2-norbornaneacetic acid | 364733-56-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-norbornaneacetic acid
• 英文别名: 2-(exo-bicyclo[2.2.1]heptan-2-yl)acetic acid；2-[(1S,2R,4R)-2-bicyclo[2.2.1]heptanyl]acetic acid
• CAS: 364733-56-2
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: FYHBMPWRHCWNBC-GJMOJQLCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 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：

  (R)-5-((1H-1,2,3-triazol-1-yl)methyl)-3-(3-fluoro-4-(piperazin-1-yl)phenyl)oxazolidin-2-one 、 2-norbornaneacetic acid 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 2.0h， 以448 mg的产率得到(R)-5-((1H-1,2,3-triazol-1-yl)methyl)-3-(4-(4-(2-(bicyclo[2.2.1]heptan-2-yl)acetyl)piperazin-1-yl)-3-fluorophenyl)oxazolidin-2-one
  参考文献：
  名称：

  Synthesis and structure–antibacterial activity of triazolyl oxazolidinones containing long chain acyl moiety

  摘要：

  A series of new piperazinyl 5-triazolyimethyl oxazolidinones containing long chain acyl group at the piperazine N-4-position were synthesized and evaluated against a panel of standard and clinical isolates of Gram-positive and Gram-negative bacteria. Derivatives having long chain acyl groups with nine or more number of carbon atoms showed significant decrease in antibacterial activity. Antibacterial activity correlated positively with heat of formation of the compounds, but correlated negatively with Clog P values, surface area, ovality and molecular volume. However, no significant correlation was observed between activity and E-LUMO, E-HOMO and dipole, respectively. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.07.006

文献信息

• POTASSIUM CHANNEL MODULATORS
  申请人：Brown Brian S.

  公开号：US20110124642A1

  公开（公告）日：2011-05-26

  Disclosed herein are KCNQ potassium channels modulators of formula (I) wherein ring Z 1 , R 1 , p, R 3 , and R 4 are as defined in the specification. Compositions comprising such compounds; and methods for treating conditions and disorders using such compounds and compositions are also described.

  本文披露了具有以下结构的KCNQ钾通道调节剂（I）： 其中环Z 1 ，R 1 ，p，R 3 和R 4 如规范中所定义。还描述了包含这些化合物的组合物；以及使用这些化合物和组合物治疗疾病和疾病的方法。
• Synthesis of and Tautomerism in 3-Acyltetramic Acids
  作者：Yong-Chul Jeong、Mark G. Moloney

  DOI：10.1021/jo102304y

  日期：2011.3.4

  carboxylic acid (R2CO2H), and the amount of DMAP. Acylation of N-acyl tetramic acids with an alkyl carboxylic acid using 1.3 equiv of DMAP (with 1.1 equiv of DCC) unexpectedly gave the 3-acyltetramic acid directly as a result of acyl migration induced by excess amounts of DMAP. On the other hand, N-unsubstituted, N-alkyl, and N-acyl tetramic acids with alkyl and aromatic carboxylic acids gave the O-acyl tetramic

  已经研究了通过酰基四羧酸与羧酸的O-酰化然后酰基转移来合成3-酰基四酸（生物活性天然产物的子结构）的方法。该酰化序列由N，N′-二环己基碳二亚胺（DCC）和4-二甲基氨基吡啶（DMAP）介导，并且对氮取代基（R 1）的性质，羧酸（R 2 CO 2 H ）的性质非常敏感。），以及DMAP的数量。N-酰化由于过量的DMAP引起的酰基迁移，使用1.3当量的DMAP（含1.1当量的DCC）将酰基四酸与烷基羧酸意外地直接生成了3-酰基四酸。另一方面，通过仅使用0.1当量的DMAP（具有1.1当量的DCC），将N-未取代的，N-烷基和N-酰基的四甲酸与烷基和芳族羧酸一起给出O-酰基的四甲酸。这些可以通过用过量的DMAP处理而进一步重排成酰基产物。发现这些3-酰基四酸在溶液中的互变异构平衡在很大程度上取决于氮取代基（R 1）而不是3-酰基。
• NPR-B agonists
  申请人：Shire Orphan Therapies GmbH

  公开号：US10196423B2

  公开（公告）日：2019-02-05

  Disclosed are novel compounds having NPR-B agonistic activity. Preferred compounds are linear peptides containing 8-13 conventional or non-conventional L- or D-amino acid residues connected to one another via peptide bonds.

  所公开的是具有 NPR-B 激动活性的新型化合物。优选化合物是线性肽，含有 8-13 个通过肽键相互连接的常规或非常规 L 或 D 氨基酸残基。
• NOVEL NPR-B AGONISTS
  申请人：Shire Orphan Therapies GmbH

  公开号：EP2480247B1

  公开（公告）日：2020-02-12
• Novel NPR-B Agonists
  申请人：SHIRE ORPHAN THERAPIES GMBH

  公开号：US20160194357A1

  公开（公告）日：2016-07-07

  Disclosed are novel compounds having NPR-B agonistic activity. Preferred compounds are linear peptides containing 8-13 conventional or non-conventional L- or D-amino acid residues connected to one another via peptide bonds.