(E)-3-morpholin-4-ylsulfonylprop-2-enoic acid | 167113-76-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (E)-3-morpholin-4-ylsulfonylprop-2-enoic acid
• CAS: 167113-76-0
• 化学式: C₇H₁₁NO₅S
• 分子量: 221.234
• InChiKey: XSKDOLWOQHNVOQ-LZCJLJQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  92.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>-4,5-didehydro-L-norvalinamide 、 (E)-3-morpholin-4-ylsulfonylprop-2-enoic acid 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以10%的产率得到(2S)-N-[(2S,3R,4S)-1-cyclohexyl-3,4-dihydroxy-6-methylheptan-2-yl]-2-[[(E)-3-morpholin-4-ylsulfonylprop-2-enoyl]amino]pent-4-enamide
  参考文献：
  名称：

  Design and Synthesis of Renin Inhibitors: Incorporation of Transition-State Isostere Side Chains That Span from the S1 to the S3 Binding Pockets and Examination of P3-Modified Renin Inhibitors

  摘要：

  A series of renin inhibitors were designed to examine the topography of the contiguous binding pocket of renin that is normally occupied by the P1 and P3 side chains. Molecular modeling suggested that extending the P1 hydrophobic side chain into the adjacent hydrophobic S3 enzyme pocket was feasible. Novel transition state isosteres with modified P1-->P3 side chains were synthesized and provided enhanced binding affinity when incorporated into renin inhibitors in which the P3 Phe was substituted by Gly. In a complementary approach, the binding affinities of a variety of P3-P4-modified peptidomimetic renin inhibitors that lacked substantial hydrophobic side chains at these sites were measured.

  DOI：

  10.1021/jm00015a012
• 作为产物：
  描述：

  4-methanesulfonylmorpholine 在 Adam’s catalyst sodium hydroxide 、 正丁基锂 、 氢气 、 甲基磺酰氯 、 三乙胺 作用下， 以 乙醇 为溶剂， -20.0 ℃ 、344.73 kPa 条件下， 生成 (E)-3-morpholin-4-ylsulfonylprop-2-enoic acid
  参考文献：
  名称：

  Design and Synthesis of Renin Inhibitors: Incorporation of Transition-State Isostere Side Chains That Span from the S1 to the S3 Binding Pockets and Examination of P3-Modified Renin Inhibitors

  摘要：

  A series of renin inhibitors were designed to examine the topography of the contiguous binding pocket of renin that is normally occupied by the P1 and P3 side chains. Molecular modeling suggested that extending the P1 hydrophobic side chain into the adjacent hydrophobic S3 enzyme pocket was feasible. Novel transition state isosteres with modified P1-->P3 side chains were synthesized and provided enhanced binding affinity when incorporated into renin inhibitors in which the P3 Phe was substituted by Gly. In a complementary approach, the binding affinities of a variety of P3-P4-modified peptidomimetic renin inhibitors that lacked substantial hydrophobic side chains at these sites were measured.

  DOI：

  10.1021/jm00015a012

文献信息

• [EN] 2 - BENZYL, 3 - (PYRIMIDIN- 2 -YL) SUBSTITUTED PYRAZOLES USEFUL AS SGC STIMULATORS<br/>[FR] PYRAZOLES 2-BENZYLE, 3-(PYRIMIDIN-2-YLE)-SUBSTITUÉS UTILES COMME STIMULATEURS DE SCG
  申请人：IRONWOOD PHARMACEUTICALS INC

  公开号：WO2013101830A1

  公开（公告）日：2013-07-04

  2-Benzyl, 3 - (pyrimidin- 2 -YL) substituted pyrazoles are described. They are useful as stimulators of sGC, particularly NO - independent, heme - dependent stimulators. These compounds may be useful for treating, preventing or managing various disorders that are herein disclosed.

  描述了2-苄基，3-（嘧啶-2-基）取代的吡唑啉。它们可作为sGC的刺激剂，特别是NO-独立的、血红蛋白依赖的刺激剂。这些化合物可能对治疗、预防或管理本文披露的各种疾病有用。
• 2 - BENZYL, 3 - (PYRIMIDIN- 2 -YL) SUBSTITUTED PYRAZOLES USEFUL AS SGC STIMULATORS
  申请人：Ironwood Pharmaceuticals, Inc.

  公开号：EP2797915A1

  公开（公告）日：2014-11-05