N-(N'',N''-diethylaminothiocarbonyl)-N'-picolylbenzamidine | 1031794-91-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-(N'',N''-diethylaminothiocarbonyl)-N'-picolylbenzamidine
• 英文别名: 1,1-diethyl-3-[C-phenyl-N-(pyridin-2-ylmethyl)carbonimidoyl]thiourea
• CAS: 1031794-91-8
• 化学式: C₁₈H₂₂N₄S
• 分子量: 326.465
• InChiKey: SQGRLEVZLNHHKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  72.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  fac[^99mTc(OH₂)₃(CO)₃]⁺ 、 N-(N'',N''-diethylaminothiocarbonyl)-N'-picolylbenzamidine 以 水 为溶剂， 以76%的产率得到(99m)Tc(CO)3(C5H4NCH2NC(C6H5)NC(S)NEt2)
  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 、 N,N-[(diethylamino)(thiocarbonyl)]benzimidoyl chloride 在 三乙胺 作用下， 以 丙酮 为溶剂， 生成 N-(N'',N''-diethylaminothiocarbonyl)-N'-picolylbenzamidine
  参考文献：
  名称：

  溶剂辅助形成的含硫脲衍生物的钌（II）/铜（I）配合物：合成，晶体结构，密度泛函理论，酶模拟物和体外生物学观点

  摘要：

  N，N -[（二乙基氨基）（硫代羰基）]-取代的苯甲idine配体是由N，N -[（二乙基氨基）（硫代羰基）]苯甲酰氯与官能化胺（如2-氨基苯酚和2-picolylamine）反应合成的。的反应Ñ，Ñ [（二乙基氨基）（硫代羰基）] - - 2-hydroxyphenylbenzamidine（ħ 2大号1）钌（II）的前体[RuHCl（CO）（PPH 3）3 ]，得到复杂1的类型的的[Ru （L 1）（CO）（PPh 3）2]中配体以三齿ONS模式配位。的反应ħ 2大号1与铜前体物[Cu（CH 3 COO）（PPH 3）2 ]诱导C = N键的配位体的切割时，可以得到复杂的3类型[铜（1,1-DT）的氯（ ）（PPh 3）2 ]（1,1-DT = 1,1-二乙基硫脲），其中配体以单齿方式配位。配体N，N -[[（二乙氨基）（硫代羰基）]-2-吡咯烷m（HL 2）与钌（II）和铜（I）前体反应形成[Ru（1

  DOI：

  10.1002/aoc.3652

文献信息

• Rhenium and Technetium Complexes with Tridentate <i>N</i>-[(<i>N</i>′′,<i>N</i>′′-Dialkylamino)(thiocarbonyl)]-<i>N</i>′-substituted Benzamidine Ligands
  作者：Nguyen Hung Huy、Jacqueline Grewe、Jennifer Schroer、Bernd Kuhn、Ulrich Abram

  DOI：10.1021/ic702344s

  日期：2008.6.1

  [ReOCl3(PPh3)2] and H2L1, a series of oxorhenium(V) and oxotechnetium(V) complexes of the composition [MOCl(L1)] were synthesized and characterized by spectroscopic methods and X-ray crystallography. The monomeric, five-coordinate compounds are air-stable and bind (L1)(2-) tridentate in the equatorial coordination sphere. Dimeric products of the compositions [(ReOCl(L2))2O] and [ReOCl(L3)]2 were isolated

  N-[（二烷基氨基）（硫代羰基）]苯甲酰亚胺基氯与官能化的胺（例如2-氨基苯酚，2-甲基氨基吡啶和2-氨基苯甲酸）在清洁和高收率的过程中反应，形成新的三齿N- [ ”，N”-二烷基氨基）（硫代羰基）]-N′-取代的苯甲idine配体H2L1，HL2和H2L3。通过从（NBu4）[MOCl4]（M = Re，Tc）或[ReOCl3（PPh3）2]和H2L1开始，组成为[MOCl（L1）]的一系列氧or（V）和氧tech（V）配合物通过光谱法和X射线晶体学合成和表征。单体五配位化合物在空气中稳定，并在赤道配位区域结合（L1）（2-）三齿。在与HL2和H2L3的反应过程中，分离了组合物[（ReOCl（L2））2O]和[ReOCl（L3）] 2的二聚产物。
• 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.