silver(I) α-oximido-(acetamide)acetonitrile | 474651-28-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: silver(I) α-oximido-(acetamide)acetonitrile
• 英文别名: 2-cyano-2-hydroxyiminoacetamide silver complex；2-cyano-2-isonitrosoacetamide silver(I)；silver carbamoylcyano(nitroso)methanide；silver carbamoylcyanonitrosomethanide；Ag(ccnm)；Ag(ACO)
• CAS: 474651-28-0
• 化学式: Ag*C₃H₂N₃O₂
• 分子量: 219.936
• InChiKey: KDAKLMDNCVELCC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.07
• 重原子数：
  9.0
• 可旋转键数：
  1.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  102.3
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  silver(I) α-oximido-(acetamide)acetonitrile 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：

  silver(I) 2-cyano-2-isonitroso-acetamide bis(2-picolinate) 以 neat (no solvent) 为溶剂， 生成 silver(I) α-oximido-(acetamide)acetonitrile
  参考文献：
  名称：

  2-氰基-2-异亚硝基乙酰胺及其Ag（i）配合物。氰肟酸银（i）作为非电子气体传感器†

  摘要：

  这 2-氰基-2-异亚硝基乙酰胺，NC-C（N OH）-C（O）NH 2（1），其钠+， Cs + 盐和四 银（I） 与复合物 ñ-供体配体是使用多种技术合成和表征的，包括红外，紫外可见光谱，固态光致发光，X射线分析和溶液电导率。所有四个都报告在这里银（I）配合物的晶体学特征和揭示完全不同的结构。因此，氰基肟阴离子在Ag {NC-C（N O）-C（O）NH 2 }（配合物6）中的螯合和桥联功能的结合产生了独特的层状2D配位聚合物银（I）在3.194Å具有明显的亲银性相互作用。Ag {NC-C（N O）-C（O）NH 2 }·2Pic（Pic =2-甲基吡啶; 复杂7）表示的单体含复杂齿螯合阴离子1 - 。Ag {NC-C（N O）-C（O）NH 2 }·2NH 3（配合物8）的晶体结构揭示了未与金属键合的线性Ag（NH 3）2 +阳离子的形成氰肟阴离子1 - 。这是具有肟基阴离子的银（I）

  DOI：

  10.1039/b915603h

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
• New Approaches to 12‐Coordination: Structural Consequences of Steric Stress, Lanthanoid Contraction and Hydrogen Bonding
  作者：Anthony S. R. Chesman、David R. Turner、Glen B. Deacon、Stuart R. Batten

  DOI：10.1002/ejic.201000257

  日期：2010.6

  angle, and one ligand is η 1 (O) binding in 4Nd. The dcnm ligands in the discrete complexes [La(phen) 3 (dcnm) (3-x) Cl x ], x ≈ 0.25 (5) (phen = 1,10-phenanthroline), (Et 4 N)[Ce(phen) 2 (dcnm) 4 ] (6a/ b, 6c) and [Ce(phen) 2 (dcnm)Cl 2 H 2 O] (7) display a variety of coordination modes. Complex 5 has 1D chains formed by π-π stacking of adjacent phen co-ligands. Complexes 6 contain the monoanionic complex

  阴离子二腈配体二氰基亚硝基甲酰胺 (dcnm)、C(CN) 2 (NO) - 以及其与水的加成产物产生的阴离子氨基甲酰氰基亚硝基甲酰胺 (ccnm)、C(CN)(CONH 2 )(NO) - 已被并入镧系元素配合物并显示出不寻常的 η 2 (N,O) 亚硝基配位模式。(Et 4 N) 3 [Ln(ccnm) 6 ] (1Ln; 1Ln = 1La, 1Ce, 1Pr, 1Nd, 1Sm) 和 (Me 4 N) 3 [Ln(ccnm) 6 ] (2Ln; 2Ln = 2La, 2Ce , 2Pr, 2Nd) 是包含 12 配位均配型三阴离子镧系元素络合物的系统。ccnm 配体的亚硝基与镧系元素金属中心形成三元环螯合物，亚硝基 η 2 相互作用的不对称性取决于分子内 NH ... O=N 氢键。相邻的酰胺和腈基之间存在额外的分子间氢键相互作用，分别在 1Ln 和 2Ln 中产生 3D α-Po
• Physical Properties and Structural Characterization of Ionic Liquids and Solid Electrolytes Utilizing the Carbamoylcyano(nitroso)methanide Anion
  作者：Judith Janikowski、Mohd R. Razali、Craig M. Forsyth、Kate M. Nairn、Stuart R. Batten、Douglas R. MacFarlane、Jennifer M. Pringle

  DOI：10.1002/cplu.201300068

  日期：2013.6

  The carbamoylcyano(nitroso)methanide (ccnm) anion has been used for the synthesis of eight new salts, two of which are liquid at room temperature. The ionic liquid containing a large phosphonium cation displays the highest thermal stability, while the imidazolium salt is the most fluid and conductive. Analysis of the crystal structures of four of the new materials, containing pyrrolidinium and small

  氨基甲酰基氰基（亚硝基）甲烷（ccnm）阴离子已用于合成八种新的盐，其中两种在室温下呈液态。包含大phospho阳离子的离子液体显示出最高的热稳定性，而咪唑鎓盐则具有最大的流动性和导电性。对包含吡咯烷鎓和小phospho阳离子的四种新材料的晶体结构进行分析，发现取决于阳离子的性质，阴离子堆积行为显着不同。固态[ccnm]盐均显示出良好的离子电导率，对于四种不同的吡咯烷鎓类化合物，其电导率均高于1 mS cm -1。据推测，这和它们柔软的外观是由于syn和anti的存在 [ccnm]阴离子的构象异构体。最后，固态NMR线宽分析和第二矩计算已用于进一步了解一种吡咯烷鎓塑料晶体中的无序现象，揭示了在高于0°C的温度下，材料的某些部分具有明显的，可量化的平移运动。
• Lanthaballs: Chiral, Structurally Layered Polycarbonate Tridecanuclear Lanthanoid Clusters
  作者：Anthony S. R. Chesman、David R. Turner、Boujemaa Moubaraki、Keith S. Murray、Glen B. Deacon、Stuart R. Batten

  DOI：10.1002/chem.200900400

  日期：2009.5.18

  the primary anion in cluster formation is demonstrated in the synthesis of ‘lanthaballs’, spherical tridecanuclear lanthanoid complexes with a novel [Ln(CO3)6] moiety in a [Ln13(CO3)14] core (see picture). The chirality of the lanthaballs is evidenced in the configuration of extended columns of π‐stacked phenanthroline ligands. The structural and magnetic properties of lanthaballs are investigated.

  请新球！在合成[lannballs]球形三十二碳镧系镧系元素配合物时，在第[Ln 13（CO 3）14 ]核中具有新颖的[Ln（CO 3）6 ]部分，证明了使用碳酸根作为簇形成中主要阴离子的可行性。（见图）。lanthaballs的手性在π堆积的菲咯啉配体的扩展柱构型中得到了证明。研究了镧系球的结构和磁性。