tert-butyl (2-((4-methoxyphenyl)amino)ethyl)carbamate | 660413-89-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: tert-butyl (2-((4-methoxyphenyl)amino)ethyl)carbamate
• 英文别名: [2-(4-Methoxy-phenylamino)-ethyl]-carbamic acid tert-butyl ester；tert-butyl N-[2-(4-methoxyanilino)ethyl]carbamate
• CAS: 660413-89-8
• 化学式: C₁₄H₂₂N₂O₃
• 分子量: 266.34
• InChiKey: YVMHFKVRVXOTCZ-UHFFFAOYSA-N

物化性质

• 沸点：
  427.4±30.0 °C(Predicted)
• 密度：
  1.090±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  59.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl (2-((4-methoxyphenyl)amino)ethyl)carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 N-(4-甲氧基苯基)乙二胺
  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
• 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 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 tert-butyl (2-((4-methoxyphenyl)amino)ethyl)carbamate
  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

• Discovery of N-(2-aminoethyl)-N-benzyloxyphenyl benzamides: New potent Trypanosoma brucei inhibitors
  作者：Andriy Buchynskyy、J. Robert Gillespie、Matthew A. Hulverson、Joshua McQueen、Sharon A. Creason、Ranae M. Ranade、Nicole A. Duster、Michael H. Gelb、Frederick S. Buckner

  DOI：10.1016/j.bmc.2016.11.019

  日期：2017.3

  A phenotypic screen of a compound library for antiparasitic activity on Trypanosoma brucei, the causative agent of Human African Trypanosomiasis (HAT), led to the identification of N-(2-aminoethyl)-N-phenyl benzamides as a starting point for hit-to-lead medicinal chemistry. Eighty two analogues were prepared, which led to the identification of a set of highly potent N-(2-aminoethyl)-N-benzyloxyphenyl benzamides with the most potent compound 73 having an in vitro EC50 = 0.001 mu M. The compounds displayed drug like properties when tested in a number of in vitro assays. Compound 73 was orally bioavailable and displayed good plasma and brain exposure in mice, cured 2 out of 3 mice infected with Trypanosoma brucei in acute model when dosed orally at 50 mg/kg once per day for 4 days. Given its potent antiparasitic properties and its ease of synthesis, compound 73 represents a potential lead for the development of drug to treat Human African Trypanosomiasis. (C) 2016 Elsevier Ltd. All rights reserved.
• Discovery and Development of First-in-Class ACKR3/CXCR7 Superagonists for Platelet Degranulation Modulation
  作者：Alp Bayrak、Florian Mohr、Kyra Kolb、Martyna Szpakowska、Ekaterina Shevchenko、Valerie Dicenta、Anne-Katrin Rohlfing、Mark Kudolo、Tatu Pantsar、Marcel Günther、Agnieszka A. Kaczor、Antti Poso、Andy Chevigné、Thanigaimalai Pillaiyar、Meinrad Gawaz、Stefan A. Laufer

  DOI：10.1021/acs.jmedchem.2c01198

  日期：2022.10.13