Ethyl 2-[4-[2-[(4-methylphenyl)sulfonylamino]ethylsulfanyl]phenoxy]acetate | 1027558-11-7

• 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: Ethyl 2-[4-[2-[(4-methylphenyl)sulfonylamino]ethylsulfanyl]phenoxy]acetate
• CAS: 1027558-11-7
• 化学式: C₁₉H₂₃NO₅S₂
• 分子量: 409.527
• InChiKey: MRJSRBQVURIWRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Ethyl 2-[4-[2-[(4-methylphenyl)sulfonylamino]ethylsulfanyl]phenoxy]acetate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 4-[2-(4-Methylphenylsulfonylamino)ethylthio]phenoxyacetic acid
  参考文献：
  名称：

  Synthesis and evaluation of novel sulfonamide derivatives as thromboxane A2 receptor antagonists I

  摘要：

  A series of 4-[2-(arylsulfonylamino)ethylthio]phenoxyacetic acids and related compounds were synthesized. The compounds were tested for their thromboxane A2 (TXA2) receptor antagonizing effects on (15S)-15-hydroxy-11a,9a-(epoxymethano)prosta-5(Z),13(E)-dienoic acid (U-46619)-induced aggregation of rabbit platelet-rich plasma (PRP). Among the compounds synthesized, 3-{4-[2-(arylsulfonylamino)ethylthio]phenyl}propionic acids 26a-e,g showed potent TXA2 receptor antagonist activity. The most potent compound, 3-14-[2-(4-chlorophenylsulfonylamino)ethylthio]phenyl}propionic acid 26c was more than 10-fold more potent in TXA2 receptor antagonizing activity (IC50 = 1.1 X 10(-6) M) than sulotroban (BM- 1 3177) on rabbit platelets. Compound 26c was also more than 10-fold more potent in TXA2-inhibitory activity than sulotroban on rat aorta smooth muscle (pA2 7.7).

  DOI：

  10.1016/0223-5234(94)90036-1
• 作为产物：
  描述：

  4-羟基苯硫酚 在 potassium carbonate 、 一水合肼 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 35.5h， 生成 Ethyl 2-[4-[2-[(4-methylphenyl)sulfonylamino]ethylsulfanyl]phenoxy]acetate
  参考文献：
  名称：

  Synthesis and evaluation of novel sulfonamide derivatives as thromboxane A2 receptor antagonists I

  摘要：

  A series of 4-[2-(arylsulfonylamino)ethylthio]phenoxyacetic acids and related compounds were synthesized. The compounds were tested for their thromboxane A2 (TXA2) receptor antagonizing effects on (15S)-15-hydroxy-11a,9a-(epoxymethano)prosta-5(Z),13(E)-dienoic acid (U-46619)-induced aggregation of rabbit platelet-rich plasma (PRP). Among the compounds synthesized, 3-{4-[2-(arylsulfonylamino)ethylthio]phenyl}propionic acids 26a-e,g showed potent TXA2 receptor antagonist activity. The most potent compound, 3-14-[2-(4-chlorophenylsulfonylamino)ethylthio]phenyl}propionic acid 26c was more than 10-fold more potent in TXA2 receptor antagonizing activity (IC50 = 1.1 X 10(-6) M) than sulotroban (BM- 1 3177) on rabbit platelets. Compound 26c was also more than 10-fold more potent in TXA2-inhibitory activity than sulotroban on rat aorta smooth muscle (pA2 7.7).

  DOI：

  10.1016/0223-5234(94)90036-1