Methyl (R)-N-{[4'-Methoxy-(1,1'-biphenyl)-4-yl]-sulfonyl}-amino-[4-(N-benzyl-amino)-cyclohex-1-yl]-acetate | 586958-75-0

• 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: Methyl (R)-N-{[4'-Methoxy-(1,1'-biphenyl)-4-yl]-sulfonyl}-amino-[4-(N-benzyl-amino)-cyclohex-1-yl]-acetate
• 英文别名: methyl (2R)-2-[4-(benzylamino)cyclohexyl]-2-[[4-(4-methoxyphenyl)phenyl]sulfonylamino]acetate
• CAS: 586958-75-0
• 化学式: C₂₉H₃₄N₂O₅S
• 分子量: 522.665
• InChiKey: RDGNPSUCYSNDLX-YGBRCLJQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Methyl (R)-N-{[4'-Methoxy-(1,1'-biphenyl)-4-yl]-sulfonyl}-amino-[4-(N-benzyl-amino)-cyclohex-1-yl]-acetate 在 lithium hydroxide 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 [4-(Acetyl-benzyl-amino)-cyclohexyl]-((S)-4''-methoxy-biphenyl-4-sulfonylamino)-acetic acid
  参考文献：
  名称：

  The development of new carboxylic acid-based MMP inhibitors derived from a cyclohexylglycine scaffold

  摘要：

  A series of carboxylic acids was prepared based on cyclohexylglycine scaffolds and tested for potency as matrix metalloproteinase (MMP) inhibitors. Detailed SAR for the series is reported for five enzymes within the MMP family, and a number of inhibitors such as compound 18 display low nanomolar potency for MMP-2 and MMP-13, while selectively sparing MMP-1 and MMP-7. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00371-7
• 作为产物：
  描述：

  (R)-(4-Hydroxy-cyclohexyl)-(4''-methoxy-biphenyl-4-sulfonylamino)-acetic acid 在 氯化亚砜 、 jones' reagent 、 sodium acetate 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 、 丙酮 为溶剂， 生成 Methyl (R)-N-{[4'-Methoxy-(1,1'-biphenyl)-4-yl]-sulfonyl}-amino-[4-(N-benzyl-amino)-cyclohex-1-yl]-acetate
  参考文献：
  名称：

  The development of new carboxylic acid-based MMP inhibitors derived from a cyclohexylglycine scaffold

  摘要：

  A series of carboxylic acids was prepared based on cyclohexylglycine scaffolds and tested for potency as matrix metalloproteinase (MMP) inhibitors. Detailed SAR for the series is reported for five enzymes within the MMP family, and a number of inhibitors such as compound 18 display low nanomolar potency for MMP-2 and MMP-13, while selectively sparing MMP-1 and MMP-7. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00371-7