3-Fluorphenylcyanamid | 14213-18-4

• 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: 3-Fluorphenylcyanamid
• 英文别名: m-Fluorphenylcyanamid；3-fluorophenylcyanamide；3-F-pcyd-H；(3-fluorophenyl)cyanamide
• CAS: 14213-18-4
• 化学式: C₇H₅FN₂
• mdl: MFCD16767978
• 分子量: 136.129
• InChiKey: GUERRJKMJMUHRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Fluorphenylcyanamid 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 1-(3-fluorophenyl)-1-methyl-3-(naphthalen-1-yl)guanidine
  参考文献：
  名称：

  Synthesis and in vitro evaluation of N,N′-diphenyl and N-naphthyl-N′-phenylguanidines as N-methyl-d-aspartate receptor ion-channel ligands

  摘要：

  A series of N,N'-diphenyl and N-naphthyl-N'-phenyl guanidine derivatives was synthesized as potential N-methyl-D-aspartate (NMDA) receptor positron emission tomography (PET) ligands. The affinity of the different compounds was determined using in vitro receptor binding assays, and their log P values were estimated using HPLC analysis. The effect of N'-3 and N-3,5 substitution on affinity and lipophilicity was examined. The K-i values ranged from 1.87 to 839 nM, while log P values between 1.22 and 2.88 were observed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00235-4
• 作为产物：
  描述：

  3-氟苯胺 、 溴化氰 以 乙醚 为溶剂， 生成 3-Fluorphenylcyanamid
  参考文献：
  名称：

  Synthesis and in vitro evaluation of N,N′-diphenyl and N-naphthyl-N′-phenylguanidines as N-methyl-d-aspartate receptor ion-channel ligands

  摘要：

  A series of N,N'-diphenyl and N-naphthyl-N'-phenyl guanidine derivatives was synthesized as potential N-methyl-D-aspartate (NMDA) receptor positron emission tomography (PET) ligands. The affinity of the different compounds was determined using in vitro receptor binding assays, and their log P values were estimated using HPLC analysis. The effect of N'-3 and N-3,5 substitution on affinity and lipophilicity was examined. The K-i values ranged from 1.87 to 839 nM, while log P values between 1.22 and 2.88 were observed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00235-4

文献信息

• Supramolecular systems built from phenylcyanamido ligands. Syntheses, crystal structures and magnetic properties
  作者：Albert Escuer、Franz A. Mautner、N�ria Sanz、Ramon Vicente

  DOI：10.1039/b300603d

  日期：——

  Several new MnII compounds with X-phenylcyanamido (Xpcyd) and 2,2′-bipyrimidine (2,2′-bpm) bridging ligands of formula [Mn(pcyd)(MeOH)(μ-pcyd)(μ-2,2′-bpm)0.5]n (1), [Mn(3-Clpcyd)(MeOH)(μ-3-Clpcyd)(μ-2,2′-bpm)0.5]n (2), (μ-4-Clpcyd)2[Mn(4-Clpcyd)(H2O)(2,2′-bpm)]2 (3) and [Mn(3-Fpcyd)(MeOH)(μ-3-Fpcyd)(μ-2,2′-bpm)0.5]n (4) have been synthesised and characterised. The one-dimensional compound [Mn(pcyd)(MeOH)(μ-pcyd)(μ-2,2′-bpm)0.5]n (1) crystallises in the triclinic system, P space group and the dinuclear compound (μ-4-Clpcyd)2[Mn(4-Clpcyd)(H2O)(2,2′-bpm)]2 (3) crystallises in the orthorhombic system, P212121 space group. The two compounds contain the unusual end-to-end cyanamide bridge and give supramolecular 2-D networks by means of H-bonds. Susceptibility measurements on compounds 1–4 reveal moderate antiferromagnetic coupling in all cases. Coupling constants related to the phenylcyanamido bridges are compared with the superexchange model recently proposed for ligands of this kind.

  几种具有 X-苯基氰氨基（Xpcyd）和 2,2′-联嘧啶（2,2′-bpm）桥接配体的新 MnII 化合物，其结构式分别为[Mn(ppyd)(MeOH)(μ-pcyd)(μ-2,2′-bpm)0.5]n (1)、[Mn(3-Clpcyd)(MeOH)(μ-3-Clpcyd)(μ-2,2′-bpm)0.5]n（2）、(μ-4-Clpcyd)2[Mn(4-Clpcyd)(H2O)(2,2′-bpm)]2（3）和[Mn(3-Fpcyd)(MeOH)(μ-3-Fpcyd)(μ-2,2′-bpm)0.5]n（4）的合成和表征。一维化合物[Mn(pcyd)(MeOH)(μ-pcyd)(μ-2,2′-bpm)0.5]n (1) 结晶于 P 空间群三菱系，二核化合物 (μ-4-Clpcyd)2[Mn(4-Clpcyd)( )(2,2′-bpm)]2 (3) 结晶于 P212121 空间群正交菱系。这两种化合物含有不同寻常的端对端氰酰胺桥，并通过 H 键形成超分子二维网络。对化合物 1-4 进行的电感测量显示，在所有情况下都存在适度的反铁磁耦合。与苯基氰酰胺桥有关的耦合常数与最近针对此类配体提出的超交换模型进行了比较。
• New examples of the unusual X-phenylcyanamido bridging ligands. Crystal structure and magnetic properties of MnII derivatives
  作者：Albert Escuer、Franz A Mautner、Núria Sanz、Ramon Vicente

