2,3-二溴-3-[2]萘基-丙酸 | 872796-83-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2,3-二溴-3-[2]萘基-丙酸
• 英文名称: 2,3-dibromo-3-[2]naphthyl-propionic acid
• 英文别名: 2,3-Dibrom-3-[2]naphthyl-propionsaeure；2,3-Dibromo-3-naphthalen-2-ylpropanoic acid
• CAS: 872796-83-3
• 化学式: C₁₃H₁₀Br₂O₂
• 分子量: 358.029
• InChiKey: LHNANIQFPWDCNO-UHFFFAOYSA-N

物化性质

• 沸点：
  420.2±45.0 °C(Predicted)
• 密度：
  1.836±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-二溴-3-[2]萘基-丙酸 在 氢氧化钾 作用下， 生成 3-(2-萘基)-2-丙炔酸
  参考文献：
  名称：

  由芳基丙酸制备多环芳烃

  摘要：

  DOI：

  10.1039/jr9540003659
• 作为产物：
  描述：

  (E)-3-(萘-2-基)丙烯酸 在 溴 作用下， 生成 2,3-二溴-3-[2]萘基-丙酸
  参考文献：
  名称：

  由芳基丙酸制备多环芳烃

  摘要：

  DOI：

  10.1039/jr9540003659

文献信息

• Palladium(0)-Catalyzed Methylenecyclopropanation of Norbornenes with Vinyl Bromides
  作者：Jiangang Mao、Weiliang Bao

  DOI：10.1021/ol500829t

  日期：2014.5.16

  Highly strained methylenecyclopropane derivatives have been achieved via a novel and efficient Pd(0)-catalyzed domino reaction. The formal [2 + 1] cycloaddition reaction of vinyl bromides to norbornenes involves a Heck-type coupling and a C(sp2)–H bond activation.

  通过新的有效的Pd（0）催化的多米诺反应，已实现了高应变的亚甲基环丙烷衍生物。乙烯基溴与降冰片烯的正式[2 +1]环加成反应涉及Heck型偶联和C（sp 2）–H键活化。
• An Efficient Microwave-Promoted Route to (Z)-Stilbenes from trans-Cinnamic Acids: Synthesis of Combretastatin A-4 and Analogues
  作者：Sylvain Rault、Marc-Antoine Bazin、Marie Jouanne、Hussein El-Kashef

  DOI：10.1055/s-0029-1217981

  日期：2009.10

  cis-Stilbenes were synthesized from trans-cinnamic acids, involving ethylenic-bond bromination and a subsequent one-pot microwave-promoted stereoselective debrominative decarboxylation-Suzuki cross-coupling strategy. This sequence represents a useful way to prepare a variety of combretastatin A-4 derivatives.

  顺式二苯乙烯由反式肉桂酸合成，涉及烯键溴化和随后的一锅微波促进立体选择性脱溴脱羧-铃木交叉偶联策略。该序列代表了制备多种考布他汀 A-4 衍生物的有用方法。
• Jensen et al., Acta Chemica Scandinavica (1947), 1952, vol. 6, p. 180,186
  作者：Jensen et al.

  DOI：——

  日期：——
• Hydroxamic acid inhibitors of 5-lipoxygenase: quantitative structure-activity relationships
  作者：James B. Summers、Ki H. Kim、Hormoz Mazdiyasni、James H. Holms、James D. Ratajczyk、Andrew O. Stewart、Richard D. Dyer、George W. Carter

  DOI：10.1021/jm00165a017

  日期：1990.3

  An evaluation of the quantitative structure-activity relationships (QSAR) for more than 100 hydroxamic acids revealed that the primary physicochemical feature influencing the in vitro 5-lipoxygenase inhibitory potencies of these compounds is the hydrophobicity of the molecule. A significant correlation was observed between the octanol-water partition coefficient of the substituent attached to the carbonyl of the hydroxamate and in vitro inhibitory activity. This correlation held for hydroxamic acids of diverse structure and with potencies spanning 4 orders of magnitude. Although the hydrophobicity may be packaged in a variety of structural ways and still correlate with potency, the QSAR study revealed two major exceptions. Specifically, the hydrophobicity of portions of compounds in the immediate vicinity of the hydroxamic acid functionality does not appear to contribute to increased inhibition and the hydrophobicity of fragments beyond approximately 12 A from the hydroxamate do not influence potency. The QSAR study also demonstrated that inhibitory activity was enhanced when there was an alkyl group on the hydroxamate nitrogen, when electron-withdrawing substituents were present and when the hydroxamate was conjugated to an aromatic system. These observations provide a simple description of the lipoxygenase-hydroxamic acid binding site.
• US3987116A
  申请人：——

  公开号：US3987116A

  公开（公告）日：1976-10-19