2-(3-苄氧基苯基)丙酸 | 56911-49-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 中文名称: 2-(3-苄氧基苯基)丙酸
• 英文名称: 2-(3-benzyloxy-phenyl)-propionic acid
• 英文别名: 2-(3-(benzyloxy)phenyl)propanoic acid；methyl(3-benzyloxyphenyl)acetate；2-(m-benzyloxyphenyl)propionic acid；2-(3-Benzyloxyphenyl)propionic acid；2-(3-phenylmethoxyphenyl)propanoic acid
• CAS: 56911-49-0
• 化学式: C₁₆H₁₆O₃
• 分子量: 256.301
• InChiKey: QTVCXUJSHZJQHJ-UHFFFAOYSA-N

物化性质

• 沸点：
  416.7±33.0 °C(Predicted)
• 密度：
  1.171±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  2-(3-苄氧基苯基)丙酸 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 生成 2-(3-Phenylmethoxyphenyl)propanoyl chloride
  参考文献：
  名称：

  Discovery of 3-aryl-3-methyl-1H-quinoline-2,4-diones as a new class of selective 5-HT6 receptor antagonists

  摘要：

  A 5,7-dichloro-3-phenyl-3-methyl-quinoline-2,4-dione (11a) has been identified in a random screen as a lead for 5-HT6 antagonist. During the lead optimization process, several analogs were synthesized and their biological activities were investigated. Within this series, several compounds display high binding affinity and selectivity for the 5-HT6 receptor. In particular, 3-(4-hydroxyphenyl)-3-methyl-quinoline-2,4-dione (12f) exhibits high affinity (K-i = 12.3 nM) for 5-HT6 receptor with good selectivity over other serotonin and dopamine (D-1-D-4) receptor subtypes. In a functional adenylyl cyclase stimulation assay, this compound exhibited considerable antagonistic activity (IC50 = 0.61 mu M). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.045
• 作为产物：
  描述：

  3-苄氧基苯甲醛 在 2,6-双[1-(2,6-二异丙苯亚氨基)乙基]吡啶 、 乙基溴化镁 、 potassium carbonate 、 iron(II) chloride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 为溶剂， 反应 18.5h， 生成 2-(3-苄氧基苯基)丙酸
  参考文献：
  名称：

  Iron-Catalyzed, Highly Regioselective Synthesis of α-Aryl Carboxylic Acids from Styrene Derivatives and CO₂

  摘要：

  The iron-catalyzed hydrocarboxylation of aryl alkenes has been developed using a highly active bench-stable iron(II) precatalyst to give alpha-aryl carboxylic acids in excellent yields and with near-perfect regioselectivity. Using just 1 mol % FeCl2, bis(imino)pyridine 6 (1 mol %), CO2 (atmospheric pressure), and a hydride source (EtMgBr, 1.2 equiv), a range of sterically and electronically differentiated aryl alkenes were transformed to the corresponding alpha-aryl carboxylic acids (up to 96% isolated yield). The catalyst was found to be equally active with a loading of 0.1 mol %. Preliminary mechanistic investigations show that an iron-catalyzed hydrometalation is followed by transmetalation and reaction with the electrophile (CO2).

  DOI：

  10.1021/ja3045053

文献信息

• Substituted 3-cyanopyridines as protein kinase inhibitors
  申请人：Cole Cecil Derek

  公开号：US20070287708A1

  公开（公告）日：2007-12-13

  The present teachings provide compounds of formula I and their pharmaceutically acceptable salts, hydrates, and esters, wherein R 1 , R 2 , and X are as defined herein. The present teachings also provide methods of making the compounds of formula I, and methods of treating autoimmune and inflammatory diseases by administering a therapeutically effective amount of a compound or compounds of formula I to a mammal including a human.

  本发明的教导提供了公式I的化合物及其药用可接受的盐、水合物和酯，其中R1、R2和X如本文所述定义。本发明的教导还提供了制造公式I化合物的方法，以及通过向哺乳动物包括人类施用治疗有效量的公式I化合物或化合物来治疗自身免疫性和炎症性疾病的方法。
• PREPARING METHOD OF 2-PHENYLALKANOIC ACID DERIVATIVES
  申请人：KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY

  公开号：EP1244609B1

  公开（公告）日：2003-10-29
• JPS51133246A
  申请人：——

  公开号：JPS51133246A

  公开（公告）日：1976-11-18
• US3985779A
  申请人：——

  公开号：US3985779A

  公开（公告）日：1976-10-12
• US7781591B2
  申请人：——

  公开号：US7781591B2

  公开（公告）日：2010-08-24