Ag(BCO) | 950847-34-4

• 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: Ag(BCO)
• 英文别名: silver(I) α-oximido-(2-benzoyl)acetonitrile；silver(I) benzoylcyanooximate
• CAS: 950847-34-4
• 化学式: Ag*C₉H₅N₂O₂
• 分子量: 281.019
• InChiKey: CTWFKQWFRRCSBK-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.33
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76.28
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Ag(BCO) 以 neat (no solvent, solid phase) 为溶剂， 生成 银
  参考文献：
  名称：

  Light Insensitive Silver(I) Cyanoximates As Antimicrobial Agents for Indwelling Medical Devices

  摘要：

  Ten silver(I) cyanoximates of AgL composition (L = NC-C(NO)-R, where R is electron withdrawing groups: -CN, -C(O)NR2, -C(O)R' (alkyl), -C(O)OEt, 2-heteroaryl fragments such as 2-pyridyl, 2-benzimidazolyl, 2-benzoxazolyl, 2-benzthiazolyl) were synthesized and characterized using spectroscopic methods and X-ray analysis. Crystal structures of four complexes were determined and revealed the formation of two-dimensional (2D) coordination polymers of different complexity in which anions exhibit bridging or combined chelate and bridging binding modes. In these compounds, anions are in the nitroso form. All studied AgL complexes are sparingly soluble in water and are thermally stable to 150 degrees C Synthesized compounds demonstrated remarkable insensitivity toward visible light and UV-radiation, which was explained based on their polymeric structures with multiple covalent bonds between bridging cyanoxime ligands and Ag(I) centers. All 10 silver(I) cyanoximates were tested in vitro on the subject of their antimicrobial activity against both Gram-positive and Gram-negative microorganisms such as Escherichia coli, Klebsiella pneumoniae, Proteus sp., Pseudomonas aeruginosa, Enterococcus hirae, Streptococcus mutans, Staphylococcus aureus, and Mycobacterium fortuitum as well as against Candida albicans in solutions, and in the solid state as pressed pellets and dried filter paper disks presoaked with solutions of AgL in DMF. Results showed pronounced antimicrobial activity for all investigated complexes. A combination of five factors: (1) light insensitivity, (2) poor water solubility, (3) high thermal stability, (4) lack of toxicity of organic ligands, and (5) in vitro antimicrobial activity allows development of silver(I) cyanoximates for medical applications. These include antimicrobial additives to acrylate glue, cured by UV-radiation, used in introduction of prosthetic joints and dental implants, and prevention of biofilm formation on several types of indwelling medical devices.

  DOI：

  10.1021/ic100830x
• 作为产物：
  描述：

  2-hydroxyimino-3-oxo-3-phenylpropanenitrile 在 caesium carbonate 作用下， 以 丙醇 、 水 为溶剂， 生成 Ag(BCO)
  参考文献：
  名称：

  氰肟酸阴离子的平显色性：固态和溶液中的计算和机理研究

  摘要：

  苯甲酰基氰肟，NC-C（= N-OH）-C（O）-C6H5（后来的H（BCO）），代表了一种新的多齿配体，该配体由于其配位化合物的有用生物学特性而受到关注。脱质子化后，无色H（BCO）所获得的颜色取决于反阳离子和整个系统。合成了具有无色有机和无机单阳离子的H（BCO）的五种衍生物-Cs，Tl，Ag，N（CH3）4和As（C6H5）4-并通过X射线分析，振动和电子光谱对其进行了表征。化合物在固态和溶液中均表现出意想不到且显着的颜色差异，难以解释，因此值得进行详细研究，包括高级DFT / TDFT计算。发现BCO-阴离子在极性质子ROH中表现出负溶剂溶变色（R = H，CH3，C2H5，C3H7，C4H9）溶剂，呈四烷基铵盐或碱金属盐，呈黄色。在极性非质子溶剂（如CH3CN，DMF和DMSO）中，BCO-阴离子溶液呈红色。颜色源自阴离子中的n→π*跃迁。固态结构证明了BCO-阴离子的平面度对其

  DOI：

  10.1016/j.ica.2020.119570

文献信息

• Tin(IV) Cyanoximates:  Synthesis, Characterization, and Cytotoxicity
  作者：Nikolay Gerasimchuk、Tiffany Maher、Paul Durham、Konstantin V. Domasevitch、Janet Wilking、Andrew Mokhir

  DOI：10.1021/ic061354f

  日期：2007.9.1

  here attempts to combine the useful properties of both groups of compounds and investigate the likely antiproliferating activity of the new substances. A series of 19 organotin(IV) complexes, with nine different cyanoxime ligands, were anaerobically prepared by means of the heterogeneous metathesis reaction between the respective organotin(IV) halides (Cl, Br) and ML (M=Ag, Tl; L=cyanoximate anion), using