  DOI：10.1016/j.poly.2004.02.013

  日期：2004.5

  These compounds contain the unusual end-to-end R-cyanamide bridge and give supramolecular one-dimensional networks by means of H-bonds involving the N-amide atoms of the phenylcyanamide ligands. Susceptibility measurements on compounds 2–5 reveal moderate AF coupling in all cases. Coupling constants related to the phenylcyanamido bridges are compared with the superexchange model recently proposed

  几种新的锰II用X-phenylcyanamido（Xpcyd）和1,10-菲咯啉（phen）的化合物的配体的式[锰（3- Clpcyd）（H 2 O）（phen）的2 ]（NO 3）·H 2 O（1），[Mn（3-Fpcyd）（MeOH）（phen）} 2（μ-3-Fpcyd）2 ]（2），[Mn（3-Fpcyd）（EtOH）（phen）} 2（μ -3-Fpcyd）2 ]（3），[Mn（3-Clpcyd）（MeOH）（phen）} 2（μ-3-Clpcyd）2 ]（4）和[Mn（4-Clpcyd）（EtOH） ）（phen）} 2（μ-4-Clpcyd）2 ]（5）已被合成和表征。单核化合物1在单斜晶系，P 2 1 / c空间群中结晶，双核化合物2 – 5在单斜晶系，C 2 / c空间群2，三斜晶系，空间3 – 4和单斜晶系中结晶，P 2 1 /一个空间组5。这些化合物包含不寻
• Molecular, 1D, and 2D Systems Built from Phenylcyanamido Ligands. Syntheses, Crystal Structures, and Characterization of Their Magnetic Properties
  作者：Albert Escuer、Núria Sanz、Ramon Vicente、Franz A. Mautner

  DOI：10.1021/ic025931l

  日期：2003.1.1

  the monoclinic system, P21/a space group, dinuclear compounds (mu 1,3-3-Cl-pcyd)2[Mn(2,2'-bpy)(3-Cl-pcyd)(MeOH)]2 (2) and (mu 1,3-3-Cl-pcyd)2[Mn(2,2'-bpy)(3-Cl-pcyd)(EtOH)]2 (3) crystallize in the triclinic system, P1 space group, 1D chain [(mu 1,3-4-Cl-pcyd)2[Mn(2,2'-bpy)]]n (4) crystallizes in the monoclinic system, /2/a space group, and 2D network [Mn(mu-4,4'-bpy)(mu 1,3-3-F-pcyd)2]n (5) crystallizes

  已经合成了几种具有苯基氰酰胺基配体的MnII化合物，并通过单晶X射线结构测定对其进行了表征。从单核和双核系统到1D链和2D网络（其中X-苯基氰酰胺（X-pcyd）阴离子充当桥连配体），报道的化合物显示出广泛的核原子性。单核化合物[Mn（H2O）2（4-bzpy）2（3-Cl-pcyd）2]（2）在单斜晶系P21 / a空间群中结晶，双核化合物（mu 1,3-3-Cl- pcyd）2 [Mn（2,2'-bpy）（3-Cl-pcyd）（MeOH）] 2（2）和（mu 1,3-3-Cl-pcyd）2 [Mn（2,2'- bpy）（3-Cl-pcyd）（EtOH）] 2（3）在三斜晶系，P1空间群，一维链[（mu 1,3-4-Cl-pcyd）2 [Mn（2,2' -bpy）]] n（4）在单斜晶系，/ 2 / a空间群和2D网络[Mn（mu-4,4'-bpy）（mu 1，3-3-F-pcyd）2]
• Alkylation of N-arylcyanamides and electron-deficient phenols with (chloromethyl)thiirane
  作者：A. N. Butkevich、M. Zibinsky、V. V. Sokolov、A. A. Tomashevskii

  DOI：10.1007/s10593-012-0941-2

  日期：2012.3

  Alkylation of N-arylcyanamides with (chloromethyl)thiirane in aqueous alkaline solution provides an easy synthetic approach to N-aryl-N-(thietan-3-yl)cyanamides. Yields vary from 34 to 76% and are lower in the case of electron-deficient aryl substituents. The reaction with phenols containing electron-withdrawing groups results in formation of 3-(aryloxy)thietanes in 19-45% yields.