of the guanidine complexes, i.e. trans-7,8, the neutral cis- or trans-[PtCl2{NH=C(NH2)R)2} (cis-1-3 and trans-1-3) and the cationic cis- or trans-[Pt(NH3)(2){NH=C(NH2)R}(2)](Cl)(2) (cis-4-6 and trans-4-6) (R = NMe2 [1,4], NEt2 [2,5], NC5H10 [3,6]) in two human cancer cell lines, CH1 (ovarian carcinoma) and SW480 (colon cancer), confirmed that the cytotoxicity of several trans-configured (trans-3,6) complexes is higher than that of cis-congeners (cis-3,6). Cellular platinum levels were analyzed by inductively coupled plasma mass spectrometry upon treatment of SW480 cells, revealing a dependence of cellular accumulation on the geometrical isomerism and the steric hindrance of the variable substituent R on the guanidine ligand. DNA interactions of selected guanidine complexes were studied in order to find hints for the possible reasons for their different activities. Changes induced to the electrophoretic mobility of a dsDNA plasmid confirmed the potency of the guanidine complexes (e.g. trans-1,3,5,6 and cis-1,3,4) to significantly alter DNA secondary structure, indicating DNA as a possible critical target of these compounds. (C) 2013 The Authors. Published by Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2013.12.007
• 作为产物：
  描述：

  N-氰基二乙基胺 以 水 为溶剂， 生成 trans-[PtCl2(Et₂NCN)₂]
  参考文献：
  名称：

  水解金属介导的二烷基氰酰胺在Pt（IV）中心的偶联，产生新的二亚氨基配体家族。

  摘要：

  向K（2）[PtCl（4）]的水溶液中添加过量的R（2）NCN导致[PtCl（2）（NCNR（2））（2）]沉淀（R（2）= Me （2）1； Et（2）2； C（5）H（10）3； C（4）H（8）O，4）的顺/反异构体比例取决于温度。通过SiO（2）上的柱色谱分离纯净的异构体顺式1-3和反式1-3，而通过重结晶获得反式-4。固相加热至110摄氏度时，配合物顺式1-3异构化为反式1-3。通过X射线晶体学对trans-1进行了表征。氯化铂（II）配合物顺式1-3和反式1-4得到适当的铂（IV）配合物[PtCl（4）（NCNR（2））（2）]（顺式5-7和反式-5-8）。通过用纯Et（2）NCN处理[PtCl（4）（NCMe）（2）]，也可以获得化合物cis-6。在未干燥的Et（2）O和CH（2）Cl（2）的混合物中的铂（IV）络合物反式[[PtCl（4）（NCNMe（2））（2）]（tra

  DOI：

  10.1021/ic034800x

文献信息

• 2-Amino-2-oxazoline and trialkylisourea Pt(<scp>ii</scp>) complexes derived from organocyanamides
  作者：Cristina M. P. Ferreira、M. Fátima C. Guedes da Silva、Rino A. Michelin、Vadim Yu. Kukushkin、João J. R. Fraústo da Silva、Armando J. L. Pombeiro

  DOI：10.1039/b306690h

  日期：——

  In the di(organocyanamide) complexes trans-[PtCl2(NCNR2)2] (R = Me 1a, Et 1b), prepared by reaction of PtCl2 with the appropriate NCNR2, the cyanamide ligands, activated by coordination, undergo an unprecedented nucleophilic addition, at room temperature, of an haloalcohol (ClCH2CH2OH/LiBun) or of an alcohol (MeOH) to give the corresponding 2-amino-2-oxazoline cis-[PtCl2NC(OCH2CH2)NR2}2] (R = Me 2a, Et 2b) or trialkylisourea trans-[PtCl2NHC(OMe)NR2}2] (R = Me 3a, Et 3b) complexes. The X-ray crystal structure of 2b is also reported, indicating a π-bond delocalization along the NCN group of the aminooxazoline ligands.

