苯基(嘧啶-4-基)甲酮 | 68027-80-5

• 物质功能分类: 医药中间体 - 嘧啶类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 苯基(嘧啶-4-基)甲酮
• 英文名称: phenyl(4-pyrimidinyl)methanone
• 英文别名: Phenyl(pyrimidin-4-yl)methanone
• CAS: 68027-80-5
• 化学式: C₁₁H₈N₂O
• mdl: MFCD13193451
• 分子量: 184.197
• InChiKey: VJPPUSSPWUGUEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42.8
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  2-肼吡啶 、 苯基(嘧啶-4-基)甲酮 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 以77%的产率得到N-[1-Phenyl-1-pyrimidin-4-yl-meth-(E)-ylidene]-N'-pyridin-2-yl-hydrazine
  参考文献：
  名称：

  Azinyl and Diazinyl Hydrazones Derived from Aryl N-Heteroaryl Ketones:  Synthesis and Antiproliferative Activity^,

  摘要：

  A series of N-heteroaryl hydrazones derived from aryl N-heteroaryl or bis-N-heteroaryl methanones was prepared in search for potential novel antitumor agents. The stereochemistry of these compounds was established by means of NMR spectroscopy. Antiproliferative activity was determined in a panel of human tumor cell Lines (CCRF-CEM, Burkitt's lymphoma, HeLa, ZR-75-1, HT-29, and MEXF 276L) in vitro. Generally, the new compounds were found to be more patent (IC(50) = 0.011-0.436 mu M) than the ribonucleotide reductase inhibitor hydroxyurea (IC(50) = 140 mu M) Most of the compounds exhibited the highest activity against Burkitt's lymphoma with an IC(50) Of 0.011-0.035 mu M. [(14)C]Cytidine incorporation into DNA was quantitated for selected hydrazones (Z-A, E-1, Z-3, Z-4, E-5, Z-5, E-13, E-18, Z-19, Z-24, and E-26) as a measure of the inhibition of-ribonucleotide reductase in Burkitt's lymphoma cells. The E-configurated compounds were found to inhibit [(14)C]cytidine incorporation to a greater extent (IC(50) = 0.67-5.05 mu M) than the Z-isomers (IC(50) = 7.20 to > 10 mu M). Principal component analysis of the IC(50) values obtained for inhibition of cell proliferation revealed that the cell lines tested can be grouped into three main families showing different sensitivities toward the compounds in our series [(i) CCRF-CEM, Burkitt's lymphoma, and Hela; (ii) HT-29; and (iii) MEXF 276 L].

  DOI：

  10.1021/jm970255w
• 作为产物：
  描述：

  苯乙腈 在 氧气 、 sodium hydride 作用下， 反应 0.58h， 生成 苯基(嘧啶-4-基)甲酮
  参考文献：
  名称：

  Reaction of Methoxy-N-heteroarmatics with Phenylacetonitrile under Basic Conditions

  摘要：

  DOI：

  10.3987/com-90-5369

文献信息

• Catalytic Intermolecular Deoxygenative Coupling of Carbonyl Compounds with Alkynes by a Cp*Mo(II)-Catalyst
  作者：Jia-Le Wang、Guan-Yu Wu、Jian-Nan Luo、Jun-Long Liu、Chun-Xiang Zhuo

  DOI：10.1021/jacs.3c14195

  日期：2024.2.28

  available Cp*Mo(II)-complexes as efficient deoxygenation catalysts that could catalyze the direct intermolecular deoxygenative coupling of carbonyl compounds with alkynes. Enabled by this powerful Cp*Mo(II)-catalyst, various valuable heteroarenes (10 different classes) were obtained in generally good yields and remarkable chemo- and regioselectivities. Mechanistic studies suggested that this reaction might

  羰基易于接近，是化学合成中重要的官能团。然而，由于需要高活化能来裂解强C=O双键，因此通过假定的金属卡宾中间体对羰基化合物进行直接催化脱氧官能化是一项艰巨的挑战。在这里，我们报道了一类工作台稳定且易于获得的 Cp*Mo(II) 配合物作为有效的脱氧催化剂，可以催化羰基化合物与炔烃的直接分子间脱氧偶联。在这种强大的 Cp*Mo(II) 催化剂的支持下，获得了各种有价值的杂芳烃（10 种不同类别），收率普遍良好，并且具有显着的化学和区域选择性。机理研究表明，该反应可能通过一系列C=O双键断裂、卡宾-炔复分解、环化和芳构化过程进行。该策略不仅为杂芳烃的快速制备提供了通用的催化平台，而且为Cp*Mo(II)催化剂在有机合成中的应用打开了新的窗口。
• Aryl Diazinyl Ketoximes: Synthesis and Configurational Assignment
  作者：Gottfried Heinisch、Wolfgang Holzer、Thierry Langer、Peter Lukavsky

  DOI：10.3987/com-95-7248

  日期：——

  Preparation of a series of new aryl diazinyl ketoximes (7a,b - 12a,b) required as synthetic building blocks is described. Separation of the E/Z-isomers obtained was achieved by means of chromatography, their configuration was assigned using nmr techniques. Moreover, procedures for the synthesis of the starting ketones (1b - 6b) are given.
• PYRIMIDINE COMPOUNDS AND THEIR USE
  申请人：SUMITOMO CHEMICAL COMPANY LIMITED

  公开号：EP1366026A2

  公开（公告）日：2003-12-03
• [EN] PYRIMIDINE COMPOUNDS AND THEIR USE<br/>[FR] COMPOSES PYRIMIDIQUES ET LEUR UTILISATION
  申请人：SUMITOMO CHEMICAL CO

  公开号：WO2002024663A2

  公开（公告）日：2002-03-28

  Pyrimidine compounds of formula (1), wherein R1 is C3-C7 alkynyl optionally substituted with halogen; R?2 and R3¿ are independently hydrogen or the like; and R4 is C3-C7 alkynyloxy optionally substituted with halogen, optionally substituted phenyl, or the like have an excellent pesticidal effect.