(2S)-N1-(4-甲氧基苯基)-1,2-丙烷二胺 | 757976-21-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: (2S)-N1-(4-甲氧基苯基)-1,2-丙烷二胺
• 中文别名: myo-纤维醇,4-O-(4-甲氧苯基)甲基-1,3-O-亚甲基-2,6-二-O-(苯基甲基)-,乙酸酯
• 英文名称: (S)-2-(4-methoxy-phenylamino)-1-methyl-ethyl-amine trifluoroacetate
• 英文别名: (2S)-1-N-(4-methoxyphenyl)propane-1,2-diamine
• CAS: 757976-21-9
• 化学式: C₁₀H₁₆N₂O
• 分子量: 180.25
• InChiKey: BSYPFMFKYAMTDV-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  47.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S)-N1-(4-甲氧基苯基)-1,2-丙烷二胺 、 N-(biphenyl-3-yl)-L-leucine 在 WSC*HCl 、 1-羟基苯并三唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (2S)-N-[(2S)-1-(4-methoxyanilino)propan-2-yl]-4-methyl-2-(3-phenylanilino)pentanamide
  参考文献：
  名称：

  4-Aminophenoxyacetic acids as a novel class of reversible cathepsin K inhibitors

  摘要：

  We have designed and synthesized a novel series of 3-biphenylamino acid amides as cathepsin K inhibitors based on compound I. in these inhibitors, we have discovered 4-aminophenoxyacetic acids 43 and 47 with good IC50 values, although lipophilic groups are favorable for the hydrophobic S1' pocket. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.053
• 作为产物：
  描述：

  N-(4-甲氧基苯基)-2-硝基苯磺酰胺 在 potassium carbonate 、 苯硫酚 、 三苯基膦 、 三氟乙酸 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 生成 (2S)-N1-(4-甲氧基苯基)-1,2-丙烷二胺
  参考文献：
  名称：

  4-Aminophenoxyacetic acids as a novel class of reversible cathepsin K inhibitors

  摘要：

  We have designed and synthesized a novel series of 3-biphenylamino acid amides as cathepsin K inhibitors based on compound I. in these inhibitors, we have discovered 4-aminophenoxyacetic acids 43 and 47 with good IC50 values, although lipophilic groups are favorable for the hydrophobic S1' pocket. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.053

文献信息

• Inhibitors of cathepsin S
  申请人：Liu Hong

  公开号：US20050113356A1

  公开（公告）日：2005-05-26

  The present invention provides compounds, compositions and methods for the selective inhibition of cathepsin S. In a preferred aspect, cathepsin S is selectively inhibited in the presence of at least one other cathepsin isozyme. The present invention also provides methods for treating a disease state in a subject by selectively inhibiting cathepsin S.

  本发明提供了一种选择性抑制蛋白酶S的化合物、组合物和方法。在一个优选方面，当至少存在另一种蛋白酶同工酶时，选择性抑制蛋白酶S。本发明还提供了通过选择性抑制蛋白酶S治疗主体疾病状态的方法。
• INHIBITORS OF CATHEPSIN S
  申请人：Liu Hong

  公开号：US20070123523A1

  公开（公告）日：2007-05-31

  The present invention provides compounds, compositions and methods for the selective inhibition of cathepsin S. In a preferred aspect, cathepsin S is selectively inhibited in the presence of at least one other cathepsin isozyme. The present invention also provides methods for treating a disease state in a subject by selectively inhibiting cathepsin S.

  本发明提供了一种选择性抑制蛋白酶S的化合物、组合物和方法。在一种优选方面，当存在至少一种其他蛋白酶同工酶时，选择性地抑制蛋白酶S。本发明还提供了通过选择性抑制蛋白酶S治疗主体的疾病状态的方法。
• Arylaminoethyl amides as noncovalent inhibitors of cathepsin S. Part 2: Optimization of P1 and N-aryl
  作者：Phillip B. Alper、Hong Liu、Arnab K. Chatterjee、KhanhLinh T. Nguyen、David C. Tully、Christine Tumanut、Jun Li、Jennifer L. Harris、Tove Tuntland、Jonathan Chang、Perry Gordon、Thomas Hollenbeck、Donald S. Karanewsky

  DOI：10.1016/j.bmcl.2005.12.056

  日期：2006.3

  A systematic study of anilines led to the discovery of a metabolically robust fluoroindoline replacement for the alkoxy aniline toxicophore in 1. Investigations of the PI pocket resulted in the discovery of a wide tolerance of functionality leading to the discovery of 11 as a potent and selective inhibitor of cathepsin S. (C) 2005 Elsevier Ltd. All rights reserved.
• [EN] INHIBITORS OF CATHEPSIN S<br/>[FR] INHIBITEURS DE LA CATHEPSINE S
  申请人：IRM LLC

  公开号：WO2005018568A3

  公开（公告）日：2005-09-09
• Synthesis and evaluation of arylaminoethyl amides as noncovalent inhibitors of cathepsin S. Part 3: Heterocyclic P3
  作者：David C. Tully、Hong Liu、Phil B. Alper、Arnab K. Chatterjee、Robert Epple、Michael J. Roberts、Jennifer A. Williams、KhanhLinh T. Nguyen、David H. Woodmansee、Christine Tumanut、Jun Li、Glen Spraggon、Jonathan Chang、Tove Tuntland、Jennifer L. Harris、Donald S. Karanewsky

  DOI：10.1016/j.bmcl.2005.12.095

  日期：2006.4

  A series of N-alpha-2-benzoxazolyl-alpha-amino acid-(arylaminoethyl)amides were identified as potent, selective, and noncovalent inhibitors of cathepsin S. Structure-activity relationships including strategies for modulating the selectivities among cathepsins S, K, and L, and in vivo pharmacokinetics are discussed. A X-ray structure of compound 3 bound to the active site of cathepsin S is also reported. (C) 2006 Elsevier Ltd. All rights reserved.