Ethyl-N-(2-phenyl)ethyl-N-4-methoxybenzene-sulfonyl-glycinate | 289637-57-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Ethyl-N-(2-phenyl)ethyl-N-4-methoxybenzene-sulfonyl-glycinate
• 英文别名: Ethyl 2-[(4-methoxyphenyl)sulfonyl-(2-phenylethyl)amino]acetate
• CAS: 289637-57-6
• 化学式: C₁₉H₂₃NO₅S
• 分子量: 377.461
• InChiKey: ZFJLEMWCZZBAHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  81.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Ethyl-N-(2-phenyl)ethyl-N-4-methoxybenzene-sulfonyl-glycinate 在 盐酸羟胺 、 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 2-[(4-methoxyphenylsulfonyl)(2-phenylethyl)amino]ethanehydroxamic acid
  参考文献：
  名称：

  Discovery of CGS 27023A, a Non-Peptidic, Potent, and Orally Active Stromelysin Inhibitor That Blocks Cartilage Degradation in Rabbits

  摘要：

  Structure-activity relationships of a lead hydroxamic acid inhibitor of recombinant human stromelysin were systematically defined by taking advantage of a concise synthesis that allowed diverse functionality to be explored at each position in a template. An ex vivo rat model and an in vivo rabbit model of stromelysin-induced cartilage degradation were used to further optimize these analogs for oral activity and duration of action. The culmination of these modifications resulted in CGS 27023A, a potent, orally active stromelysin inhibitor that blocks the erosion of cartilage matrix.

  DOI：

  10.1021/jm960871c
• 作为产物：
  描述：

  对甲氧基苯磺酰氯 在 sodium hydride 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 2.5h， 生成 Ethyl-N-(2-phenyl)ethyl-N-4-methoxybenzene-sulfonyl-glycinate
  参考文献：
  名称：

  Discovery of CGS 27023A, a Non-Peptidic, Potent, and Orally Active Stromelysin Inhibitor That Blocks Cartilage Degradation in Rabbits

  摘要：

  Structure-activity relationships of a lead hydroxamic acid inhibitor of recombinant human stromelysin were systematically defined by taking advantage of a concise synthesis that allowed diverse functionality to be explored at each position in a template. An ex vivo rat model and an in vivo rabbit model of stromelysin-induced cartilage degradation were used to further optimize these analogs for oral activity and duration of action. The culmination of these modifications resulted in CGS 27023A, a potent, orally active stromelysin inhibitor that blocks the erosion of cartilage matrix.

  DOI：

  10.1021/jm960871c

文献信息

• N-substituted arylsulfonylamino hydroxamic acids useful as inhibitors of c-proteinase and for treating or preventing disorders related to unregulated collagen production
  申请人：FibroGen, Inc.

  公开号：US06506936B1

  公开（公告）日：2003-01-14

  The present invention relates to a novel class of organic molecules capable of inhibiting C-proteinase, and to their use to regulate, modulate and/or inhibit abnormal collagen formation as a therapeutic approach towards the treatment of fibrotic disorders.

  本发明涉及一类新型有机分子，能够抑制C蛋白酶，并且利用它们来调节、调控和/或抑制异常胶原形成，作为治疗纤维化疾病的治疗方法。
• N-substituted arylsulfonylamino hydroxamic acids useful as inhibitors of C-proteinase and for treating or preventing disorders related to unregulated collagen production
  申请人：——

  公开号：US20030191309A1

  公开（公告）日：2003-10-09

  The present invention relates to a novel class of organic molecules capable of inhibiting C-proteinase, and to their use to regulate, modulate and/or inhibit abnormal collagen formation as a therapeutic approach towards the treatment of fibrotic disorders.

  本发明涉及一种新型有机分子类，能够抑制C-蛋白酶，并且利用它们来调节、调节和/或抑制异常胶原形成，作为治疗纤维化疾病的治疗方法。
• N-SUBSTITUTED ARYLSULFONYLAMINO HYDROXAMIC ACIDS USEFUL AS INHIBITORS OF C-PROTEINASE AND FOR TREATING OR PREVENTING DISORDERS RELATED TO UNREGULATED COLLAGEN PRODUCTION
  申请人：FIBROGEN, INC.

  公开号：EP1154992A1

  公开（公告）日：2001-11-21
• EP1154992A4
  申请人：——

  公开号：EP1154992A4

  公开（公告）日：2003-05-28
• US6506936B1
  申请人：——

  公开号：US6506936B1

  公开（公告）日：2003-01-14