苯基-(4-苯基嘧啶-5-基)甲酮 | 87379-49-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 苯基-(4-苯基嘧啶-5-基)甲酮
• 英文名称: phenyl(4-phenylpyrimidin-5-yl)methanone
• 英文别名: phenyl-(4-phenylpyrimidin-5-yl)methanone
• CAS: 87379-49-5
• 化学式: C₁₇H₁₂N₂O
• 分子量: 260.295
• InChiKey: YJMSQJZBANPFLH-UHFFFAOYSA-N

物化性质

• 沸点：
  163 °C(Press: 0.5 Torr)
• 密度：
  1.187±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• 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

反应信息

• 作为反应物：
  描述：

  苯基-(4-苯基嘧啶-5-基)甲酮 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以78%的产率得到phenyl(4-phenylpyrimidin-5-yl)methanol
  参考文献：
  名称：

  Synthesis and biological evaluation of azole derivatives, analogues of bifonazole, with a phenylisoxazolyl or phenylpyrimidinyl moiety

  摘要：

  A series of azole derivatives, isoxazole or pyrimidine analogues of the antifungal drug bifonazole, were synthesized and tested in vitro against representative human pathogenic fungi (Candida albicans, Cryptococcus neoformans and Aspergillus fumigatus). They were also evaluated as antibacterial agents against Staphylococcus aureus and Salmonella spp. Only 5-(imidazol-1-yl-phenylmethyl)-2,4-diphenyl-pyrimidine 7c showed weak antimicrobial activity (MIC = 66 muM) against C. albicans, C. neoformans and S. aureus. Results of biological tests proved, therefore, that replacement of the biphenyl portion of the bifonazole with a phenylisoxazolyl or phenylpyrimidinyl moiety is not profitable for antimicrobial properties. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01117-x
• 作为产物：
  描述：

  1,3,5-三嗪 、 苯亚甲基苯乙酮 在 吗啉 、 氧气 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 80.0 ℃ 、101.33 kPa 条件下， 反应 72.0h， 以86%的产率得到苯基-(4-苯基嘧啶-5-基)甲酮
  参考文献：
  名称：

  Facile synthesis of pyrimidines via iminium catalyzed [4+2] reaction of α,β-unsaturated ketones with 1,3,5-triazines

  摘要：

  [4+2] cycloaddition of alpha,beta-unsaturated ketones with 1,3,5-triazine via iminium catalysis has been developed. This method could finish pyrimidines in high levels of regioselectivity and with good yields. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.09.023

文献信息

• Reaction of 2-dimethylaminomethylene-1,3-diones with dinucleophiles. III. Synthesis of 5-acylpyrimidines and 7,8-dihydroquinazolin-5(6<i>H</i> )-ones
  作者：Luisa Mosti、Giulia Menozzi、Pietro Schenone

  DOI：10.1002/jhet.5570200328

  日期：1983.5

  The reaction of open-chain and cyclohexane sym-2-dimethylaminomethylene-1,3-diones with amidines and guanidine in refluxing ethanol gave, generally in good yields, a series of 5-acylpyrimidines and 7,8-dihydroquinazolin-5(6H)-ones, respectively. With formamidine (and in part acetamidine), 2-formylimino-1,3-diones were formed in general, as sole products or mixtures with the corresponding pyrimidines

  在回流的乙醇中，开环和环己烷对称的-2-二甲基氨基亚甲基-1,3-二酮与am和胍的反应通常以良好的收率得到一系列的5-酰基嘧啶和7,8-二氢喹唑啉-5（6 H）-一个。与甲am（和部分为乙am）一起，通常形成2-甲酰氨基-1,3-二酮，其为单独的产物或与相应的嘧啶或二氢喹唑啉酮的混合物。
• NOVEL PYRIMIDINE DERIVATIVE, HERBICIDE AND PLANT GROWTH REGULATOR
  申请人：NISSAN CHEMICAL INDUSTRIES, LIMITED

  公开号：EP0713872A1

  公开（公告）日：1996-05-29

  A novel pyrimidine derivative represented by general formula (I), wherein R1 represents C₁-C₆ haloalkyl, C₁-C₆ alkyl, C₃-C₆ cycloalkyl, etc.; R2 represents hydrogen, C₁-C₆ alkyl, C₃-C₆ cycloalkyl, etc.; X represents carbonyl or -C(R3)OH; and R3 represents hydrogen, C₁-C₆ alkyl, etc.

  通式(I)代表的新型嘧啶衍生物，其中 R1 代表 C₁-C₆卤代烷基、C₁-C₆烷基、C₃-C₆环烷基等R2 代表氢、C₁-C₆ 烷基、C₃-C₆ 环烷基等；X 代表羰基或-C(R3)OH；R3 代表氢、C₁-C₆ 烷基等。
• MOSTI, L.;MENOZZI, G.;SCHENONE, P., J. HETEROCYCL. CHEM., 1983, 20, N 3, 649-654
  作者：MOSTI, L.、MENOZZI, G.、SCHENONE, P.

  DOI：——

  日期：——
• US5773388A
  申请人：——

  公开号：US5773388A

  公开（公告）日：1998-06-30
• Synthesis and biological evaluation of azole derivatives, analogues of bifonazole, with a phenylisoxazolyl or phenylpyrimidinyl moiety
  作者：Giulia Menozzi、Luisa Mosti、Paola Fossa、Chiara Musiu、Chiara Murgioni、Paolo La Colla

  DOI：10.1016/s0014-827x(01)01117-x

  日期：2001.8

  A series of azole derivatives, isoxazole or pyrimidine analogues of the antifungal drug bifonazole, were synthesized and tested in vitro against representative human pathogenic fungi (Candida albicans, Cryptococcus neoformans and Aspergillus fumigatus). They were also evaluated as antibacterial agents against Staphylococcus aureus and Salmonella spp. Only 5-(imidazol-1-yl-phenylmethyl)-2,4-diphenyl-pyrimidine 7c showed weak antimicrobial activity (MIC = 66 muM) against C. albicans, C. neoformans and S. aureus. Results of biological tests proved, therefore, that replacement of the biphenyl portion of the bifonazole with a phenylisoxazolyl or phenylpyrimidinyl moiety is not profitable for antimicrobial properties. (C) 2001 Elsevier Science S.A. All rights reserved.