  近年来，许多有机锡（IV）衍生物对几种类型的癌症均表现出显着的细胞毒性。但是，含氰肟基有机锡（IV）配合物的性质是未知的。以前，已经显示出氰肟显示出有趣的生物活性谱，从生长调节到抗菌和农药的解毒作用。此处提出的工作试图结合两组化合物的有用特性，并研究新物质可能的抗增殖活性。通过相应的有机锡（IV）卤化物（Cl，Br）和ML（M = Ag，Tl; L =氰肟酸根阴离子），在室温下在CH3CN中使用超声波。使用光谱方法（紫外可见，IR，1H，13C NMR，119Sn Mossbauer）和X射线分析对化合物进行表征。配合物的晶体结构揭示了两种类型的氰基亚锡锡（IV）的形成：R4-xSnLx组成的单核五配位化合物（R = Me，Et，n-Bu，Ph; x = 1，2; L =氰肟酸根阴离子）和四核R8Sn4（OH）2O2L2物种（R = n-Bu，Ph）。后者的复合物包含一个平面的[Sn4（OH）2O2]
• Organoantimony(V) Cyanoximates:  Synthesis, Spectra and Crystal Structures
  作者：Konstantin V. Domasevitch、Nikolay N. Gerasimchuk、Andrew Mokhir

  DOI：10.1021/ic9906048

  日期：2000.3.1

  anions are bound to the antimony(V) atoms in a monodentate fashion via the oxygen atoms of the oxime groups. The ligands adopt trans-anti configuration in these compounds. The coordination polyhedron in both complexes is a distorted trigonal bipyramid with the axial location of the cyanoxime ligand. A similar binding mode of other anions in synthesized organoantimony(V) complexes has been offered on

  合成了一系列25种新的有机锑（V）氰基肟酸酯，并使用红外，可见光和NMR光谱以及X射线分析进行了研究。确定了化合物（C6H5）4Sb [ONC（CN）C（O）NH2]（1）和（ ）4Sb [ONC（CN）C（O）N（CH3）2]（2）的晶体结构。两种配合物均在单斜空间群P2（1）/ c（Z = 4）中结晶，其晶胞参数（A，grad）为a = 14.921（3），b = 10.165（2），c = 17.571（7），对于化合物1，β= 113.26（6），对于化合物2，a = 16.415（4），b = 10.406（3），c = 17.152（3），β= 17.152（3），β= 117.79（2）。通过5438和5056独立反射，细化分别为1和2的结构产生R系数0.022和0.037。氰肟酸阴离子通过肟基团的氧原子以单齿方式与锑（V）原子结合。这些化合物中的配体采用反式构型。两种
• Synthesis, spectra and crystal structures of complexes of ambidentate C6H5C(O)C(NO)CN?
  作者：Vera V. Ponomareva、N. Kent Dalley、Xiaolan Kou、Nikolay N. Gerasimchuk、Konstantin V. Domasevitch

  DOI：10.1039/dt9960002351

  日期：——

  were obtained from water, alcohol or acetonitrile solutions. The copper(II) complexes have been prepared in high yields using metallic copper powder. The compounds were characterized by IR, UV/VIS spectroscopy, magnetochemistry and X-ray analysis. The crystal and molecular structures of [CuL2(H2O)] and [CuL2(4-mpy)2](4-mpy = 4-methylpyridine) have been determined. In both complexes the anions adopt a cis-anti

  从水，醇或乙腈溶液中获得Ni II，Cu II，Pb II，Ag I，Tl I，Sn IV和Sb V与肟C 6 H 5 C（O）C（NOH）CN（HL）的化合物。使用金属铜粉可以高收率制备铜（II）配合物。通过IR，UV / VIS光谱，磁化学和X射线分析对化合物进行表征。[CuL 2（H 2 O）]和[CuL 2（4-mpy）2的晶体和分子结构已经确定了]（4-mpy ＝ 4-甲基吡啶）。在这两种络合物中，阴离子均具有顺式-反式构象，而Cu II是五配位的。审查并讨论了肟酸所表现出的多种配位模式。
• Antimony as a Donor Atom in Silver Coordination Chemistry: Synthesis, IR Spectra and Structure of the Silver(I) Cyanoximate Complexes with Triphenylstibine and Triphenylphosphine Model Compounds
  作者：Konstantin V. Domasevitch、Elena G. Petkova、Alexander Yu. Nazarenko、Vera V. Ponomareva、Joachim Sieler、N. Kent Dalley、Eduard B. Rusanov

  DOI：10.1515/znb-1999-0714

  日期：1999.7.1

  benzothiazol-2-yl, L3}) with triphenylphosphine and -stibine of compositions Ag(PPh3)nL} (n = 2, 4) and Ag(SbPh3)nL} (n = 3 for L1} and L2}, n = 2 for L3}) were synthesized by the reaction of the components in acetonitrile solution and characterized by elemental analyses and IR spectroscopy. The crystal structures of Ag(SbPh3)3L} (L = L1} (1), L2} (2), Ag(SbPh3)2L3} ∙ CH3CN (3) and Ag(PPh3)2L1} ∙ CH3CN (4)

  银（I）络合物cyanoximate银ONC（CN）-R}（R = COPH，L1}; COC（CH 3）3，L2};苯并噻唑-2-基，L3}）与三苯基膦和-stibine组合物的Ag（PPH 3）N L}（N = 2,4）和Ag（SbPh3）N L}（n = 3时为L1}和L2}，n = 2时为L3}）由合成在乙腈溶液中的成分的反应，并通过元素分析和IR光谱。Ag的晶体结构（SbPh3）3 L}（L = L1} ...（1），L2}（2），银（SbPh3）2 L3}∙CH 3 CN（3）和Ag（PPH3）2 L1 }∙CH 3 CN（4）中，已经通过X射线衍射测定对于所有的化合物检查的银原子的配位环境具有扭曲terahedron的几何形状（[AgP2NO]（4）; [AgSb3N]（1）， （2）; [AgSb2N2]（3））的双加合物的Ag（EPh3）N L}采用分子结构，2