1-benzoyl-3,5-dimethyl-5-(1'-benzoylhydrazido)pyrazoline | 115174-52-2

• 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: 1-benzoyl-3,5-dimethyl-5-(1'-benzoylhydrazido)pyrazoline
• 英文别名: 1-benzoyl-3,5-dimethyl-5-(1-benzoylhydrazido)pyrazoline；1-benzoyl-5-benzoylhydrazino-3,5-dimethylpyrazoline-2；bzpyzn；N'-(2-benzoyl-3,5-dimethyl-4H-pyrazol-3-yl)benzohydrazide
• CAS: 115174-52-2
• 化学式: C₁₉H₂₀N₄O₂
• 分子量: 336.393
• InChiKey: QOWIXBAPAHRTTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  73.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-benzoyl-3,5-dimethyl-5-(1'-benzoylhydrazido)pyrazoline 在 O₂ 作用下， 以 甲醇 、 正己烷 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  四齿配体系统中镍辅助氧化 CC 偶联和随后裂解为 C=O 的活性亚甲基：具有转化配体的双核和单核复合物

  摘要：

  在沸腾的甲醇中用 Ni(O2CCH3)2·4H2O 处理吡唑啉（从 4-R-苯甲酰肼和乙酰丙酮中以 2:1 的摩尔比分离或原位制备）会形成式 [Ni] 的镍 (II) 配合物(HRL)] [1 (R = H) 和 2 (R = OMe)]，其中 (HRL)2– 代表去质子化的席夫碱乙酰丙酮双（4-R-苯甲酰腙）。尽管进行了多次尝试，但仍无法分离出类似的具有 R = NMe2 的镍 (II) 配合物。然而，将上述反应混合物在室温下在空气中搅拌约 5 小时可提供双核顺磁性物质 [Ni(RL–RL)Ni] [3 (R = H)、4 (R = OMe) 和 5 (R = NMe2)]。这里 (RL-RL)6- 代表通过氧化 C-C 偶联形成的双成核配体，涉及 (HRL)2- 乙酰丙酮片段的中心亚甲基。3-5 的室温 (300 K) 磁矩表明这些双核配合物中每个金属中心的 S = 1/2 自旋状态。3

  DOI：

  10.1002/ejic.200900472
• 作为产物：
  描述：

  苯甲酰肼 、 1-benzoyl-3,5-dimethyl-5-hydroxy-2-pyrazoline 以 乙醇 为溶剂， 反应 5.0h， 以34%的产率得到1-benzoyl-3,5-dimethyl-5-(1'-benzoylhydrazido)pyrazoline
  参考文献：
  名称：

  5-Hydrazino-2-pyrazolines

  摘要：

  DOI：

  10.1007/bf00475362

文献信息

• Complexes of nickel with tetradentate ligands formed by ring opening of 1-benzoyl-3,5-dimethyl-5-(1′-benzoylhydrazido)pyrazoline
  作者：Abhik Mukhopadhyay、Samudranil Pal

  DOI：10.1016/j.poly.2004.05.002

  日期：2004.7

  The condensation of acetylacetone with benzoylhydrazine in a 1:2 mol ratio in methanol to prepare acetylacetone bis(benzoylhydrazone) (H(3)bbhac) resulted in the formation of the cyclized product 1-benzoyl-3,5-dimethyl-5-(1'-benzoylhydrazido)-pyrazoline (bzpyzn). The pyrazoline structure has been confirmed by X-ray crystallography. In methanol, treatment of bzpyzn with Ni(O2CCH3) (.) 4H(2)O in a 1:1 mol ratio under aerobic conditions results in the pyrazoline ring opening and formation of a complex with the deprotonated acetylacetone bis(benzoylhydrazone) (bbhac(3-)). The room temperature magnetic moment (1.71 mu(B)) of [Ni(bbhac)] is consistent with an S = 1/2 spin state. However, the EPR spectral features indicate that [Ni(bbhac)] is on the borderline between an authentic nickel(III) complex and a nickel(II) stabilized ligand radical. In our attempts to grow single crystals of [Ni(bbhac)], the transformation of the central -CH= moiety of the acetylacetone residue in bbhac(3-) to a keto group has been realized. The molecular structure of the resulting nickel(II) complex of the formula [Ni(bbhacO)] has been determined by X-ray crystallography. (C) 2004 Elsevier Ltd. All rights reserved.
• Synthesis, structure characterization, DNA binding, and cleavage properties of mononuclear and tetranuclear cluster of copper(II) complexes
  作者：Rasoul Vafazadeh、Anthony C. Willis、Mohammad Mehdi Heidari、Naime Hasanzade

