N-(4-ethoxycarbonylphenyl)-N-methyl-N′-benzimidoyl chloride | 1379506-92-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-ethoxycarbonylphenyl)-N-methyl-N′-benzimidoyl chloride
• CAS: 1379506-92-9
• 化学式: C₁₈H₁₇ClN₂O₂S
• 分子量: 360.864
• InChiKey: LMUPHDJHBJYUIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.27
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  41.9
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(4-ethoxycarbonylphenyl)-N-methyl-N′-benzimidoyl chloride 、 2-(aminodiacetic acid)benzylammonium bis(trifluoroacetate) 在 三乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 19.0h， 生成 4-[[N-[[2-[bis(carboxymethyl)amino]phenyl]methyl]-C-phenylcarbonimidoyl]carbamothioyl-methylamino]benzoic acid
  参考文献：
  名称：

  Rhenium and Technetium Complexes with Pentadentate Thiocarbamoylbenzamidines: Steps toward Bioconjugation

  摘要：

  Thiocarbamoylbenzimidoyl chlorides, PhC(Cl)=N-(C=S)-(NRR2)-R-1, react with 2-(iminodiacetic acid)benzylamine under formation of the potentially pentadentate ligands H3L (R-1, R-2 = Et) and H3L-COOEt (R-1 = Me, R-2 = C6H4-4-COOEt) in high yields. Hydrolysis of H3L-COOEt in NaOH/MeOH gives quantitatively another benzamidine ligand H3L-COOH. The novel ligands readily react with (NBu4)[MOCl4] (M = Re, Tc) under formation of stable complexes with the general composition [MOM], in which they are triply deprotonated and fully occupy the remaining five coordination positions of the {MO}(3+) cores. In a "proof-of-principle" reaction for possible bioconjugations, the complex [ReO(L-COOH)] has been labeled with triglycine ethyl ester in high yields.

  DOI：

  10.1021/acs.inorgchem.5b00769
• 作为产物：
  描述：

  bis[N-(4-ethoxycarbonylphenyl)-N-methyl-N′-benzoylthioureato]nickel(II) 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以65%的产率得到N-(4-ethoxycarbonylphenyl)-N-methyl-N′-benzimidoyl chloride
  参考文献：
  名称：

  Rhenium and Technetium Complexes with Pentadentate Thiocarbamoylbenzamidines: Steps toward Bioconjugation

  摘要：

  Thiocarbamoylbenzimidoyl chlorides, PhC(Cl)=N-(C=S)-(NRR2)-R-1, react with 2-(iminodiacetic acid)benzylamine under formation of the potentially pentadentate ligands H3L (R-1, R-2 = Et) and H3L-COOEt (R-1 = Me, R-2 = C6H4-4-COOEt) in high yields. Hydrolysis of H3L-COOEt in NaOH/MeOH gives quantitatively another benzamidine ligand H3L-COOH. The novel ligands readily react with (NBu4)[MOCl4] (M = Re, Tc) under formation of stable complexes with the general composition [MOM], in which they are triply deprotonated and fully occupy the remaining five coordination positions of the {MO}(3+) cores. In a "proof-of-principle" reaction for possible bioconjugations, the complex [ReO(L-COOH)] has been labeled with triglycine ethyl ester in high yields.

  DOI：

  10.1021/acs.inorgchem.5b00769

文献信息

• 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.