3-[5-(4-chloro-phenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-[1,2,4]-oxadiazole-5-carboxylic acid ethyl ester | 1345042-06-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-[5-(4-chloro-phenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-[1,2,4]-oxadiazole-5-carboxylic acid ethyl ester
• 英文别名: Ethyl 3-[3-(4-chlorophenyl)-2-phenyl-3,4-dihydropyrazol-5-yl]-1,2,4-oxadiazole-5-carboxylate
• CAS: 1345042-06-9
• 化学式: C₂₀H₁₇ClN₄O₃
• 分子量: 396.833
• InChiKey: BUBYRECIKGAERW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  80.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-[5-(4-chloro-phenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-[1,2,4]-oxadiazole-5-carboxylic acid ethyl ester 在 lithium hydroxide monohydrate 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以78%的产率得到3-[5-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-[1,2,4]oxadiazole-5-carboxylic acid
  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 吡啶 、 氯化亚砜 、 草酰氯 、 盐酸羟胺 、 sodium carbonate 、 Ammonium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.33h， 生成 3-[5-(4-chloro-phenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-[1,2,4]-oxadiazole-5-carboxylic acid ethyl ester
  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.