(2-Methyl-4-phenyl-pyrimidin-5-yl)-phenyl-methanone | 87379-50-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-Methyl-4-phenyl-pyrimidin-5-yl)-phenyl-methanone
• 英文别名: (2-Methyl-4-phenylpyrimidin-5-yl)-phenylmethanone
• CAS: 87379-50-8
• 化学式: C₁₈H₁₄N₂O
• 分子量: 274.322
• InChiKey: WUICAYWGOALLCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 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：

  (2-Methyl-4-phenyl-pyrimidin-5-yl)-phenyl-methanone 在 sodium tetrahydroborate 、 三溴化磷 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 氯仿 、 乙腈 为溶剂， 反应 29.0h， 生成 5-(Imidazol-1-yl-phenyl-methyl)-2-methyl-4-phenyl-pyrimidine
  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：

  乙酸乙脒 、 2-dimethylaminomethylidene-1,3-diphenylpropane-1,3-dione 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以84%的产率得到(2-Methyl-4-phenyl-pyrimidin-5-yl)-phenyl-methanone
  参考文献：
  名称：

  2-二甲基氨基亚甲基-1,3-二酮与二亲核试剂的反应。三，5-酰基嘧啶和7,8-二氢喹唑啉-5（6 H）-ones的合成

  摘要：

  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。

  DOI：

  10.1002/jhet.5570200328

文献信息

• 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：——
• 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.
• 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。