  DOI：10.17344/acsi.2014.797

  日期：2015.3.15

  Two copper(II) complexes, cluster 1, and mononuclear 2, have been synthesized by reacting acetylacetone and benzohydrazide (1:1 ratio for 1 and 1:2 ratio for 2) with CuCl(2) in a methanol solution. In 2, which is a new complex, the ligand acts as a tetradentate which binds the metal ion via two amide-O atoms and two imine-N atoms providing an N(2)O(2) square-planar around the copper(II) ion. The absorption spectra data evidence strongly suggested that the two copper(II) compounds could interact with CT-DNA (intrinsic binding constant, K(b) = 0.45×10(4) M-1 for 1 and K(b) = 2.39×10(4) M-1 for 2). The super coiled plasmid pBR322 DNA cleavage ability was studied with 1 and 2 in the presence and absence of H(2)O(2) as an oxidant. In both the absence and the presence of an oxidizing agent, complex 2 exhibited no nuclease activity. However, even in the absence of an oxidant, complex 1 exhibited significant DNA cleavage activity.
• ZELENIN, K. N.;MALOV, M. YU.;BEZHAN, I. P.;XRUSTALEV, V. A.;YAKIMOVICH, S+, XIMIYA GETEROTSIKL. SOEDIN., 1985, N 6, 854-855
  作者：ZELENIN, K. N.、MALOV, M. YU.、BEZHAN, I. P.、XRUSTALEV, V. A.、YAKIMOVICH, S+

  DOI：——

  日期：——
• ZELENIN, K. N.;MALOV, M. YU.;ZEROVA, I. V.;TERENTEV, P. B.;KALANDARISHVIL+, XIMIYA GETEROTSIKL. SOED.,(1987) N 9, 1210-1218
  作者：ZELENIN, K. N.、MALOV, M. YU.、ZEROVA, I. V.、TERENTEV, P. B.、KALANDARISHVIL+

  DOI：——

  日期：——
• Nickel‐Assisted Oxidative C–C Coupling and Subsequent Cleavage to C=O of Active Methylene Group in a Tetradentate Ligand System: Di‐ and Mononuclear Complexes with Transformed Ligands
  作者：Abhik Mukhopadhyay、Samudranil Pal

  DOI：10.1002/ejic.200900472

  日期：2009.9

  measurements with 3 reveal its weak antiferromagnetic nature. The EPR spectral features suggest that 3–5 are on the borderline between genuine nickel(III) species and nickel(II)-stabilized ligand radical systems. In wet dichloromethane/hexane mixture under aerobic conditions, each of 3–5 forms mononuclear nickel(II) complexes of formula [Ni(RLO)] [6 (R = H), 7 (R = OMe), and 8 (R = NMe2)], where (RLO)2–

  在沸腾的甲醇中用 Ni(O2CCH3)2·4H2O 处理吡唑啉（从 4-R-苯甲酰肼和乙酰丙酮中以 2:1 的摩尔比分离或原位制备）会形成式 [Ni] 的镍 (II) 配合物(HRL)] [1 (R = H) 和 2 (R = OMe)]，其中 (HRL)2– 代表去质子化的席夫碱乙酰丙酮双（4-R-苯甲酰腙）。尽管进行了多次尝试，但仍无法分离出类似的具有 R = NMe2 的镍 (II) 配合物。然而，将上述反应混合物在室温下在空气中搅拌约 5 小时可提供双核顺磁性物质 [Ni(RL–RL)Ni] [3 (R = H)、4 (R = OMe) 和 5 (R = NMe2)]。这里 (RL-RL)6- 代表通过氧化 C-C 偶联形成的双成核配体，涉及 (HRL)2- 乙酰丙酮片段的中心亚甲基。3-5 的室温 (300 K) 磁矩表明这些双核配合物中每个金属中心的 S = 1/2 自旋状态。3