(1,5-Diphenylpyrazol-4-yl)-phenylmethanol | 193747-23-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (1,5-Diphenylpyrazol-4-yl)-phenylmethanol
• CAS: 193747-23-8
• 化学式: C₂₂H₁₈N₂O
• 分子量: 326.398
• InChiKey: OBBMRTVFUZEMIQ-UHFFFAOYSA-N

物化性质

• 沸点：
  538.1±38.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  (1,5-Diphenylpyrazol-4-yl)-phenylmethanol 在 氯化亚砜 作用下， 反应 24.0h， 生成 4-(Chloro-phenyl-methyl)-1,5-diphenyl-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：

  4-Benzoyl-1,5-diphenyl-pyrazol 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 (1,5-Diphenylpyrazol-4-yl)-phenylmethanol
  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

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。