2-benzyloxycarbonylamino-3-ethylpentanoic acid | 785735-06-0

• 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-benzyloxycarbonylamino-3-ethylpentanoic acid
• 英文别名: 2-{[(Benzyloxy)carbonyl]amino}-3-ethylpentanoic acid；3-ethyl-2-(phenylmethoxycarbonylamino)pentanoic acid
• CAS: 785735-06-0
• 化学式: C₁₅H₂₁NO₄
• 分子量: 279.336
• InChiKey: YRYXYDGVVGOBQA-UHFFFAOYSA-N

物化性质

• 熔点：
  240-243 °C(Solv: methanol (67-56-1); ethyl ether (60-29-7))
• 沸点：
  453.3±38.0 °C(Predicted)
• 密度：
  1.137±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-benzyloxycarbonylamino-3-ethylpentanoic acid 在 吡啶 、 四(三苯基膦)钯 、 三氟甲磺酸 、 溴 、 sodium hydride 、 sodium carbonate 、 一水合肼 、 溶剂黄146 、 lithium hexamethyldisilazane 、 三氯氧磷 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 乙醇 、 二氯甲烷 、 水 、 mineral oil 为溶剂， 反应 102.17h， 生成 5-(1-ethylpropyl)-2-(4-methoxy-2-methylphenyl)-3,7-dimethylimidazo[1,5-b]pyridazine
  参考文献：
  名称：

  Pyrrolo[1,2-b]pyridazines, pyrrolo[2,1-f]triazin-4(3H)-ones, and related compounds as novel corticotropin-releasing factor 1 (CRF1) receptor antagonists

  摘要：

  To identify structurally novel corticotropin-releasing factor 1 (CRF1) receptor antagonists, a series of bicyclic core analogs pyrrolo[1,2-b]pyridazines and pyrrolo[2,1-f]triazin-4(3H)-ones, which were designed based on a monocyclic core antagonist, was synthesized and evaluated. Among the compounds tested, 2-difluoromethoxy-4-methylpyridin-5-yl analog 27 was found to show efficacy in a dose-dependent manner in an elevated plus maze test in rats. The discovery process and structure-activity relationship is presented. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.11.015
• 作为产物：
  描述：

  5-(新-戊基)海因 在 氢溴酸 、 sodium hydroxide 作用下， 反应 19.0h， 生成 2-benzyloxycarbonylamino-3-ethylpentanoic acid
  参考文献：
  名称：

  Pyrrolo[1,2-b]pyridazines, pyrrolo[2,1-f]triazin-4(3H)-ones, and related compounds as novel corticotropin-releasing factor 1 (CRF1) receptor antagonists

  摘要：

  To identify structurally novel corticotropin-releasing factor 1 (CRF1) receptor antagonists, a series of bicyclic core analogs pyrrolo[1,2-b]pyridazines and pyrrolo[2,1-f]triazin-4(3H)-ones, which were designed based on a monocyclic core antagonist, was synthesized and evaluated. Among the compounds tested, 2-difluoromethoxy-4-methylpyridin-5-yl analog 27 was found to show efficacy in a dose-dependent manner in an elevated plus maze test in rats. The discovery process and structure-activity relationship is presented. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.11.015

文献信息

• Pyrrolo[1,2-b]pyridazines, pyrrolo[2,1-f]triazin-4(3H)-ones, and related compounds as novel corticotropin-releasing factor 1 (CRF1) receptor antagonists
  作者：Tetsuji Saito、Tetsuo Obitsu、Hiroshi Kohno、Isamu Sugimoto、Takeshi Matsushita、Taihei Nishiyama、Tomoko Hirota、Hiroyuki Takeda、Naoya Matsumura、Sonoko Ueno、Akihiro Kishi、Yoshifumi Kagamiishi、Hisao Nakai、Yoshikazu Takaoka

  DOI：10.1016/j.bmc.2011.11.015

  日期：2012.1

  To identify structurally novel corticotropin-releasing factor 1 (CRF1) receptor antagonists, a series of bicyclic core analogs pyrrolo[1,2-b]pyridazines and pyrrolo[2,1-f]triazin-4(3H)-ones, which were designed based on a monocyclic core antagonist, was synthesized and evaluated. Among the compounds tested, 2-difluoromethoxy-4-methylpyridin-5-yl analog 27 was found to show efficacy in a dose-dependent manner in an elevated plus maze test in rats. The discovery process and structure-activity relationship is presented. (C) 2011 Elsevier Ltd. All rights reserved.