1-[4-(己氧基)苯基]甲胺 | 4950-91-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-[4-(己氧基)苯基]甲胺
• 英文名称: [4-(hexyloxy)phenyl]methanamine
• 英文别名: 4-hexyloxybenzylamine；(4-hexoxyphenyl)methanamine
• CAS: 4950-91-8
• 化学式: C₁₃H₂₁NO
• 分子量: 207.316
• InChiKey: ACNSGHYWIIECBM-UHFFFAOYSA-N

物化性质

• 沸点：
  315.9±17.0 °C(Predicted)
• 密度：
  0.959±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-[4-(己氧基)苯基]甲胺 在 盐酸 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 生成
  参考文献：
  名称：

  Lipophilicity-related inhibition of blood platelet aggregation by nipecotic acid anilides

  摘要：

  Using N-[4-(hexyloxy)phenyl]piperidine-3-carboxamide (17c) as a structural lead, a number of isomers, derivatives, and ring-opened analogs were synthesized and tested for their ability to block the in vitro aggregation of human platelets induced by adenosine 5'-diphosphate (ADP). For the most active compounds, inhibition of the platelet aggregation triggered by arachidonic acid (AA) and ADP-induced intraplatelet calcium mobilization was also demonstrated. Based on quantitative structure-activity relationships (QSARs), we proved the impact of hydrophobicity on antiplatelet activity by a nonlinear (parabolic or bilinear) relationship between pIC(50) and lipophilicity, as assessed by RP-HPLC capacity factors and Clog P (i.e. calculated 1-octanol-water partition coefficients). This study highlighted the following additional SARs: quasi-isolipophilic isomers of 17c (isonipecotanilides and pipecolinanilides) and ring-opened analogs (e.g. anilide of beta-alanine) exhibited lower antiplatelet activity; methylation of the piperidine nitrogen of 17c has no effect, whereas alkylation with an n-propyl group decreases the activity by a factor of approximately 2, most likely due to a conformation-dependent decrease in lipophilicity. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ejps.2004.03.003
• 作为产物：
  描述：

  对(己氧基)苄腈 在 甲烷 、 钯 氢气 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以67%的产率得到1-[4-(己氧基)苯基]甲胺
  参考文献：
  名称：

  Lipophilicity-related inhibition of blood platelet aggregation by nipecotic acid anilides

  摘要：

  Using N-[4-(hexyloxy)phenyl]piperidine-3-carboxamide (17c) as a structural lead, a number of isomers, derivatives, and ring-opened analogs were synthesized and tested for their ability to block the in vitro aggregation of human platelets induced by adenosine 5'-diphosphate (ADP). For the most active compounds, inhibition of the platelet aggregation triggered by arachidonic acid (AA) and ADP-induced intraplatelet calcium mobilization was also demonstrated. Based on quantitative structure-activity relationships (QSARs), we proved the impact of hydrophobicity on antiplatelet activity by a nonlinear (parabolic or bilinear) relationship between pIC(50) and lipophilicity, as assessed by RP-HPLC capacity factors and Clog P (i.e. calculated 1-octanol-water partition coefficients). This study highlighted the following additional SARs: quasi-isolipophilic isomers of 17c (isonipecotanilides and pipecolinanilides) and ring-opened analogs (e.g. anilide of beta-alanine) exhibited lower antiplatelet activity; methylation of the piperidine nitrogen of 17c has no effect, whereas alkylation with an n-propyl group decreases the activity by a factor of approximately 2, most likely due to a conformation-dependent decrease in lipophilicity. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ejps.2004.03.003

文献信息

• Ionic metallomesogens derived from silver(I) bis-amine complexes: Structure and mesogenic behavior
  作者：María del Carmen Lequerica、María Jesús Baena、Pablo Espinet

  DOI：10.1016/j.ica.2007.11.033

  日期：2008.6

  Abstract Complexes [Ag(NH 2 R) 2 ]X, (X = NO 3 , R = –C 6 H 4 –C n H 2 n +1 - p , –C 6 H 4 –O–C n H 2 n +1 - p , –CH 2 –C 6 H 4 –O–C n H 2 n +1 - p , n = 6, 8, 10, 12, 14; X = BF 4 , R = –CH 2 –C 6 H 4 –O–C n H 2 n +1 - p , n = 6, 8, 10, 12, 14; X = OAc, R = –CH 2 -C 6 H 4 –O–C 10 H 21 - p ; X = CF 3 SO 3 , R = –CH 2 –C 6 H 4 –O–C 10 H 21 - p ) have been prepared. They all show S A mesophases corresponding

  摘要[Ag（NH 2 R）2] X，（X = NO 3，R = –C 6 H 4 –C n H 2 n +1-p，–C 6 H 4 –O–C n H 2 n +1-p，–CH 2 –C 6 H 4 –OC–C n H 2 n +1-p，n = 6，8，10，12，14; X = BF 4，R = –CH 2 –C 6 H 4 -OC n H 2 n +1-p，n = 6、8、10、12、14； X = OAc，R = -CH 2 -C 6 H 4 -OC 10 H 21- p； X ＝ CF 3 SO 3，R ＝ -CH 2 -C 6 H 4 -OC-C 10 H 21 -p）。它们都显示出与固态已经存在的两种结构相对应的SA中间相。烷基苯胺和烷氧基苯胺衍生物采用双层结构，其中阳离子具有扩展的中心对称构象。苄胺衍生物含有U型阳离子，形成一个双层结构，该结构允许分子的有机部分与无机Ag +（阴离子）部分发生微分离。
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  公开号：US20150361077A1

  公开（公告）日：2015-12-17

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• Aminoquinazoline compounds having anti-inflammatory, antifungal, antiparasitic, and anticancer activity
  申请人：Wellstat Therapeutics Corporation

  公开号：US10934284B2

  公开（公告）日：2021-03-02

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• Antiprotozoal quinones. II. Synthesis of 4-amino-1,2-naphthoquinones and related compounds as potential antimalarials
  作者：F. J. Bullock、J. F. Tweedie、D. D. McRitchie、M. A. Tucker

  DOI：10.1021/jm00295a025

  日期：1970.1