5-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole-3-carbonitrile | 1345041-81-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole-3-carbonitrile
• 英文别名: 3-(4-Chlorophenyl)-2-phenyl-3,4-dihydropyrazole-5-carbonitrile
• CAS: 1345041-81-7
• 化学式: C₁₆H₁₂ClN₃
• 分子量: 281.744
• InChiKey: XNDQLCOCRVTGON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole-3-carbonitrile 在 吡啶 、 盐酸羟胺 、 sodium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 6.5h， 生成 3-[5-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-[1,2,4]oxadiazol-5-ol
  参考文献：
  名称：

  Synthesis and anti-inflammatory activity of some new 4,5-dihydro-1,5-diaryl-1H-pyrazole-3-substituted-heteroazole derivatives

  摘要：

  A series of 4,5-dihydro-1,5-diaryl-1H-pyrazole-3-substituted-heteroazoles were designed and synthesized in order to obtain new compounds with potential anti-inflammatory activity. The title compounds were screened for in vivo anti-inflammatory activity by using Carrageenan induced rat paw edema method. Diclofenac sodium was used as a standard drug for comparison. Out of the 30 compounds tested, compound 19a, 19b, 25a, 25b exhibited significant anti-inflammatory activity. Selected compounds were also screened for in vitro COX-2 inhibition assay and analgesic activity in the acetic acid induced writhing model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.061
• 作为产物：
  描述：

  potassium 4-(4-chlorophenyl)-2-oxobut-3-enoate 在 氯化亚砜 、 草酰氯 、 Ammonium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.33h， 生成 5-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole-3-carbonitrile
  参考文献：
  名称：

  Synthesis and anti-inflammatory activity of some new 4,5-dihydro-1,5-diaryl-1H-pyrazole-3-substituted-heteroazole derivatives

  摘要：

  A series of 4,5-dihydro-1,5-diaryl-1H-pyrazole-3-substituted-heteroazoles were designed and synthesized in order to obtain new compounds with potential anti-inflammatory activity. The title compounds were screened for in vivo anti-inflammatory activity by using Carrageenan induced rat paw edema method. Diclofenac sodium was used as a standard drug for comparison. Out of the 30 compounds tested, compound 19a, 19b, 25a, 25b exhibited significant anti-inflammatory activity. Selected compounds were also screened for in vitro COX-2 inhibition assay and analgesic activity in the acetic acid induced writhing model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.061

文献信息

• Synthesis and anti-inflammatory activity of some new 4,5-dihydro-1,5-diaryl-1H-pyrazole-3-substituted-heteroazole derivatives
  作者：Deepak V. Dekhane、Shivaji S. Pawar、Sunil Gupta、Murlidhar S. Shingare、C.R. Patil、Shivaji N. Thore

  DOI：10.1016/j.bmcl.2011.08.061

  日期：2011.11

  A series of 4,5-dihydro-1,5-diaryl-1H-pyrazole-3-substituted-heteroazoles were designed and synthesized in order to obtain new compounds with potential anti-inflammatory activity. The title compounds were screened for in vivo anti-inflammatory activity by using Carrageenan induced rat paw edema method. Diclofenac sodium was used as a standard drug for comparison. Out of the 30 compounds tested, compound 19a, 19b, 25a, 25b exhibited significant anti-inflammatory activity. Selected compounds were also screened for in vitro COX-2 inhibition assay and analgesic activity in the acetic acid induced writhing model. (C) 2011 Elsevier Ltd. All rights reserved.