5-(4-chlorophenyl)-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester | 1345041-76-0

• 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: 5-(4-chlorophenyl)-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester
• CAS: 1345041-76-0
• 化学式: C₁₈H₁₈ClN₃O₄S
• 分子量: 407.878
• InChiKey: LFMRXEMMZLYEMO-UHFFFAOYSA-N

物化性质

• 熔点：
  132-134 °C(Solvent: Methanol)
• 沸点：
  590.2±60.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  102.06
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-(4-chlorophenyl)-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester 在 草酰氯 、 盐酸羟胺 、 sodium hydride 、 sodium carbonate 、 Ammonium hydroxide 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 9.16h， 生成 4-[5-(4-chlorophenyl)-3-(5-mercapto-[1,2,4]oxadiazol-3-yl)-4,5-dihydro-pyrazol-1-yl]-benzenesulfonamide
  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 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 5-(4-chlorophenyl)-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-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