2S-benzoylamino-3-(4-benzyloxyphenyl)propionic acid | 90656-96-5

• 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: 2S-benzoylamino-3-(4-benzyloxyphenyl)propionic acid
• 英文别名: N-benzoyl-O-benzyl-L-tyrosine；N-benzoyl-O-benzyltyrosine；(2S)-2-benzamido-3-(4-phenylmethoxyphenyl)propanoic acid
• CAS: 90656-96-5
• 化学式: C₂₃H₂₁NO₄
• 分子量: 375.424
• InChiKey: GKYAOKWOMSONDW-NRFANRHFSA-N

物化性质

• 沸点：
  640.0±55.0 °C(Predicted)
• 密度：
  1.238±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2S-benzoylamino-3-(4-benzyloxyphenyl)propionic acid 生成 2-phenyl-4-[[4-(phenylmethoxy)phenyl]methyl]-5(4H)-oxazolone
  参考文献：
  名称：

  NATARAJAN, SESHA I.;GORDON, ERIC M.

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基-3-(4-苯基甲氧基苯基)丙酸甲酯 在 sodium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 22.0h， 生成 2S-benzoylamino-3-(4-benzyloxyphenyl)propionic acid
  参考文献：
  名称：

  Design, synthesis and evaluation of novel metalloproteinase inhibitors based on l-tyrosine scaffold

  摘要：

  A series of novel L-tyrosine derivatives were designed, synthesized and assayed for their inhibitory activities on matrix metalloproteinase 2 (MMP-2) and histone deacetylase 8 (HDAC-8). The results showed that these L-tyrosine derivatives exhibited inhibitory profiles against MMP-2 and HDAC-8. The compounds 6h (IC50 = 0.013 +/- 0.001 mu M) and 6j (IC50 = 0.017 +/- 0.001 mu M) were equal potent MMP-2 inhibitors to the positive control NNGH (IC50 = 0.014 +/- 0.001 mu M). As for HDAC-8 inhibition, some of the hydroxamate compounds, such as 6d (IC50 = 3.6 +/- 0.2 mu M) and 6c (IC50 = 5.8 +/- 0.5 mu M), were equal potent to the positive control SAHA (IC50 = 1.6 +/- 0.1 mu M). Structure-activity relationships were also briefly discussed. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.08.014

文献信息

• Novel compounds and compositions as protease inhibitors
  申请人：AXYS PHARMACEUTICALS, INC.

  公开号：US20020086996A1

  公开（公告）日：2002-07-04

  The present invention relates to novel N-cyanomethyl amides which are cysteine protease inhibitors, the pharmaceutically acceptable salts and N-oxides thereof, their uses as therapeutic agents and the methods of their making.

  本发明涉及一种新颖的N-氰甲基酰胺，它们是半胱氨酸蛋白酶抑制剂，以及它们的药用盐和N-氧化物，它们作为治疗剂的用途以及它们的制备方法。
• Acylalkylaminocarbonyl substituted amino and imino acid compounds
  申请人：E.R. Squibb & Sons, Inc.

  公开号：EP0103496A1

  公开（公告）日：1984-03-21

  This invention provides new compounds of the formula as more fully defined herein. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and, depending upon the definition of X, may also be useful as analgesics due to their enkephalinase inhibition activity.

  本发明提供了如下式的新化合物 的新化合物。由于这些化合物具有血管紧张素转换酶抑制活性，因此可用作降血压药，而且根据 X 的定义，由于它们具有脑啡肽酶抑制活性，因此也可用作镇痛药。
• Hydroxy substituted ureido amino and imino acids
  申请人：E.R. Squibb & Sons, Inc.

  公开号：EP0159156A1

  公开（公告）日：1985-10-23

  New compounds are disclosed having the formula wherein R1, R2, R3, n and X are as defined hereinafter. These new compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and. depending upon the definition of X, may also be useful as analgesics due to their enkephalinase inhibition activity.

  这些新化合物具有血管紧张素转换酶抑制活性，因此可用作降血压药；根据 X 的定义，它们还具有脑啡肽酶抑制活性，因此也可用作镇痛药。
• Davies, John S.; Higginbotham, Clement L.; Tremeer, E. John, Journal of the Chemical Society. Perkin transactions I, 1992, # 22, p. 3043 - 3048
  作者：Davies, John S.、Higginbotham, Clement L.、Tremeer, E. John、Brown, Charles、Treadgold, Richard C.

  DOI：——

  日期：——
• NATARAJAN, SESHA I.;GORDON, ERIC M.
  作者：NATARAJAN, SESHA I.、GORDON, ERIC M.

  DOI：——

  日期：——