methyl 3-(2',6'-dimethylphenyl)propionate | 22768-06-5

• 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: methyl 3-(2',6'-dimethylphenyl)propionate
• 英文别名: ethyl 3-(2,6-dimethylphenyl)propanoate；Ethyl 2,6-dimethylbenzenepropanoate
• CAS: 22768-06-5
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: AWIXURZZGOFYCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  methyl 3-(2',6'-dimethylphenyl)propionate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 20.0h， 生成 3-(2,6-二甲基苯基)丙酸
  参考文献：
  名称：

  2‘,6‘-Dimethylphenoxyacetyl:  A New Achiral High Affinity P₃-P₂ Ligand for Peptidomimetic-Based HIV Protease Inhibitors

  摘要：

  Starting from palinavir (1), our lead HIV protease inhibitor, we have discovered a new series of truncated analogues in which the P-3-P-2 quinaldic-valine portion of 1 was replaced by 2',6'-dimethylphenoxyacetyl. With EC50's in the 1-2 nM range, some of these compounds are among the most potent inhibitors of HIV replication in vitro, reported to date. One of the most promising members in this series (compound 27, BILA 2185 BS) exhibited a favorable overall pharmacokinetic profile, with 61% apparent oral bioavailability in rat. X-ray crystal structures and molecular modeling were used to rationalize the high potency resulting from incorporation of this structurally simple, achiral ligand into the P-3-P-2 position of hydroxyethylamine-based HIV protease inhibitors.

  DOI：

  10.1021/jm990336n
• 作为产物：
  描述：

  ethyl (E)-3-(2,6-dimethylphenyl)acrylate 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 反应 4.0h， 以100%的产率得到methyl 3-(2',6'-dimethylphenyl)propionate
  参考文献：
  名称：

  Efficient Approach to 4‐Benzyl‐5,5‐dimethyldihydrofuranones: Total Synthesis of (±_bold;)‐Solafuranone

  摘要：

  DOI：

  10.1080/00397910601163919

文献信息

• 2-CARBOXAMIDE-4-PIPERAZINYL-BENZOFURAN DERIVATIVE
  申请人：Gybäck Helena

  公开号：US20140329830A1

  公开（公告）日：2014-11-06

  The present invention relates to a compound of formula (I), and to pharmaceutical compositions containing said compound and to the use of said compound in therapy, for instance in treating cognitive disorders, as well as to intermediates useful in the preparation thereof.

  本发明涉及一种式(I)的化合物，以及含有该化合物的药物组合物，以及该化合物在治疗中的应用，例如治疗认知障碍，以及在其制备中有用的中间体。
• Synthesis and structure–activity relationships of a novel series of HIV-1 protease inhibitors encompassing ABT-378 (Lopinavir)
  作者：Hing L. Sham、David A. Betebenner、Xiaoqi Chen、Ayda Saldivar、Sudthida Vasavanonda、Dale J. Kempf、Jacob J. Plattner、Daniel W. Norbeck

  DOI：10.1016/s0960-894x(02)00134-8

  日期：2002.4

  The HIV protease inhibitor ABT-378 (Lopinavir) has a 2,6-dimethylphenoxyacetyl group in the P-2' position. Analogues in which this group is replaced with various substituted phenyl or heteroaryl groups were synthesized and the Structure-activity relationships explored. (C) 2002 Elsevier Science Ltd. All rights reserved.
• US9012457B2
  申请人：——

  公开号：US9012457B2

  公开（公告）日：2015-04-21