1-<(4-hexyloxy)phenyl>-3-chloropropan-1-one | 102003-70-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-<(4-hexyloxy)phenyl>-3-chloropropan-1-one
• 英文别名: β-Chlor-4-hexyloxy-propiophenon；3-chloro-1-(4-(hexyloxy)phenyl)propan-1-one；3-Chlor-1-(4-hexyloxy-phenyl)-propan-1-on；3-Chloro-1-(4-hexoxyphenyl)propan-1-one
• CAS: 102003-70-3
• 化学式: C₁₅H₂₁ClO₂
• 分子量: 268.784
• InChiKey: CZXDEIOROSIDDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-<(4-hexyloxy)phenyl>-3-chloropropan-1-one 在 potassium tert-butylate 作用下， 以 乙醇 为溶剂， 生成 1-(4-Hexoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  3-Arylcyclohex-2-en-1-ones and 3,6-Diarylcyclohex-2-en-1-ones. New Liquid Crystalline Compounds

  摘要：

  带有一个或多个芳香环的环己烯-2-酮单元被证明可以提供一种新的体系，具有液晶特性；这些新的介质分子含有一个手性中心，该中心既邻近一个侧向偶极的羰基基团，又位于中央核心中。

  DOI：

  10.1246/cl.1993.1663
• 作为产物：
  描述：

  己基苯基醚 、 3-氯丙酰氯 在 三氯化铝 作用下， 以 正戊烷 为溶剂， 反应 24.0h， 生成 1-<(4-hexyloxy)phenyl>-3-chloropropan-1-one
  参考文献：
  名称：

  3-Arylcyclohex-2-en-1-ones and 3,6-Diarylcyclohex-2-en-1-ones. New Liquid Crystalline Compounds

  摘要：

  带有一个或多个芳香环的环己烯-2-酮单元被证明可以提供一种新的体系，具有液晶特性；这些新的介质分子含有一个手性中心，该中心既邻近一个侧向偶极的羰基基团，又位于中央核心中。

  DOI：

  10.1246/cl.1993.1663

文献信息

• Synthesis and mesogenic properties of 3,6-disubstituted cyclohex-2-en-1-ones
  作者：Roger Brettle、David A. Dunmur、Louise D. Farrand、Charles M. Marson

  DOI：10.1039/jm9960600747

  日期：——

  A series of 3,6-substituted cyclohex-2-en-l-ones have been prepared by an efficient convergent Robinson-type annulation route. The cyclohex-2-en-l-one ring is the basis of a novel mesogenic core and when substituted at the 6-position provides a chiral centre, which is adjacent to a strong transverse dipole moment. This system has the advantage that both of the two main features required for new electro-optical applications (a dipole for switching and a chiral centre to reduce the symmetry) are located in the molecular core. The synthesis and mesogenic properties of these novel enones are reported.

  通过一种高效的罗宾逊式环化聚合路线，我们制备出了一系列 3,6 取代的环己-2-烯-酮。环己-2-烯-l-酮环是一种新型介源核心的基础，当在 6 位被取代时，可提供一个手性中心，该中心邻近一个强横向偶极矩。该体系的优势在于，新的电光应用所需的两个主要特征（用于开关的偶极子和降低对称性的手性中心）都位于分子核心。本文报告了这些新型烯酮的合成和介原性质。
• Improvement of Pharmacological Properties of Irreversible Thyroid Receptor Coactivator Binding Inhibitors
  作者：Jong Yeon Hwang、Leggy A. Arnold、Fangyi Zhu、Aaron Kosinski、Thomas J. Mangano、Vincent Setola、Bryan L. Roth、R. Kiplin Guy

  DOI：10.1021/jm9002704

  日期：2009.7.9

  We have previously reported the discover), and preliminary structure activity relationships of a series of beta-aminoketones that disrupt the binding of coactivators to TR. However, the most active compounds had moderate inhibitory potency and relatively high cytotoxicity, resulting in narrow therapeutic index. Additionally, preliminary evaluation of in vivo toxicology revealed a significant dose related cardiotoxicity. Here we describe the improvement of pharmacological properties of thyroid hormone receptor coactivator binding inhibitors. A comprehensive Survey of the effects of substitutents in key areas of the molecule was carried out based on mechanistic insight from the earlier report. This study revealed that both electron withdrawing and hydrophobic substituents on the aromatic ring led to higher potency. On the other hand, moving from an alkyl to a sulfonyl alkyl side chain led to reduced cytotoxicity, Finally, utilization of airline moieties having low pK(a)'s resulted in lowered ion channel activity without any loss of pharmacological activity.
• HANNIG; SCHOBESS, Archiv der Pharmazie, 1962, vol. 295 /67, p. 241 - 243
  作者：HANNIG、SCHOBESS

  DOI：——

  日期：——
• Hannig,E., Pharmazie, 1962, vol. 17, p. 677 - 679
  作者：Hannig,E.

  DOI：——

  日期：——
• Profft; Jumar, Pharmazie, 1956, vol. 11, p. 313,315
  作者：Profft、Jumar

  DOI：——

  日期：——