Cyan-essigsaeure-salicylidenhydrazid | 4974-49-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: Cyan-essigsaeure-salicylidenhydrazid
• 英文别名: Salicylaldehyde cyanoacetylhydrazone；2-cyano-N-[(2-hydroxyphenyl)methylideneamino]acetamide
• CAS: 4974-49-6
• 化学式: C₁₀H₉N₃O₂
• 分子量: 203.2
• InChiKey: XOXSBMJOOGFSSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  85.5
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  Cyan-essigsaeure-salicylidenhydrazid 、 copper(ll) bromide 在 isopropanol 作用下， 以 异丙醇 为溶剂， 以84%的产率得到{Cu(SIPPH)}Br*0.5(CH3)2CHOH
  参考文献：
  名称：

  El-Shazely, R. M.; Soliman, M. S.; Shallaby, A. M., Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1990, vol. 20, p. 301 - 318

  摘要：

  DOI：
• 作为产物：
  描述：

  氰乙酰肼 、 水杨醛 以 乙醇 为溶剂， 反应 1.0h， 生成 Cyan-essigsaeure-salicylidenhydrazid
  参考文献：
  名称：

  AIE based “on-off” fluorescence probe for the detection of Cu2+ ions in aqueous media

  摘要：

  A simple hydrazine carboxamide derivative with intramolecular charge transfer and aggregation induced emission (AIE) properties have been designed and synthesized. The derivative (Probe 1) shows typical AIE characteristic emission in THF-water mixtures and emits yellowish orange color on reaching the water fraction 98%. The probe molecule show selective sensing response for Cu2+ ions via fluorescence turn-off mechanism in aqueous media over other metal ions. The emission changes towards Cu2+ ions that could be clearly observed by the naked eyes under 365 nm UV lamp promote the probe molecule as a promising candidate for practical utilization. Furthermore, from the fluorescence titration data, the detection limit for Cu2+ ions was found to be 0.44 mu M.

  DOI：

  10.1016/j.inoche.2018.11.001

文献信息

• Synthesis, characterization and X-ray crystal structures of nickel(II) and copper(II) complexes derived from salicylaldehyde cyanoacetylhydrazone. An unexpected ligand transformation
  作者：Magdi F. Iskander、Tarek E. Khalil、Sabine Foro

  DOI：10.1016/j.ica.2016.09.015

  日期：2016.11

  (R = Me or Et) and eventually gave the mixed ligand Cu(II) complexes [Cu(L-COOMe)HIm] ( 8 ), [Cu(L-COOEt)HIm] ( 9 ), [Cu(L-COOMe)HPyr·H 2 O] ( 10 ) and [Cu(L-COOEt)HPyr] ( 11 ). The X-ray molecular and supramolecular structures of 4 , 5 , 7 , 9 and 10 have been reported and discussed.

  摘要Ni（II）配合物[Ni（L-CN）（H 2 O）3]（1），[Ni（L-CN）} 2]（2）和[Ni（HL-CN）2]·H已经制备并表征了衍生自水杨醛氰基乙酰hydr（H 2 L-CN）的2 O（3）。混合配体Ni（II）配合物[Ni（L-CN）HIm]（4）和[Ni（L-CN）HPyr] 0.1 / 2H 2 O（5），分别从2与咪唑（HIm）的反应获得和吡唑（HPyr）已被分离和表征。双核混合配体Cu（II）络合物[Cu（L-CN）Py} 2]（7）也由[Cu（L-CN）} 2]（6）与吡啶（Py ）。6和7都显示出反铁磁相互作用，分别具有– 2 J值340 cm -1和1.23 cm -1。6与咪唑和吡唑在甲醇或乙醇中的反应将hydr配体的侧基–CH 2 CN残基转化为–COOR（R = Me或Et），最终得到混合的配体Cu（II）络合物[Cu （L-COOMe）HIm]
• Mechanistic differences between in vitro assays for hydrazone-based small molecule inhibitors of anthrax lethal factor
  作者：M. Leslie Hanna、Theodore M. Tarasow、Julie Perkins

  DOI：10.1016/j.bioorg.2006.07.004

  日期：2007.2

  A systematically generated series of hydrazones were analyzed as potential inhibitors of anthrax lethal factor. The hydrazones were screened using one UV-based and two fluorescence-based in vitro assays. The study identified several inhibitors with IC50 values in the micromolar range, and importantly, significant differences in the types of inhibition were observed with the different assays. (c) 2006 Elsevier Inc. All rights reserved.
• First Synthesis of <i>N</i>‐Substituted Amino and <i>N</i>‐Sulfonylaminated Methylthiopyrimidines: Reaction of Dimethyl <i>N</i>‐Cyanodithioiminocarbonate With Substituted Hydrazides
  作者：Galal H. Elgemeie、Soha A. Sood

  DOI：10.1080/00397910500449427

  日期：2006.4.1

  A novel and efficient method for the synthesis of a new variety of methylsulfanylpyrimidines by the reaction of dimethyl N-cyanodithioiminocarbonate with substituted hydrazides. The synthetic potential of the method is demonstrated.
• First raw transition metal complexes of salicylidene and 2- hydroxy-1-naphthylidene-N-cyanoacetohydrazone
  作者：Saeyda AbouEl-Enein、Fathy A. El-Saied、Sanaa M. Emam、M.A. Ell-Salamony

  DOI：10.1016/j.saa.2007.12.031

  日期：2008.11

  Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) complexes of salicylidene-N-cyano- acetohydrazone H2L1 and 2-hydroxy-1-naphthylidene-N-cyanoacetohydrazone H2L2 have been prepared in ethanolic solution and characterized by analytical, spectral, magnetic susceptibility, molar conductivity and TGA measurements. The analytical data show that all the complexes derived from H2L1 and H2L2 are formed in molar ratios 1M:2L, except the complexes of Mn(II), Co(II) and Cu(II) acetates of H2L2 and the complexes of Mn(II), Co(II) and Ni(II) acetates and CuCl2 of H2L1 are formed in I: I molar ratios. The conductance data show that all metal complexes are non-electrolytes. Electronic absorption spectra and magnetic susceptibility measurements proved that the prepared complexes have octahedral configuration except [Co(HL2)OAc] which has tetrahedral structure. The ligand field parameters were calculated for the Co(II) and Ni(II) complexes and the data show that the covalent character of the metal ligand sigma-bond is low. The ESR parameters of the Cu(II) complexes at room temperature were calculated. Thermal TGA for some solid complexes are reported. (c) 2008 Elsevier B.V. All rights reserved.
• v. Rothenburg, Chemische Berichte, 1894, vol. 27, p. 688
  作者：v. Rothenburg

  DOI：——

  日期：——