1H-benzo[d][1,2,3]triazol-1-yl 3-phenoxybenzoate | 1260112-69-3

• 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: 1H-benzo[d][1,2,3]triazol-1-yl 3-phenoxybenzoate
• 英文别名: benzotriazol-1-yl 3-phenoxybenzoate
• CAS: 1260112-69-3
• 化学式: C₁₉H₁₃N₃O₃
• 分子量: 331.331
• InChiKey: KIXPDSNUXSRRLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1H-benzo[d][1,2,3]triazol-1-yl 3-phenoxybenzoate 、 2,5-二氨基-1,4:3,6-二去氢-2,5-二脱氧己糖醇 以 甲醇 、 乙酸乙酯 、 乙腈 为溶剂， 反应 0.42h， 生成 N-((3S,3aR,6S,6aR)-6-amino-hexahydrofuro[3,2-b]furan-3-yl)-3-phenoxybenzamide
  参考文献：
  名称：

  [EN] ISOMANNIDE DERIVATIVES AND THEIR USE AS TASTANTS
  [FR] DÉRIVÉS D'ISOMANNIDE ET LEUR UTILISATION COMME SUBSTANCES DONNANT DU GOÛT

  摘要：

  公开号：

  WO2011002871A3
• 作为产物：
  描述：

  3-苯氧基苯甲酸 、 1-羟基苯并三唑 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二甲基亚砜 为溶剂， 反应 0.25h， 生成 1H-benzo[d][1,2,3]triazol-1-yl 3-phenoxybenzoate
  参考文献：
  名称：

  [EN] ISOMANNIDE DERIVATIVES AND THEIR USE AS TASTANTS
  [FR] DÉRIVÉS D'ISOMANNIDE ET LEUR UTILISATION COMME SUBSTANCES DONNANT DU GOÛT

  摘要：

  公开号：

  WO2011002871A3

文献信息

• ISOMANNIDE DERIVATIVES AND THEIR USE AS TASTANTS
  申请人：Tachdjian Catherine

  公开号：US20120183660A1

  公开（公告）日：2012-07-19

  The present invention provides isomannide derivatives having structural formula (I) as shown below and certain subgenera or species thereof, as flavoring agents or tastants, flavor or taste modifiers, and/or flavor/taste enhancers, particularly, savory (“umami”) flavoring agent or tastant, savory taste modifiers, and/or savory flavor enhancers, for ingestible compositions. The present invention also provides methods of preparing isomannide derivatives having the structural formula (II) shown below and certain subgenera or species thereof.

  本发明提供了具有如下所示的结构式(I)及其某些亚属或种类的异曼尼糖衍生物，作为风味剂或味觉剂，风味或味觉调节剂，以及/或风味/味觉增强剂，特别是咸味（"鲜味"）风味剂或味觉剂，咸味调节剂和/或咸味风味增强剂，用于可食用组合物。本发明还提供了制备具有如下所示的结构式(II)及其某些亚属或种类的异曼尼糖衍生物的方法。
• Amide-modified prenylcysteine based Icmt inhibitors: Structure–activity relationships, kinetic analysis and cellular characterization
  作者：Jaimeen D. Majmudar、Heather B. Hodges-Loaiza、Kalub Hahne、James L. Donelson、Jiao Song、Liza Shrestha、Marietta L. Harrison、Christine A. Hrycyna、Richard A. Gibbs

  DOI：10.1016/j.bmc.2011.10.087

  日期：2012.1

  Human protein isoprenylcysteine carboxyl methyltransferase (hIcmt) is the enzyme responsible for the alpha-carboxyl methylation of the C-terminal isoprenylated cysteine of CaaX proteins, including Ras proteins. This specific posttranslational methylation event has been shown to be important for cellular transformation by oncogenic Ras isoforms. This finding led to interest in hIcmt inhibitors as potential anti-cancer agents. Previous analog studies based on N-acetyl-S-farnesylcysteine identified two prenylcysteine-based low micromolar inhibitors (1a and 1b) of hIcmt, each bearing a phenoxyphenyl amide modification. In this study, a focused library of analogs of 1a and 1b was synthesized and screened versus hIcmt, delineating structural features important for inhibition. Kinetic characterization of the most potent analogs 1a and 1b established that both inhibitors exhibited mixed-mode inhibition and that the competitive component predominated. Using the Cheng-Prusoff method, the K-i values were determined from the IC50 values. Analog 1a has a K-IC of 1.4 +/- 0.2 mu M and a K-IU of 4.8 +/- 0.5 mu M while 1b has a K-IC of 0.5 +/- 0.07 mu M and a K-IU of 1.9 +/- 0.2 mu M. Cellular evaluation of 1b revealed that it alters the subcellular localization of GFP-KRas, and also inhibits both Ras activation and Erk phosphorylation in Jurkat cells. (C) 2011 Elsevier Ltd. All rights reserved.
• [EN] ISOMANNIDE DERIVATIVES AND THEIR USE AS TASTANTS<br/>[FR] DÉRIVÉS D'ISOMANNIDE ET LEUR UTILISATION COMME SUBSTANCES DONNANT DU GOÛT
  申请人：SENOMYX INC

  公开号：WO2011002871A3

  公开（公告）日：2011-05-19