2-benzyl-3-isothiocyanatopropyl 4-tert-butylbenzenecarboxylate

• 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: 2-benzyl-3-isothiocyanatopropyl 4-tert-butylbenzenecarboxylate
• 英文别名: (2-Benzyl-3-isothiocyanatopropyl) 4-tert-butylbenzoate；(2-benzyl-3-isothiocyanatopropyl) 4-tert-butylbenzoate
• 化学式: C₂₂H₂₅NO₂S
• 分子量: 367.512
• InChiKey: ASPCOQSFJYWGAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  70.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  四氢-6,7-异喹啉二醇 、 2-benzyl-3-isothiocyanatopropyl 4-tert-butylbenzenecarboxylate 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以85%的产率得到
  参考文献：
  名称：

  N-(3-Acyloxy-2-Benzylpropyl)-N′-Dihydroxytetrahydrobenzazepine and Tetrahydroisoquinoline Thiourea Analogues as Vanilloid Receptor Ligands

  摘要：

  The vanilloid receptor represents a promising target for drug development. Building on our previous strategies which have generated potent agonists for VR1, we now describe a series of novel N-(3-acyloxy-2-benzylpropyl)-N'-dihydroxytetrahydro-benzazepine and tetrahydroisoquinoline thiourea analogues, several of which are potent VRI antagonists. We report here the rationale for the design, the synthesis, and the in vitro characterization of activity in assays for [H-3]resiniferatoxin binding and Ca-45 influx using heterologously expressed rat VRI. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00068-2
• 作为产物：
  描述：

  1,1′-硫代羰基二-2(1H)-吡啶酮 、 4-tert-Butyl-benzoic acid 2-azidomethyl-3-phenyl-propyl ester 在 Lindlar's catalyst 氢气 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 18.0h， 以73%的产率得到2-benzyl-3-isothiocyanatopropyl 4-tert-butylbenzenecarboxylate
  参考文献：
  名称：

  N-(3-Acyloxy-2-Benzylpropyl)-N′-Dihydroxytetrahydrobenzazepine and Tetrahydroisoquinoline Thiourea Analogues as Vanilloid Receptor Ligands

  摘要：

  The vanilloid receptor represents a promising target for drug development. Building on our previous strategies which have generated potent agonists for VR1, we now describe a series of novel N-(3-acyloxy-2-benzylpropyl)-N'-dihydroxytetrahydro-benzazepine and tetrahydroisoquinoline thiourea analogues, several of which are potent VRI antagonists. We report here the rationale for the design, the synthesis, and the in vitro characterization of activity in assays for [H-3]resiniferatoxin binding and Ca-45 influx using heterologously expressed rat VRI. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00068-2

文献信息

• [EN] PHARMACOLOGICAL TREATMENTS FOR SLEEP DISORDERS<br/>[FR] TRAITEMENTS PHARMACOLOGIQUES CONTRE DES TROUBLES DU SOMMEIL
  申请人：UNIV ILLINOIS

  公开号：WO2007047575A2

  公开（公告）日：2007-04-26

  [EN] This invention is directed to methods for preventing or ameliorating sleep-related breathing disorders. The method comprises administration to a patient in need thereof an effective dose of one or a combination of vanilloid receptor ligands. The vanilloid receptor ligand or combination of vanilloid receptor ligands can be administered in conjunction with one or more serotonin receptor agonists, one or more cannabimimetic agents, one or more serotonin reuptake inhibitors, one or more noradrenalin reuptake inhibitors, a combination of reuptake inhibitors, one or more inhibitors of vanilloid synthesis or vanilloid release, or any combination of the foregoing.
  [FR] L'invention concerne des méthodes pour prévenir ou améliorer des troubles de la respiration associés au sommeil. La méthode consiste à administrer à un patient une dose efficace d'un ligand ou d'une combinaison de ligands du récepteur vanilloïde. Le ligand ou la combinaison de ligands du récepteur vanilloïde peuvent être administrés en conjonction avec un ou plusieurs agonistes du récepteur de sérotonine, un ou plusieurs agents cannabimimétiques, un ou plusieurs inhibiteurs de recaptage de sérotonine, un ou plusieurs inhibiteurs de recaptage de noradrénaline, une combinaison d'inhibiteurs de recaptage, un ou plusieurs inhibiteurs de synthèse ou de libération de vanilloïde ou une combinaison quelconque de ces substances.
• N-(3-Acyloxy-2-Benzylpropyl)-N′-Dihydroxytetrahydrobenzazepine and Tetrahydroisoquinoline Thiourea Analogues as Vanilloid Receptor Ligands
  作者：Jeewoo Lee、Jiyoun Lee、Tamas Szabo、Adamar F Gonzalez、Jacqueline D Welter、Peter M Blumberg

  DOI：10.1016/s0968-0896(01)00068-2

  日期：2001.7

  The vanilloid receptor represents a promising target for drug development. Building on our previous strategies which have generated potent agonists for VR1, we now describe a series of novel N-(3-acyloxy-2-benzylpropyl)-N'-dihydroxytetrahydro-benzazepine and tetrahydroisoquinoline thiourea analogues, several of which are potent VRI antagonists. We report here the rationale for the design, the synthesis, and the in vitro characterization of activity in assays for [H-3]resiniferatoxin binding and Ca-45 influx using heterologously expressed rat VRI. (C) 2001 Elsevier Science Ltd. All rights reserved.