1,2-bis(3,5-dimethyl-1H-pyrazol-4-yl)-benzene | 14181-23-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,2-bis(3,5-dimethyl-1H-pyrazol-4-yl)-benzene
• 英文别名: 1,2-bis(3,5-dimethyl-1H-pyrazol-4-yl)benzene；1,2-bis-4'-(3',5'-dimethyl)pyrazolylbenzene；3,5,3',5'-tetramethyl-1H,1'H-4,4'-o-phenylene-bis-pyrazole；4,4'-(1,2-Phenylene)bis(3,5-dimethyl-1H-pyrazole)；4-[2-(3,5-dimethyl-1H-pyrazol-4-yl)phenyl]-3,5-dimethyl-1H-pyrazole
• CAS: 14181-23-8
• 化学式: C₁₆H₁₈N₄
• 分子量: 266.346
• InChiKey: WPOXNZBAOODNKZ-UHFFFAOYSA-N

物化性质

• 沸点：
  422.9±45.0 °C(Predicted)
• 密度：
  1.167±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  57.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-bis(3,5-dimethyl-1H-pyrazol-4-yl)-benzene 、 cis-(2,2'-bipyridine)dinitratopalladium(II) 以 水 、 丙酮 为溶剂， 以99%的产率得到([(2,2'-bipyridine)Pd]4(1,2-bis-4'-(3',5'-dimethyl)pyrazolylbenzene)2)(NO3)4*2H2O
  参考文献：
  名称：

  具有双金属中心的联吡唑酸酯桥连的金属大环的溶液自组装，自发去质子化和晶体结构。

  摘要：

  一系列具有双金属中心的含纳米腔的联吡唑酸酯桥连的金属大环，即{[（（bpy）M] 8L4}（NO3）8 [L = 3,3'，5,5'-tetramethyl-4,4'-联吡唑基，Pd，Pt; 1,4-双-4'-（3'，5'-二甲基）-吡唑基苯），Pd; 和1,4-双-4'-（3'，5'-二甲基）-吡唑基联苯，Pd]，{[（phen）M] 8L4}（NO3）8 [L = 3,3'，5,5' -四甲基-4,4'-联吡唑基，Pd，Pt；1,4-双-4'-（3'，5'-二甲基）-吡唑基苯，Pd; 和1,4-bis-4'-（（3'，5'-二甲基）-吡唑基联苯，Pd]，{[（（bpy）Pd] 6L3}（NO3）6 [L = 1,4-bis-4'- （3'，5'-二甲基）-吡唑基苯，]，{[（（phen）Pd] 6L3}（NO3）6 [L = 1,4-bis-4'-（3'，5'-二甲基）-吡唑基苯，]，{[（（bpy）Pd]

  DOI：

  10.1021/ic0509332

文献信息

• A Metallosupramolecular Octahedron Assembled from Twelve Copper(I) Metal Ions and Six 4,4′-(1,2-Phenylene)bis(3,5-dimethylpyrazol-1-ide) Ligands
  作者：Maciej Grzywa、Björn Bredenkötter、Dmytro Denysenko、Sebastian Spirkl、Wojciech Nitek、Dirk Volkmer

  DOI：10.1002/zaac.201300094

  日期：2013.7

  coordination compound (Cu I 12(C16H16N4)6)· 8DMAc, (2), (DMAc = N,N-dimethylacetamide) was prepared in solvothermal or microwave assisted reaction. It contains four metall- amacrocyclic trinuclear copper(I) pyrazolate coordination units, which occupy four (opposite) faces of an imaginary metallosupramolecular octahedron. Six (4,4-(1,2-phenylene)bis(3,5-dimethylpyrazol-1-ide) ligands (L1 2- ) are placed at

  在溶剂热或微波辅助反应中制备了新型配位化合物(Cu I 12(C16H16N4)6)·8DMAc, (2), (DMAc = N,N-二甲基乙酰胺)。它包含四个金属-大环三核吡唑酸铜 (I) 配位单元，它们占据想象中的金属超分子八面体的四个（相对）面。六个 (4,4-(1,2-亚苯基)双 (3,5-二甲基吡唑-1-ide) 配体 (L1 2- ) 放置在八面体的角上。游离配体 H2L1 (1,2 -双(3,5-二甲基-1H-吡唑-4-基)苯，(1))和(Cu I 12( )6)·8DMAc (2)，通过单晶X-射线结构分析 Lingand 1 在单斜晶系中结晶，其中： a = 9.0118(9), b = 14.0075(11), c = 11.7484(11) A, β = 104.945(5)°, V = 1432.9 (2) A 3 ，空间群 P21/c (第 14 号)。
• Design, synthesis, and biologic evaluation of some novel N-arylpyrazole derivatives as cytotoxic agents
  作者：Shengjie Xu、Shenghui Li、Yonghe Tang、Jinchao Zhang、Shuxiang Wang、Chuanqi Zhou、Xiaoliu Li

  DOI：10.1007/s00044-013-0552-1

  日期：2013.11

  A novel series of N-arylpyrazole derivatives (5a-5d, 7a-7c) has been designed and synthesized via aromatic substitution reaction of N-nonsubstituted pyrazoles with 4-fluoronitrobenzene in the presence of base. The structures of these compounds were established on the basis of elemental (C, H, and N) and spectral analysis (H-1 NMR, C-13 NMR, HRMS, and FT-IR). All the compounds were tested for their cytotoxic activity in vitro against four human tumor cell lines: carcinoma (Bel-7402), nasopharyngeal carcinoma (KB), immature granulocyte leukemia (HL-60), and gastrocarcinoma (BGC-823) by the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay. The results showed that most of the obtained compounds exhibited promising cytotoxicity against tested carcinoma cell lines with low IC50 values. The bis-pyrazole derivative 7c, bearing alkoxy group on the 5-position of phenyl ring, was the most effective one. It is inhibition of cell growth of Bel-7402 cells was 1.5-fold higher than that found for cisplatin. And, also mono-pyrazole derivatives 5a and 5b, decorated with trifluoromethyl group on the phenyl ring, displayed better cytotoxicity than that of cisplatin against Bel-7402 cell line.