3-phenoxazin-10-ylpropan-1-ol | 27874-59-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 3-phenoxazin-10-ylpropan-1-ol
• 英文别名: 3-phenoxazin-10-yl-propan-1-ol；10-<3-Hydroxypropyl>-phenoxazin；3-Phenoxazin-10-ylpropan-1-ol
• CAS: 27874-59-5
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: QFKCMWQQWWEWSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-phenoxazin-10-ylpropan-1-ol 在 三丁基膦 、 水 、 sodium hydride 、 sodium hydroxide 、 1,1'-azodicarbonyl-dipiperidine 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 、 mineral oil 为溶剂， 反应 17.0h， 生成 2-[1-Benzyl-5-(3-carbazol-9-ylpropoxy)indol-3-yl]acetic acid
  参考文献：
  名称：

  Design and synthesis of alkoxyindolyl-3-acetic acid analogs as peroxisome proliferator-activated receptor-γ/δ agonists

  摘要：

  A series of carbazole or phenoxazine containing alkoxyindole-3-acetic acid analogs were prepared as PPAR gamma/delta agonists and their transactivation activities for PPAR receptor subtypes (alpha, gamma and delta) were investigated. Structure-activity relationship studies disclosed the effect of the lipophilic tail, attaching position of the alkoxy group and N-benzyl substitution at indole. Compound 1b was the most potent for PPARd and 3b for PPAR gamma. Molecular modeling suggested two different binding modes of our alkoxyindole-3-acetic acid analogs providing the insight into their PPAR activity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.033
• 作为产物：
  描述：

  吩噁嗪 、 3-碘丙醇 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 1.0h， 以73%的产率得到3-phenoxazin-10-ylpropan-1-ol
  参考文献：
  名称：

  Design and synthesis of alkoxyindolyl-3-acetic acid analogs as peroxisome proliferator-activated receptor-γ/δ agonists

  摘要：

  A series of carbazole or phenoxazine containing alkoxyindole-3-acetic acid analogs were prepared as PPAR gamma/delta agonists and their transactivation activities for PPAR receptor subtypes (alpha, gamma and delta) were investigated. Structure-activity relationship studies disclosed the effect of the lipophilic tail, attaching position of the alkoxy group and N-benzyl substitution at indole. Compound 1b was the most potent for PPARd and 3b for PPAR gamma. Molecular modeling suggested two different binding modes of our alkoxyindole-3-acetic acid analogs providing the insight into their PPAR activity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.033

文献信息

• THE SYNTHESIS OF 10-SUBSTITUTED PHENOXAZINES
  作者：Gerassimos Frangatos、Geza Kohan、Francis L. Chubb

  DOI：10.1139/v60-142

  日期：1960.6.1

  not available

  不可用。
• All‐Graphene Quantum Dot‐Derived Battery: Regulating Redox Activity Through Localized Subdomains
  作者：Youngjin Ham、Chungryeol Kim、Donghan Shin、Il‐Doo Kim、Kisuk Kang、YounJoon Jung、Dongwhan Lee、Seokwoo Jeon

  DOI：10.1002/smll.202303432

  日期：2023.11

  a better understanding of the decisive impact of controlled redox site distributions on battery performance. The GQDs are further employed in cathode as a platform for full utilization of inherent electrochemical activity of bio-inspired redox-active organic motifs, phenoxazine. Using the GQD-derived anode and cathode, an all-GQD battery achieves a high energy density of 290 Wh kgcathode−1 (160 Wh

  在寻求电网规模应用的材料可持续性的过程中，通过生态高效工艺制备的石墨烯量子点（GQD）是一种有前途的石墨有机物质，有潜力为替代金属电池电极提供更环保的解决方案。然而，GQDs作为电活性材料的应用受到限制。它们的氧化还原行为与被官能团包围的 sp 2碳子域的电子带隙特性相关，目前尚不清楚。在这里，实验实现了具有超过 1000 次循环稳定循环能力的基于子域 GQD 的阳极，结合理论计算，可以更好地理解受控氧化还原位点分布对电池性能的决定性影响。GQD 进一步应用于阴极，作为充分利用生物启发的氧化还原活性有机基序吩恶嗪固有电化学活性的平台。使用GQD衍生的阳极和阴极，全GQD电池实现了290 Wh kg阴极−1（160 Wh kg阴极+阳极−1）的高能量密度，展示了提高可持续发展反应可逆性和能量密度的有效方法。 ，无金属电池。
• Design and synthesis of alkoxyindolyl-3-acetic acid analogs as peroxisome proliferator-activated receptor-γ/δ agonists
  作者：Hyo Jin Gim、Hua Li、Eun Lee、Jae-Ha Ryu、Raok Jeon

  DOI：10.1016/j.bmcl.2012.11.033

  日期：2013.1

  A series of carbazole or phenoxazine containing alkoxyindole-3-acetic acid analogs were prepared as PPAR gamma/delta agonists and their transactivation activities for PPAR receptor subtypes (alpha, gamma and delta) were investigated. Structure-activity relationship studies disclosed the effect of the lipophilic tail, attaching position of the alkoxy group and N-benzyl substitution at indole. Compound 1b was the most potent for PPARd and 3b for PPAR gamma. Molecular modeling suggested two different binding modes of our alkoxyindole-3-acetic acid analogs providing the insight into their PPAR activity. (C) 2012 Elsevier Ltd. All rights reserved.