3-(4-甲氧基苯基)环戊酮 | 116526-34-2

• 物质功能分类: 有机原料 - 酮类化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 3-(4-甲氧基苯基)环戊酮
• 英文名称: 3-(4-methoxyphenyl)cyclopentanone
• 英文别名: 3-(4-methoxyphenyl)-1-cyclopentanone；3-(4-methoxyphenyl)cyclopentan-1-one
• CAS: 116526-34-2
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: BXVGGHJBRCDSGU-UHFFFAOYSA-N

物化性质

• 熔点：
  47-49 °C
• 沸点：
  319.3±42.0 °C(Predicted)
• 密度：
  1.097±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  3-(4-甲氧基苯基)环戊酮 在 palladium dihydroxide 硫酸 、 氢气 、 三溴化硼 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， -78.0~25.0 ℃ 、275.79 kPa 条件下， 反应 94.0h， 生成 1-<(methoxycarbonyl)methyl>-3-(4-hydroxyphenyl)cyclopentane
  参考文献：
  名称：

  The development of a novel series of (quinolin-2-ylmethoxy)phenyl-containing compounds as high-affinity leukotriene receptor antagonists. 3. Structural variation of the acidic side chain to give antagonists of enhanced potency

  摘要：

  This paper is the third in a series outlining the development of orally active sulfido peptide leukotriene antagonists containing a (quinolin-2-ylmethoxy)phenyl moiety. In this work the systematic variation of the acid side chain substituents led to dramatic and reproducible changes in the oral activity of these compounds, presumably due to alterations in their pharmacokinetic properties. The most potent compound identified, 5-[4-[4-(quinolin-2-yl-methoxy)phenyl]-3-methylbutyl]tetrazole (32), represents a convergence of good in vitro antagonist activity and a 3-10-fold improvement in oral potency over the current clinical candidate 2. The new findings from these optimization studies are as follows: oxygen substitution in the acid side chain was not necessary for antagonist activity, in vitro and in vivo activity was enhanced by alkyl or phenyl substitution on the gamma-carbon of the acid side chain of para-substituted (quinolin-2-ylmethoxy)phenyl derivatives, and free rotation about the side chain carbon atom adjacent to the (quinolin-2-ylmethoxy)phenyl ring was required for activity. The lead compound of this report (32) is a competitive inhibitor of [3H]LTD4 binding to receptor membrane purified from guinea pig lung (Ki = 12 +/- 3 nM) and of the spasmogenic activity of LTC4, LTD4, and LTE4 in guinea pig lung strip. Dosed orally in guinea pigs, this compound blocks LTD4-induced bronchoconstriction (ED50 0.8 mg/kg) and antigen-induced systemic anaphylaxis (ED50 = 1.2 mg/kg).

  DOI：

  10.1021/jm00172a024
• 作为产物：
  描述：

  3-乙氧基-2-环戊烯酮 在 palladium 10% on activated carbon 氢气 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 为溶剂， 反应 2.0h， 生成 3-(4-甲氧基苯基)环戊酮
  参考文献：
  名称：

  [EN] CYCLIC AMINE SUBSTITUTED OXAZOLIDINONE CETP INHIBITOR
  [FR] INHIBITEUR DE CETP SUBSTITUÉ PAR DES AMINES CYCLIQUES À BASE D'OXAZOLIDINONE

  摘要：

  具有公式I结构的化合物，包括这些化合物的药用盐，是CETP抑制剂，可用于提高HDL胆固醇，降低LDL胆固醇，并用于治疗或预防动脉粥样硬化。在公式I的化合物中，A3是一个取代苯基或茚基。公式（I）。

  公开号：

  WO2012058187A1

文献信息

• Cycloalkyl alkanoic acids as integrin receptor antagonists derivatives
  申请人：——

  公开号：US20040092538A1

  公开（公告）日：2004-05-13

  The present invention relates to a class of compounds represented by the Formula I 1 or a pharmaceutically acceptable salt thereof, pharmaceutical compositions comprising compounds of the Formula I, and methods of selectively inhibiting or antagonizing the &agr; v &bgr; 3 and/or &agr; v &bgr; 5 integrin.

