3-[(1-萘基甲基)氨基]-1-丙醇 | 14131-11-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 3-[(1-萘基甲基)氨基]-1-丙醇
• 英文名称: N--3-amino-propanol-(1)
• 英文别名: 1-(3-Hydroxypropylaminomethyl)-naphthalin；3-[(1-Naphthylmethyl)amino]propan-1-OL；3-(naphthalen-1-ylmethylamino)propan-1-ol
• CAS: 14131-11-4
• 化学式: C₁₄H₁₇NO
• mdl: MFCD04567309
• 分子量: 215.295
• InChiKey: ZTOYLCZWOWPRLO-UHFFFAOYSA-N

物化性质

• 沸点：
  122-132 °C(Press: 60 Torr)
• 密度：
  1.100±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2922199090

反应信息

• 作为反应物：
  描述：

  3-[(1-萘基甲基)氨基]-1-丙醇 在 氯化亚砜 作用下， 以 正己烷 、 氯仿 为溶剂， 生成 N--3-chlor-propylamin
  参考文献：
  名称：

  混合双功能。多核芳烃的2-氯乙基硫化物衍生物的抗肿瘤特性。

  摘要：

  DOI：

  10.1021/jm00313a007
• 作为产物：
  描述：

  1-萘甲醛 、 3-氨基-1-丙醇 在 三乙酰氧基硼氢化钠 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 6.0h， 生成 3-[(1-萘基甲基)氨基]-1-丙醇
  参考文献：
  名称：

  Discovery of phosphoinositide 3-kinases (PI3K) p110β isoform inhibitor 4-[2-hydroxyethyl(1-naphthylmethyl)amino]-6-[(2S)-2-methylmorpholin-4-yl]-1H-pyrimidin-2-one, an effective antithrombotic agent without associated bleeding and insulin resistance

  摘要：

  Structure-based evolution of the original fragment leads resulted in the identification of 4-[2-hydroxyethyl(1-naphthylmethyl)amino]-6-[(2S)-2-methylmorpholin-4-yl]-1H-pyrimidin-2-one, (S)-21, a potent, selective phosphoinositide 3-kinases (PI3K) p110 beta isoform inhibitor with favourable in vivo antiplatelet effect. Despite its antiplatelet action, (S)-21 did not significantly increase bleeding time in dogs. Additionally, due to its enhanced selectivity over p110 alpha, (S)-21 did not induce any insulin resistance in rats. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.102

文献信息

• Mixed Bifunctionality. Antitumor Properties of 2-Chloroethyl Sulfide Derivatives of Polynuclear Aromatic Hydrocarbons
  作者：Richard M. Peck、Anna P. O'Connell、Hugh J. Creech

  DOI：10.1021/jm00313a007

  日期：1967.1.1
• Discovery of phosphoinositide 3-kinases (PI3K) p110β isoform inhibitor 4-[2-hydroxyethyl(1-naphthylmethyl)amino]-6-[(2S)-2-methylmorpholin-4-yl]-1H-pyrimidin-2-one, an effective antithrombotic agent without associated bleeding and insulin resistance
  作者：Fabrizio Giordanetto、Andreas Wållberg、Saswati Ghosal、Tommy Iliefski、Johan Cassel、Zhong-Qing Yuan、Henrik von Wachenfeldt、Søren M. Andersen、Tord Inghardt、Anders Tunek、Sven Nylander

  DOI：10.1016/j.bmcl.2012.08.102

  日期：2012.11

  Structure-based evolution of the original fragment leads resulted in the identification of 4-[2-hydroxyethyl(1-naphthylmethyl)amino]-6-[(2S)-2-methylmorpholin-4-yl]-1H-pyrimidin-2-one, (S)-21, a potent, selective phosphoinositide 3-kinases (PI3K) p110 beta isoform inhibitor with favourable in vivo antiplatelet effect. Despite its antiplatelet action, (S)-21 did not significantly increase bleeding time in dogs. Additionally, due to its enhanced selectivity over p110 alpha, (S)-21 did not induce any insulin resistance in rats. (C) 2012 Elsevier Ltd. All rights reserved.