{1-[(E)-5-(4-Carbamimidoyl-phenyl)-2,2-dimethyl-3-oxo-pent-4-enoyl]-piperidin-4-yl}-acetic acid | 196202-71-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: {1-[(E)-5-(4-Carbamimidoyl-phenyl)-2,2-dimethyl-3-oxo-pent-4-enoyl]-piperidin-4-yl}-acetic acid
• 英文别名: 2-[1-[(E)-5-(4-carbamimidoylphenyl)-2,2-dimethyl-3-oxopent-4-enoyl]piperidin-4-yl]acetic acid
• CAS: 196202-71-8
• 化学式: C₂₁H₂₇N₃O₄
• 分子量: 385.463
• InChiKey: ILSMYHGVTDUMHW-VMPITWQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  125
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  {1-[(E)-5-(4-Carbamimidoyl-phenyl)-2,2-dimethyl-3-oxo-pent-4-enoyl]-piperidin-4-yl}-acetic acid 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 {1-[(E)-5-(4-Carbamimidoyl-phenyl)-3-hydroxy-2,2-dimethyl-pent-4-enoyl]-piperidin-4-yl}-acetic acid
  参考文献：
  名称：

  Development of new non-peptide GPIIb/IIIa antagonists, NSL-95315 and NSL-95317, isosteres of NSL-95300

  摘要：

  The synthetic and structure-activity relationship (SAR) studies of new non-peptide GPIIb/IIIa antagonists (1a-f and 3) were conducted by replacing one amide bond of NSL-95300 (2) with an (E)-double bond or an enone group. NSL-95315 (1a) and NSL-95317 (3) showed the inhibitory activity for collagen-induced human platelet aggregation with IC50 values of 0.25 mu M and 0.21 mu M, respectively. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00366-1
• 作为产物：
  描述：

  4-哌啶乙酸 在 吡啶 、 sodium hydroxide 、 氯化亚砜 、 TEA 、 硫化氢 、 ammonium acetate 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 生成 {1-[(E)-5-(4-Carbamimidoyl-phenyl)-2,2-dimethyl-3-oxo-pent-4-enoyl]-piperidin-4-yl}-acetic acid
  参考文献：
  名称：

  Development of new non-peptide GPIIb/IIIa antagonists, NSL-95315 and NSL-95317, isosteres of NSL-95300

  摘要：

  The synthetic and structure-activity relationship (SAR) studies of new non-peptide GPIIb/IIIa antagonists (1a-f and 3) were conducted by replacing one amide bond of NSL-95300 (2) with an (E)-double bond or an enone group. NSL-95315 (1a) and NSL-95317 (3) showed the inhibitory activity for collagen-induced human platelet aggregation with IC50 values of 0.25 mu M and 0.21 mu M, respectively. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00366-1

文献信息

• Development of new non-peptide GPIIb/IIIa antagonists, NSL-95315 and NSL-95317, isosteres of NSL-95300
  作者：Tohru Asari、Shigetaka Ishikawa、Toshiki Sasaki、Jun Katada、Yoshio Hayashi、Takeo Harada、Mako Yano、Emiko Yasuda、Isao Uno、Iwao Ojima

  DOI：10.1016/s0960-894x(97)00366-1

  日期：1997.8

  The synthetic and structure-activity relationship (SAR) studies of new non-peptide GPIIb/IIIa antagonists (1a-f and 3) were conducted by replacing one amide bond of NSL-95300 (2) with an (E)-double bond or an enone group. NSL-95315 (1a) and NSL-95317 (3) showed the inhibitory activity for collagen-induced human platelet aggregation with IC50 values of 0.25 mu M and 0.21 mu M, respectively. (C) 1997 Elsevier Science Ltd.