(3-iodophenyl)(4-methoxyphenyl)methanone | 908368-69-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3-iodophenyl)(4-methoxyphenyl)methanone
• 英文别名: (3-iodophenyl)-(4-methoxyphenyl)methanone
• CAS: 908368-69-4
• 化学式: C₁₄H₁₁IO₂
• mdl: MFCD07775709
• 分子量: 338.145
• InChiKey: QPTWIAKIUKBUDP-UHFFFAOYSA-N

物化性质

• 熔点：
  95.5-96.5 °C(Solv: acetone (67-64-1); hexane (110-54-3))
• 沸点：
  424.7±30.0 °C(Predicted)
• 密度：
  1.582±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 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-iodophenyl)(4-methoxyphenyl)methanone 在 氢溴酸 、 溶剂黄146 作用下， 反应 24.0h， 以80%的产率得到(4-hydroxyphenyl)(3-iodophenyl)methanone
  参考文献：
  名称：

  Synthesis and biological evaluation of XB-1 analogues as novel histamine H3 receptor antagonists and neuroprotective agents

  摘要：

  一类新型H3受体拮抗剂——基于苯并酮或氧二苯结构的XB-1类似物被合成，并评估了它们的生物活性，以确定它们对Aβ25–35诱导的原代皮层神经元损伤和谷氨酸诱导的原代小脑颗粒神经元损伤的体外神经保护作用。结果表明，所有测试的类似物在0.1 μM或1 μM浓度下均显示出神经保护活性。这些发现可能为开发具有潜在神经保护活性新型有前景的H3受体拮抗剂提供新思路。

  DOI：

  10.1039/c3ra46392c
• 作为产物：
  描述：

  3-碘苯甲酸 在 三氯化铝 、 氯化亚砜 作用下， 反应 28.0h， 生成 (3-iodophenyl)(4-methoxyphenyl)methanone
  参考文献：
  名称：

  Nonsteroidal Benzophenone-Containing Analogues of Cholesterol

  摘要：

  The four benzophenones, 10-13, containing the natural side chain of cholesterol (1) have been synthesized to explore whether the tetracyclic nucleus of 1 is essential for its biochemical properties. The syntheses of analogues 10, 11, and 13 feature efficient introduction of the alkyl side chain by Suzuki coupling. Preliminary biochemical evaluation of 10 and 12 suggests that the sterol tetracyclic nucleus is not required for biological compatibility with 1.

  DOI：

  10.1021/jo060481q

文献信息

• Regio- and diastereoselective Pd-catalyzed synthesis of C2-aryl glycosides
  作者：Juba Ghouilem、Rémi Franco、Pascal Retailleau、Mouad Alami、Vincent Gandon、Samir Messaoudi

  DOI：10.1039/d0cc02175j

  日期：——

  An efficient regio- and diastereoselective arylation method of readily available 2,3-glycals with various aryl iodides has been established. Using the Pd(OAc)2/AsPh3 precatalytic system, this protocol proved to be general to prepare a variety of substituted C2-aryl glycosides in good yields with complete diastereoselectivity.

  已经建立了一种有效的区域和非对映选择性芳基化方法，该方法易于获得的2,3-乙二醇与各种芳基碘化物。使用Pd（OAc）2 / AsPh 3预催化系统，该方案被证明是制备具有良好非对映选择性的高收率的各种取代的C2-芳基糖苷的通用方法。
• Synthesis and biological evaluation of negative allosteric modulators of the Kv11.1(hERG) channel
  作者：Zhiyi Yu、Jacobus P.D. van Veldhoven、Ingrid M.E. 't Hart、Adrian H. Kopf、Laura H. Heitman、Adriaan P. IJzerman

  DOI：10.1016/j.ejmech.2015.10.032

  日期：2015.12

  We synthesized and evaluated a series of compounds for their allosteric modulation at the K(v)11.1 (hERG) channel. Most compounds were negative allosteric modulators of [H-3]dofetilide binding to the channel, in particular 7f, 7h-j and 7p. Compounds 7f and 7p were the most potent negative allosteric modulators amongst all ligands, significantly increasing the dissociation rate of dofetilide in the radioligand kinetic binding assay, while remarkably reducing the affinities of dofetilide and astemizole in a competitive displacement assay. Additionally, both 7f and 7p displayed peculiar displacement characteristics with Hill coefficients significantly distinct from unity as shown by e.g., dofetilide, further indicative of their allosteric effects on dofetilide binding. Our findings in this investigation yielded several promising negative allosteric modulators for future functional and clinical research with respect to their antiarrhythmic propensities, either alone or in combination with known K(v)11.1 blockers. (C) 2015 Elsevier Masson SAS. All rights reserved.