2-[(1,1'-biphenyl)-2-yloxy]propanoic acid | 119411-78-8

• 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: 2-[(1,1'-biphenyl)-2-yloxy]propanoic acid
• 英文别名: 2-(biphenyl-2-yloxy)propionic acid；2-biphenyl-2-yloxy-propionic acid；2-Biphenyl-2-yloxy-propionsaeure；2-(2-Phenylphenoxy)propanoic acid
• CAS: 119411-78-8
• 化学式: C₁₅H₁₄O₃
• mdl: MFCD07186349
• 分子量: 242.274
• InChiKey: LHACJRMZSJGCFY-UHFFFAOYSA-N

物化性质

• 熔点：
  135-137 °C(Solv: ligroine (8032-32-4); benzene (71-43-2))
• 沸点：
  378.6±17.0 °C(Predicted)
• 密度：
  1.171±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  2-[(1,1'-biphenyl)-2-yloxy]propanoic acid 在 草酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 2-biphenyl-2-yloxy-propionyl chloride
  参考文献：
  名称：

  α₂-Adrenoreceptors Profile Modulation. 2. Biphenyline Analogues as Tools for Selective Activation of the α_2C-Subtype

  摘要：

  A series of derivatives structurally related to biphenyline (3) was designed with the aim to modulate selectivity toward the alpha(2)-AR subtypes. The results obtained demonstrated that the presence of a correctly oriented function with positive electronic effect (+sigma) in portion X of the ligands is an important factor for significant alpha(2C)-subtype selectivity (imidazolines 5, 13, 16, and 19). Homology modeling and docking studies support experimental data and highlight the crucial role for the hydrogen bond between the pyridine nitrogen in. position 3 of 5 and the NH-indole ring of Trp6.48, which is favorably oriented in the alpha(2C)-subtype, only.

  DOI：

  10.1021/jm0408215
• 作为产物：
  描述：

  邻苯基苯酚 、 2-溴丙酸乙酯 在 乙醇 、 sodium ethanolate 作用下， 生成 2-[(1,1'-biphenyl)-2-yloxy]propanoic acid
  参考文献：
  名称：

  Kurihara et al., Tohoku Yakka Daigaku Kiyo, 1958, # 5, p. 27,33

  摘要：

  DOI：

文献信息

• A New Method for Production of Chiral 2-Aryloxypropanoic Acids Using Effective Kinetic Resolution of Racemic 2-Aryloxycarboxylic Acids
  作者：Isamu Shiina、Atsushi Tengeiji、Kenya Nakata、Keisuke Ono

  DOI：10.3987/com-12-s(n)79

  日期：——

  We report a novel method for the preparation of 2-aryloxypropanoic acids by kinetic resolution of racemic 2-aryloxypropanoic acids using enantioselective esterification. The usage of pivalic anhydride (Piv(2)O) as an activating agent, bis(alpha-naphthyl)methanol ((alpha-Np)(2)CHOH) as an achiral alcohol, and (+)-benzotetramisole ((+)-BTM) as a chiral acyl-transfer catalyst enables the effective separation of various racemic 2-aryloxypropanoic acids to afford optically active carboxylic acids and the corresponding esters with high enantioselectivities. Furthermore, theoretical calculations of the transition states required to form the chiral esters successfully proved the enantiomer recognition mechanism of the asymmetric esterification.
• Substituted 2-Phenoxypropionic and -butyric Acids and Derivatives
  作者：E. Magnien、F. Testa、S. L. Shapiro

  DOI：10.1021/jm00321a062

  日期：1966.5
• Pyrimidinderivate, ihre Herstellung und Medikamente, die diese Derivate enthalten
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0257378B1

  公开（公告）日：1991-07-03
• US4851519A
  申请人：——

  公开号：US4851519A

  公开（公告）日：1989-07-25
• US5010060A
  申请人：——

  公开号：US5010060A

  公开（公告）日：1991-04-23