  本发明涉及一类由公式I代表的化合物 1 或其药用可接受的盐，包含公式I化合物的药物组合物，以及选择性地抑制或拮抗α v β 3 和/或α v β 5 整合素的方法。
• Triazolium Salts as Appropriate Catalytic Scaffolds for 1,4-Additions to α,β-Unsaturated Carbonyls
  作者：Ielyzaveta Bratko、Gregorio Guisado-Barrios、Isabelle Favier、Sonia Mallet-Ladeira、Emmanuelle Teuma、Eduardo Peris、Montserrat Gómez

  DOI：10.1002/ejoc.201301220

  日期：2014.4

  containing a rigid dihydroanthracenyl skeleton are suitable precursors for both organometallic and organo-based catalysts. A Rh–carbene complex and the triazolium salt efficiently catalyzed the 1,4-additions of C- and heterodonor reagents to α,β-unsaturated carbonyl substrates, respectively.

  含有刚性二氢蒽基骨架的 1,2,3-三唑衍生物是有机金属和有机基催化剂的合适前体。Rh-卡宾配合物和三唑鎓盐分别有效地催化 C-和杂供体试剂与 α,β-不饱和羰基底物的 1,4-加成反应。
• pH-Dependent conjugate addition of arylboronic acids to α,β-unsaturated enones catalyzed by a reusable palladium(II)/cationic 2,2′-bipyridyl system in water under air
  作者：Shao-Hsien Huang、Tzu-Min Wu、Fu-Yu Tsai

  DOI：10.1002/aoc.1654

  日期：2010.9

  A reusable Pd(NH3)2Cl2/cationic 2,2′‐bipyridyl system for the catalysis of the conjugate addition of arylboronic acids to α,β‐unsaturated enones in water under air was developed. Addition of arylboronic acids to both cyclic and acyclic enones progressed smoothly, providing the products in good to high yields, the best result being obtained when HBF4 was used to adjust the pH value to 1.0. After the

  开发了一种可重复使用的Pd（NH 3）2 Cl 2 /阳离子2,2'-联吡啶基体系，用于在空气中催化芳基硼酸向水中α，β-不饱和烯酮的共轭加成反应。芳基硼酸在环状和无环烯酮中的添加均进展顺利，提供了高至高收率的产物，当使用HBF 4将pH值调节至1.0时可获得最佳结果。反应后，残留的水溶液可以重复使用几次，使反应更环保，并减少了贵金属的浪费。版权所有©2010 John Wiley＆Sons，Ltd.
• [EN] BCL-2 INHIBITOR<br/>[FR] INHIBITEUR DE BCL -2
  申请人：BEIGENE LTD

  公开号：WO2021208963A1

  公开（公告）日：2021-10-21

  Disclosed herein is a compound of Formula (I) for inhibiting both Bcl-2 wild type and mutated Bcl-2, in particular, Bcl-2 G101V and D103Y, and a method of using the compound disclosed herein for treating dysregulated apoptotic diseases.

  本文披露了一种用于抑制Bcl-2野生型和突变型Bcl-2（特别是Bcl-2 G101V和D103Y）的化合物（I）以及使用本文披露的该化合物治疗失调的凋亡性疾病的方法。
• Ligand- and Base-Free Pd(II)-Catalyzed Controlled Switching between Oxidative Heck and Conjugate Addition Reactions
  作者：Sarah E. Walker、Julian Boehnke、Pauline E. Glen、Steven Levey、Lisa Patrick、James A. Jordan-Hore、Ai-Lan Lee

  DOI：10.1021/ol400539h

  日期：2013.4.19

  solvent allows controlled and efficient switching between oxidative Heck and conjugate addition reactions on cyclic Michael acceptor substrates, catalyzed by a cationic Pd(II) catalyst system. Both reactions are ligand- and base-free and tolerant of air and moisture, and the controlled switching sheds light on some of the factors which favor one reaction over the other.

  简单地改变溶剂即可在阳离子Pd（II）催化剂体系的催化下，在环迈克尔受体底物上的氧化Heck反应和共轭加成反应之间进行受控且有效的转换。两种反应均不含配体和碱，并且耐空气和湿气，并且受控的转换揭示了一些有利于一种反应优于另一种的因素。