  在由 PtCl2 与适当的 NCNR2 反应制备的反式-[PtCl2(NCNR2)2]（R = Me 1a，Et 1b）二（有机氰酰胺）配合物中，通过配位活化的氰酰胺配体发生了前所未有的亲核加成反应、在室温下，与卤代醇（ClCH2CH2OH/LiBun）或醇（MeOH）发生前所未有的亲核加成反应，得到相应的 2-氨基-2-噁唑啉顺式-[PtCl2NC(OCH2CH2)NR2}2]（R = Me 2a，Et 2b）或三烷基异脲反式-[PtCl2NHC(OMe)NR2}2]（R = Me 3a，Et 3b）配合物。此外，还报告了 2b 的 X 射线晶体结构，表明沿着氨基噁唑啉配体的 NCN 基团存在 π 键外焦作用。
• Facile cyanamide–ammonia coupling mediated by cis- and trans-[PtIIL2] centers and giving metal-bound guanidines
  作者：Marina R. Tyan、Nadezhda A. Bokach、Meng-Jiy Wang、Matti Haukka、Maxim L. Kuznetsov、Vadim Yu. Kukushkin

  DOI：10.1039/b806862c

  日期：——

  cis- or trans-[PtCl(2)(RCN)(2)] (R = NMe(2), NEt(2), NC(5)H(10)) at 20-25 degrees C leads to metal-mediated cyanamide-ammonia coupling to furnish, depending on reaction time, one or another type of novel bisguanidine compound, i.e. the molecular cis- or trans-[PtCl(2)NH=C(NH(2))R}(2)] (cis- and trans-) and the cationic cis- or trans-[Pt(NH(3))(2)NH=C(NH(2))R}(2)](Cl)(2) (cis- and trans-) complexes

  氨扩散到二烷基氰酰胺配合物顺式或反式[PtCl（2）（RCN）（​​2）]的CH（2）Cl（2）解决方案中（R = NMe（2），NEt（2），NC（5） ）H（10））在20-25摄氏度下导致金属介导的氰酰胺-氨偶合，从而根据反应时间而提供一种或另一种新型双胍化合物，即分子顺式或反式[PtCl（2） ）NH = C（NH（2））R}（2）]（顺式和反式）和阳离子顺式或反式-[Pt（NH（3））（2）NH = C（NH（ 2））R}（2）]（Cl）（2）（顺式和反式）配合物。因此，在NH（3）在CH（2）Cl（2）中长时间处理后，化合物顺式或反式被转换为顺式或反式。在CH（2）Cl（2）解决方案中相关腈配合物的顺式或反式[PtCl（2）（RCN）（​​2）]（R = Et，CH（2）Ph，Ph）的氨化仅提供阳离子化合物顺式或反式-[Pt（NH（3））（2）NH = C（NH（2））R
• Nitrile−Amidine Coupling at Pt(IV) and Pt(II) Centers. An Easy Entry to Imidoylamidine Complexes
  作者：Nadezhda A. Bokach、Tatyana V. Kuznetsova、Svetlana A. Simanova、Matti Haukka、Armando J. L. Pombeiro、Vadim Yu. Kukushkin

  DOI：10.1021/ic050037q

  日期：2005.7.1

  Treatment of trans-[PtCl4(RCN)2] (R = Me, Et, Ph, NEt2) with 2 equiv of the amidine PhC(=NH)NHPh in a suspension of MeCN (R = Me), CHCl3 (R = Et, Ph), or in CHCl3 solution (R = NEt2) results in the formation of the imidoylamidine complexes trans-[PtCl4NH=C(R)N=C(Ph)NHPh}2] (1-4) isolated in good yields (66-84%). The reaction of soluble complexes 3 and 4 with 2 equiv of Ph3P=CHCO2Me in CH2Cl2 (40 degrees

  在MeCN（R = Me），CHCl3（R = Et）悬浮液中用2当量的Ph PhC（= NH）NHPh处理反式[PtCl4（RCN）2]（R = Me，Et，Ph，NEt2） ，Ph）或在 溶液中（R = NEt2）会导致形成亚氨基嘧啶复合物，反式-[PtCl4 NH = C（R）N = C（Ph）NHPh} 2]（1-4）良好分离收率（66-84％）。可溶性配合物3和4与2当量的Ph3P = CHCO2Me在CH2Cl2中的反应（40摄氏度，5小时）导致脱氯化氢反应，导致螯合环闭合，从而提供铂（IV）螯合物[PtCl2 NH = C（R ）NC（Ph）＝ NPh} 2]（R ＝ Ph，5； R ＝ NEt 2，6），相应地得到the盐[Ph 3 PCH 2 CO 2 Me] Cl。在50摄氏度下用3当量的Ph3P = CHCO2Me处理5达5 d，仅导致30％转化为相应的Pt（II）络合物[Pt
• Platinum(II)‐Mediated Double Coupling of 2,3‐Diphenylmaleimidine with Nitrile Functionalities To Give Annulated Pentaazanonatetraenate (PANT) Systems
  作者：Daniil M. Ivanov、Pavel V. Gushchin、Alexander S. Novikov、Margarita S. Avdontceva、Andrey A. Zolotarev、Galina L. Starova、Yi‐Ting Chen、Shih‐Hung Liu、Pi‐Tai Chou、Vadim Yu. Kukushkin

