N-[C-phenyl-N-(pyridin-2-ylmethyl)carbonimidoyl]morpholine-4-carbothioamide | 1379506-90-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: N-[C-phenyl-N-(pyridin-2-ylmethyl)carbonimidoyl]morpholine-4-carbothioamide
• CAS: 1379506-90-7
• 化学式: C₁₈H₂₀N₄OS
• 分子量: 340.449
• InChiKey: UKRWCKJIURNBFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  81.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  fac[^99mTc(OH₂)₃(CO)₃]⁺ 、 N-[C-phenyl-N-(pyridin-2-ylmethyl)carbonimidoyl]morpholine-4-carbothioamide 以 水 为溶剂， 以97%的产率得到(99m)Tc(CO)3(C5H4NCH2NC(C6H5)NC(S)N(CH2CH2)2O)
  参考文献：
  名称：

  Tricarbonyltechnetium(I) and -rhenium(I) complexes with N′-thiocarbamoylpicolylbenzamidines

  摘要：

  N,N-Dialkylamino(thiocarbonyl)-N'-picolylbenzamidines react with (NEt4)(2)[M(CO)(3)X-3] (M = Re, X = Br: M = Tc, X = Cl) under formation of neutral [M(CO)(3)L] complexes in high yields. The monoanionic NNS ligands bind in a facial coordination mode and can readily be modified at the (CS)(NRR2)-R-1 moiety. The complexes [Tc-99(CO)(3)(L-PyMor)] and]Re(CO)(3)(L)] (L = L-PyMor, L-PyEt) were characterized by X-ray diffraction. Reactions of [Tc-99m(CO)(3)(H2O)(3)](+) with the N'-thiocarbamoylpicolylbenzamidines give the corresponding Tc-99m complexes. The ester group in HLPyCOOEr allows linkage between biomolecules and the metal core. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.04.008
• 作为产物：
  描述：

  2-氨甲基吡啶 、 [(morpholinyl)(thiocarbonyl)]benzimidoyl chloride 在 三乙胺 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以82%的产率得到N-[C-phenyl-N-(pyridin-2-ylmethyl)carbonimidoyl]morpholine-4-carbothioamide
  参考文献：
  名称：

  Tricarbonyltechnetium(I) and -rhenium(I) complexes with N′-thiocarbamoylpicolylbenzamidines

  摘要：

  N,N-Dialkylamino(thiocarbonyl)-N'-picolylbenzamidines react with (NEt4)(2)[M(CO)(3)X-3] (M = Re, X = Br: M = Tc, X = Cl) under formation of neutral [M(CO)(3)L] complexes in high yields. The monoanionic NNS ligands bind in a facial coordination mode and can readily be modified at the (CS)(NRR2)-R-1 moiety. The complexes [Tc-99(CO)(3)(L-PyMor)] and]Re(CO)(3)(L)] (L = L-PyMor, L-PyEt) were characterized by X-ray diffraction. Reactions of [Tc-99m(CO)(3)(H2O)(3)](+) with the N'-thiocarbamoylpicolylbenzamidines give the corresponding Tc-99m complexes. The ester group in HLPyCOOEr allows linkage between biomolecules and the metal core. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.04.008

文献信息

• Ni(II), Pd(II) and Cu(II) complexes with N-(dialkylthiocarbamoyl)-N′-picolylbenzamidines: Structure and activity against human MCF-7 breast cancer cells
  作者：Hung Huy Nguyen、Canh Dinh Le、Chien Thang Pham、Thi Nguyet Trieu、Adelheid Hagenbach、Ulrich Abram

  DOI：10.1016/j.poly.2012.08.088

  日期：2012.11

  N-(Dialkylthiocarbamoyl)-N'-picolylbenzamidines (HLEt and HLMorph) react with NiCl2, CuCl2 and [PdCl2(MeCN)(2)] with the formation of complexes of the general composition [M(L-R)Cl] (M = Ni (1), Pd (2)) and the dimeric complexes [Cu(L-R)Cl}(2)] (3). The molecular structures of complexes 1 and 2 exhibit a square-planar coordination sphere, in which the organic ligands coordinate in a S,N,N coordination mode. The two subunits of 3, the arrangement of each is similar to those of 1 and 2, are connected via two weak Cu-Cl' bonds. The copper complexes [(Cu(L-R)Cl)(2)] (3) are slowly oxidized under aerobic conditions to give [Cu(*L-R)Cl)(2)] complexes (4), where H*L-R = N-(dialkylthiocarbamoyl)-N'-picolinoyl-benzamidines. Complexes 1 and 2 show a very weak reduction of the growth of human MCF-7 breast cancer cells. Complexes 4, however, possess a remarkable cytotoxicity with IC50 values within the range 0.40-1.05 mu M. Compounds 3 are likely converted to 4 under the conditions of the cytotoxicity assay, and consequently exhibit IC50 values very similar to those found for 4. (C) 2012 Elsevier Ltd. All rights reserved.
• Tricarbonyltechnetium(I) and -rhenium(I) complexes with N′-thiocarbamoylpicolylbenzamidines
  作者：Elisabeth Oehlke、Hung Huy Nguyen、Nils Kahlcke、Victor M. Deflon、Ulrich Abram

  DOI：10.1016/j.poly.2012.04.008

  日期：2012.6

  N,N-Dialkylamino(thiocarbonyl)-N'-picolylbenzamidines react with (NEt4)(2)[M(CO)(3)X-3] (M = Re, X = Br: M = Tc, X = Cl) under formation of neutral [M(CO)(3)L] complexes in high yields. The monoanionic NNS ligands bind in a facial coordination mode and can readily be modified at the (CS)(NRR2)-R-1 moiety. The complexes [Tc-99(CO)(3)(L-PyMor)] and]Re(CO)(3)(L)] (L = L-PyMor, L-PyEt) were characterized by X-ray diffraction. Reactions of [Tc-99m(CO)(3)(H2O)(3)](+) with the N'-thiocarbamoylpicolylbenzamidines give the corresponding Tc-99m complexes. The ester group in HLPyCOOEr allows linkage between biomolecules and the metal core. (C) 2012 Elsevier Ltd. All rights reserved.