UMB109 | 859233-65-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: UMB109
• 英文别名: 3-hydroxyphenylacetic acid 3-phenylpropyl ether；[3-(3-Phenyl-propoxy)-phenyl]-acetic acid；2-[3-(3-phenylpropoxy)phenyl]acetic acid
• CAS: 859233-65-1
• 化学式: C₁₇H₁₈O₃
• 分子量: 270.328
• InChiKey: AQQYWANZJLPOEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  UMB109 、 benzyl N-[(1Z,3S)-1-amino-2-hydroxy-1-hydroxyimino-7-[(2-methylpropan-2-yl)oxycarbonylamino]heptan-3-yl]carbamate 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Novel, potent, selective, and orally bioavailable human βII-tryptase inhibitors

  摘要：

  The synthesis of novel [1,2,4]oxadiazoles and their structure-activity relationship (SAR) for the inhibition of tryptase and related serine proteases is presented. Elaboration of the P'-side afforded potent, selective, and orally bioavailable tryptase inhibitors. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.088
• 作为产物：
  描述：

  3-羟基苯乙酸甲酯 在 sodium hydroxide 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 UMB109
  参考文献：
  名称：

  Novel, potent, selective, and orally bioavailable human βII-tryptase inhibitors

  摘要：

  The synthesis of novel [1,2,4]oxadiazoles and their structure-activity relationship (SAR) for the inhibition of tryptase and related serine proteases is presented. Elaboration of the P'-side afforded potent, selective, and orally bioavailable tryptase inhibitors. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.088

文献信息

• Ethers of 3-hydroxyphenylacetic acid as selective gamma-hydroxybutyric acid receptor ligands
  作者：Weibin Chen、Huifang Wu、R. Jason Hernandez、Ashok K. Mehta、Maharaj K. Ticku、Charles P. France、Andrew Coop

  DOI：10.1016/j.bmcl.2005.05.011

  日期：2005.7

  Gamma-hydroxybutyric acid (GHB) is a drug of abuse, a therapeutic, and purportedly a neurotransmitter with a complex mechanism of action in vivo due to direct actions at GABA(B) as well as GHB receptors and because of its metabolism to GABA. Herein, we describe 3-ethers of 3-hydroxyphenylacetic acid, which have relatively high affinity at GHB sites, no significant affinity at GABA receptors, and would not be expected to be rapidly metabolized to GABAergic ligands. The selectivity of these compounds (UMB108, UMB109, and UMB 119) could prove to be useful for studying the biology of GHB receptors, free from GABAergic effects. (c) 2005 Elsevier Ltd. All rights reserved.
• Novel, potent, selective, and orally bioavailable human βII-tryptase inhibitors
  作者：David Sperandio、Vincent W.-F. Tai、Julia Lohman、Bernie Hirschbein、Rohan Mendonca、Chang-Sun Lee、Jeffrey R. Spencer、James Janc、Margaret Nguyen、Jerlyn Beltman、Paul Sprengeler、Heleen Scheerens、Tong Lin、Liang Liu、Ashwini Gadre、Alisha Kellogg、Michael J. Green、Mary E. McGrath

  DOI：10.1016/j.bmcl.2006.04.088

  日期：2006.8

  The synthesis of novel [1,2,4]oxadiazoles and their structure-activity relationship (SAR) for the inhibition of tryptase and related serine proteases is presented. Elaboration of the P'-side afforded potent, selective, and orally bioavailable tryptase inhibitors. (c) 2006 Elsevier Ltd. All rights reserved.