  DOI：10.1002/ejic.201501398

  日期：2016.4

  Et 1, nPr 2, tBu 3, CH2Ph 4, Ph 5, p-CF3C6H4 6, NMe2 7, NEt2 8, N(CH2)5 9] with 2.5 equiv. of 2,3-diphenylmaleimidine in CH2Cl2 at room temperature for 5 min [for R = p-CF3C6H4 6, NMe2 7, NEt2 8, N(CH2)5 9] or 14 h (for R = Et 1, nPr 2, tBu 3, CH2Ph 4, Ph 5) furnishes (1,3,5,7,9-pentaazanona-1,3,6,8-tetraenato)platinum(II) [(PANT)PtII; PtClHN=C(R)N=CN[C(Ph)=C(Ph)]C=NC(R)=NH}] complexes 10–18. These

  用 2.5 当量处理反式-[PtCl2(NCR)2] [R = Et 1, nPr 2, tBu 3, Ph 4, Ph 5, p-CF3C6H4 6, NMe2 7, NEt2 8, N(CH2)5 9] . 2,3-二苯基马来酰亚胺在 Cl2 中室温 5 分钟 [对于 R = p-CF3C6H4 6、NMe2 7、NEt2 8、N( )5 9] 或 14 小时（对于 R = Et 1、nPr 2、tBu 3、 Ph 4、Ph 5)提供(1,3,5,7,9-pentaazanona-1,3,6,8-tetraenato)铂(II)[(PANT)PtII；PtClHN=C(R)N=CN[C(Ph)=C(Ph)]C=NC(R)=NH}] 络合物 10-18。这些物质是由铂 (II) 介导的 2,3-二苯基马来酰亚胺与两个腈配体的双偶联形成的。配合物的配方得到了令人满意的
• Unexpectedly efficient activation of push–pull nitriles by a PtII center toward dipolar cycloaddition of Z-nitrones
  作者：Andreii S. Kritchenkov、Nadezhda A. Bokach、Matti Haukka、Vadim Yu. Kukushkin

  DOI：10.1039/c0dt01689f

  日期：——

  intermolecular cycloaddition to give mono-(1a–d) and bis-2,3-dihydro-1,2,4-oxadiazole (2a–d) complexes (Ar/R′′ = p-tol/Me: R′2 = Me2a, R′2 = Et2b, R′2 = C5H10c; Ar/R′′ = p-MeOC6H4/CH2Ph: R′2 = Me2d). All complexes were characterized by elemental analyses (C, H, N), high resolution ESI-MS, IR, 1H and 13C1H} NMR spectroscopy. The structures of trans-1b, trans-2a, trans-2c, and trans-2d were determined by single-crystal

  的Pt II配位的NCNR' 2种如此高度朝向1,3-偶极环加成（DCA），它们与所述无环硝酮拱顺利反应活化Ñ +（O -）R''（氩/ R''= C 6 H ^ Z形式的4 Me- p / Me; C 6 H 4 OMe- p / CH 2 Ph）。之间DCA的竞争性反应性研究反式- [氯铂酸2（NCR）2 ]（R = P h和NR' 2）物种和无环硝酮4-MEC 6 ħ 4 CH Ñ+（O - ）我展示了协调NCPH和NCNR'的可比反应2，而烷基腈配体不与所述偶极反应。之间的反应的反式- [氯铂酸2（NCNR' 2） 2 ]（R' 2 =我2，等2，C 5 H ^ 10）和所述硝酮进行如下两个连续的步骤的分子间环加成，得到单- （ 1A-d）和双-2,3-二氢-1,2,4-恶二唑（图2a-d ）复合物（氩/ R''= p -tol / Me的：R' 2 =我2一个，R' 2 =的Et