Phenyl-(1-phenyl-5-propan-2-ylpyrazol-4-yl)methanol | 193747-21-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Phenyl-(1-phenyl-5-propan-2-ylpyrazol-4-yl)methanol
• CAS: 193747-21-6
• 化学式: C₁₉H₂₀N₂O
• 分子量: 292.381
• InChiKey: RLLXVRQZSOZZDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 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：
  38
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Phenyl-(1-phenyl-5-propan-2-ylpyrazol-4-yl)methanol 在 氯化亚砜 作用下， 反应 24.0h， 生成 4-(Chloro-phenyl-methyl)-5-isopropyl-1-phenyl-1H-pyrazole
  参考文献：
  名称：

  Synthesis and biological evaluation of [α-(1,5-disubstituted 1H-pyrazol-4-yl)benzyl]azoles, analogues of bifonazole

  摘要：

  A series of pyrazole analogues of bifonazole, an antifungal drug used in clinical practice, 2a-h and 4a-b were synthesized and tested in vitro against Candida albicans, Cryptococcus neoformans and Aspergillus fumigatus, with no significant results. Imidazoles 2a-h were also tested in vivo for antiarrhythmic and antihypertensive activities; two of these compounds showed moderate activity against ventricular fibrillation caused by aconitine in rats. The above compounds were prepared by reaction of phenyl[5 substituted 1-phenyl (or 1-methyl)-1H-pyrazol-4-yl]methanols with N,N'-carbonyldiimidazole (2a-h) or of the respective chloro derivatives with 1H-1,2,4-triazole (4a-h). (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00036-1
• 作为产物：
  描述：

  (1-Phenyl-5-propan-2-ylpyrazol-4-yl)methanol 在 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 25.5h， 生成 Phenyl-(1-phenyl-5-propan-2-ylpyrazol-4-yl)methanol
  参考文献：
  名称：

  具有镇痛和抗炎活性的苯基-（5-取代的1-苯基-1 H-吡唑-4-基）甲醇的ω-二烷基氨基烷基醚

  摘要：

  从甲醇1a-f开始，通过用氯铬酸吡啶鎓氧化为醛2a-f，然后进行后者的格利雅反应，制备了一系列甲醇3a-f。3a-f与ω-氯烷基二烷基胺盐酸盐反应，得到一系列氨基醚衍生物4g-t。化合物4i，mp，s在小鼠的乙酸扭体试验中显示出良好的镇痛活性。此外，化合物4h，1，s在角叉菜胶诱导的大鼠水肿试验中显示出中等的抗炎活性。

  DOI：

  10.1002/jhet.5570340339

文献信息

• ω-Dialkylaminoalkyl ethers of phenyl-(5-substituted 1-phenyl-1<i>H</i>-pyrazol-4-yl)methanols with analgesic and anti-inflammatory activity
  作者：Giulia Menozzi、Luisa Mosti、Paola Fossa、Francesca Mattioli、Marco Ghia

  DOI：10.1002/jhet.5570340339

  日期：1997.5

  starting from methanols 1a-f via oxidation with pyridinium chlorochromate to aldehydes 2a-f, followed by a Grignard reaction of the latter. Reaction of 3a-f with ω-chloroalkyldialkylamine hydrochlorides afforded a series of aminoether derivatives 4g-t. Compounds 4i,m-p,s showed a good analgesic activity in the acetic acid writhing test in mice. Moreover, compounds 4h,1,s exhibited a moderate anti-inflammatory

  从甲醇1a-f开始，通过用氯铬酸吡啶鎓氧化为醛2a-f，然后进行后者的格利雅反应，制备了一系列甲醇3a-f。3a-f与ω-氯烷基二烷基胺盐酸盐反应，得到一系列氨基醚衍生物4g-t。化合物4i，mp，s在小鼠的乙酸扭体试验中显示出良好的镇痛活性。此外，化合物4h，1，s在角叉菜胶诱导的大鼠水肿试验中显示出中等的抗炎活性。
• Synthesis and biological evaluation of [α-(1,5-disubstituted 1H-pyrazol-4-yl)benzyl]azoles, analogues of bifonazole
  作者：Giulia Menozzi、Luisa Mosti、Olga Bruno、Eleonora Lo Presti、Chiara Musiu、Silvia Longu、Paolo La Colla、Walter Filippelli、Giuseppe Falcone、Brunella Piucci

  DOI：10.1016/s0014-827x(99)00036-1

  日期：1999.6

  A series of pyrazole analogues of bifonazole, an antifungal drug used in clinical practice, 2a-h and 4a-b were synthesized and tested in vitro against Candida albicans, Cryptococcus neoformans and Aspergillus fumigatus, with no significant results. Imidazoles 2a-h were also tested in vivo for antiarrhythmic and antihypertensive activities; two of these compounds showed moderate activity against ventricular fibrillation caused by aconitine in rats. The above compounds were prepared by reaction of phenyl[5 substituted 1-phenyl (or 1-methyl)-1H-pyrazol-4-yl]methanols with N,N'-carbonyldiimidazole (2a-h) or of the respective chloro derivatives with 1H-1,2,4-triazole (4a-h). (C) 1999 Elsevier Science S.A. All rights reserved.