α-Isobutyl-(1-naphthyl)-essigsaeure | 15514-23-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: α-Isobutyl-(1-naphthyl)-essigsaeure
• 英文别名: 4-methyl-2-(1-naphthyl)pentanoic acid；Isobutylnaphthyl acetic acid；4-methyl-2-naphthalen-1-ylpentanoic acid
• CAS: 15514-23-5
• 化学式: C₁₆H₁₈O₂
• 分子量: 242.318
• InChiKey: RDNDIVKQGGCHJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 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：

  α-Isobutyl-(1-naphthyl)-essigsaeure 、 叔丁醇 在 叠氮磷酸二苯酯 、 三乙胺 作用下， 反应 24.0h， 以50%的产率得到tert-butyl [3-methyl-1-(1-naphthyl)butyl] carbamate
  参考文献：
  名称：

  3-(2-Aminocarbonylphenyl)propanoic acid analogs as potent and selective EP3 receptor antagonists. Part 1: Discovery and exploration of the carboxyamide side chain

  摘要：

  A series of 3-(2-aminocarbonyl-4-phenoxymethylphenyl) propanoic acid analogs were synthesized and evaluated for their EP3 antagonist activity in the presence of additive serum albumin. Several compounds were biologically evaluated for their in vivo efficacy with respect to the PGE(2)-induced uterine contraction in pregnant rats as well as their pharmacokinetics. The discovery process of these potent and selective EP3 antagonists and their structure activity relationship are also presented. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.023
• 作为产物：
  描述：

  1-萘乙酸 、 碘代异丁烷 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正庚烷 、 乙基苯 为溶剂， 反应 1.0h， 以49%的产率得到α-Isobutyl-(1-naphthyl)-essigsaeure
  参考文献：
  名称：

  3-(2-Aminocarbonylphenyl)propanoic acid analogs as potent and selective EP3 receptor antagonists. Part 1: Discovery and exploration of the carboxyamide side chain

  摘要：

  A series of 3-(2-aminocarbonyl-4-phenoxymethylphenyl) propanoic acid analogs were synthesized and evaluated for their EP3 antagonist activity in the presence of additive serum albumin. Several compounds were biologically evaluated for their in vivo efficacy with respect to the PGE(2)-induced uterine contraction in pregnant rats as well as their pharmacokinetics. The discovery process of these potent and selective EP3 antagonists and their structure activity relationship are also presented. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.023

文献信息

• US4046799A
  申请人：——

  公开号：US4046799A

  公开（公告）日：1977-09-06
• US4088782A
  申请人：——

  公开号：US4088782A

  公开（公告）日：1978-05-09
• US4164415A
  申请人：——

  公开号：US4164415A

  公开（公告）日：1979-08-14
• 3-(2-Aminocarbonylphenyl)propanoic acid analogs as potent and selective EP3 receptor antagonists. Part 1: Discovery and exploration of the carboxyamide side chain
  作者：Masaki Asada、Tetsuo Obitsu、Toshihiko Nagase、Motoyuki Tanaka、Yoshiyuki Yamaura、Hiroya Takizawa、Ken Yoshikawa、Kazutoyo Sato、Masami Narita、Shuichi Ohuchida、Hisao Nakai、Masaaki Toda

  DOI：10.1016/j.bmc.2009.11.023

  日期：2010.1

  A series of 3-(2-aminocarbonyl-4-phenoxymethylphenyl) propanoic acid analogs were synthesized and evaluated for their EP3 antagonist activity in the presence of additive serum albumin. Several compounds were biologically evaluated for their in vivo efficacy with respect to the PGE(2)-induced uterine contraction in pregnant rats as well as their pharmacokinetics. The discovery process of these potent and selective EP3 antagonists and their structure activity relationship are also presented. (C) 2009 Elsevier Ltd. All rights reserved.