5-(4-chlorophenyl)-N-hydroxy-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxamidine | 1345041-84-0

• 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)-N-hydroxy-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxamidine
• CAS: 1345041-84-0
• 化学式: C₁₆H₁₆ClN₅O₃S
• 分子量: 393.854
• InChiKey: MSBDHOKGHIVKPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.04
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  134.37
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-(4-chlorophenyl)-N-hydroxy-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxamidine 在 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 mineral oil 为溶剂， 反应 2.83h， 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：

  4-[5-(4-chlorophenyl)-3-cyano-4,5-dihydro-pyrazol-1-yl]-benzenesulfonamide 在 盐酸羟胺 、 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以78%的产率得到5-(4-chlorophenyl)-N-hydroxy-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxamidine
  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