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2-(tert-butyldiphenylsilyloxy)-6-methoxy-3-methyl-9H-carbazole | 1197392-22-5

中文名称
——
中文别名
——
英文名称
2-(tert-butyldiphenylsilyloxy)-6-methoxy-3-methyl-9H-carbazole
英文别名
O-tert-butyldiphenylsulylcarbalexin C;tert-butyl-[(6-methoxy-3-methyl-9H-carbazol-2-yl)oxy]-diphenylsilane
2-(tert-butyldiphenylsilyloxy)-6-methoxy-3-methyl-9H-carbazole化学式
CAS
1197392-22-5
化学式
C30H31NO2Si
mdl
——
分子量
465.667
InChiKey
AQZVUQXKJQWBIO-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    6.58
  • 重原子数:
    34
  • 可旋转键数:
    6
  • 环数:
    5.0
  • sp3杂化的碳原子比例:
    0.2
  • 拓扑面积:
    34.2
  • 氢给体数:
    1
  • 氢受体数:
    2

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    参考文献:
    名称:
    Pyrano[3,2-a]carbazole alkaloids as effective agents against ischemic stroke in vitro and in vivo
    摘要:
    A series of pyrano[3,2-a]carbazole alkaloids were designed and synthesized as analogues of Claulansine F (Clau F, 10a) isolated from Clausena lansium. Some of compounds showed strong neuroprotective effects and were promising agents against ischemic stroke. Among these compounds, 7c was the most active in inhibiting the programmed death of PC12 cells and primary cortical neurons. This compound induced neuroprotection following ischemic reperfusion and decreased neurological deficit scores in treated animals. Furthermore, 7c could penetrate the blood-brain barrier (BBB) in rats, and its exposure in the brain was 4.3-fold higher than that in plasma. More importantly, compared to edaravone, 7c exhibited stronger free radical scavenging activity. Our findings suggest that 7c may be promising for further evaluation as an intervention for ischemic stroke. (C) 2017 Elsevier Masson SAS. All rights reserved.
    DOI:
    10.1016/j.ejmech.2017.11.084
  • 作为产物:
    参考文献:
    名称:
    Pyrano[3,2-a]carbazole alkaloids as effective agents against ischemic stroke in vitro and in vivo
    摘要:
    A series of pyrano[3,2-a]carbazole alkaloids were designed and synthesized as analogues of Claulansine F (Clau F, 10a) isolated from Clausena lansium. Some of compounds showed strong neuroprotective effects and were promising agents against ischemic stroke. Among these compounds, 7c was the most active in inhibiting the programmed death of PC12 cells and primary cortical neurons. This compound induced neuroprotection following ischemic reperfusion and decreased neurological deficit scores in treated animals. Furthermore, 7c could penetrate the blood-brain barrier (BBB) in rats, and its exposure in the brain was 4.3-fold higher than that in plasma. More importantly, compared to edaravone, 7c exhibited stronger free radical scavenging activity. Our findings suggest that 7c may be promising for further evaluation as an intervention for ischemic stroke. (C) 2017 Elsevier Masson SAS. All rights reserved.
    DOI:
    10.1016/j.ejmech.2017.11.084
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文献信息

  • Transition Metals in Organic Synthesis, Part 91:¹ Palladium-Catalyzed Approach to 2,6-Dioxygenated Carbazole Alkaloids - First Total Synthesis of the Phytoalexin Carbalexin C
    作者:Hans-Joachim Knölker、Marika Schmidt
    DOI:10.1055/s-0029-1217810
    日期:2009.9
    The palladium(0)-catalyzed C-N bond formation and palladium(II)-catalyzed oxidative cyclization provide an efficient route to a series of 2,6-dioxygenated carbazole alkaloids including the first total synthesis of the phytoalexin carbalexin C.
    钯 (0) 催化的 CN 键形成和钯 (II) 催化的氧化环化为一系列 2,6-二氧化咔唑生物碱提供了有效途径,包括植物抗毒素卡巴莱辛 C 的首次全合成。
  • Synthesis of the Pyrano[3,2-a]carbazole Alkaloids Koenine, Koenimbine, Koenigine, Koenigicine, and Structural Reassignment of Mukonicine
    作者:Hans-Joachim Knölker、Christian Schuster、Marika Rönnefahrt、Konstanze Julich-Gruner、Anne Jäger、Arndt Schmidt
    DOI:10.1055/s-0035-1560359
    日期:——
    Using the palladium(II)-catalyzed oxidative cyclization of a diarylamine and the annulation of a dimethylpyran ring by Lewis acid promoted reaction with prenal as key steps, the total syntheses of the 6-oxygenated pyrano[3,2-a]carbazole alkaloids koenine and koenimbine, and of the 6,7-dioxygenated pyrano[3,2-a]carbazole alkaloids koenigine and koenigicine (koenimbidine, koenidine) were achieved. Moreover, these studies led to an improved synthetic route to the 2,6-dioxygenated carbazole alkaloid glycozolidol. Mukonicine, originally published as 6,8-dimethoxypyrano[3,2-a]carbazole, was found to be identical with koenigicine.
  • Pyrano[3,2-a]carbazole alkaloids as effective agents against ischemic stroke in vitro and in vivo
    作者:Yingda Zang、Xiuyun Song、Chuangjun Li、Jie Ma、Shifeng Chu、Dandan Liu、Qian Ren、Yan Li、Naihong Chen、Dongming Zhang
    DOI:10.1016/j.ejmech.2017.11.084
    日期:2018.1
    A series of pyrano[3,2-a]carbazole alkaloids were designed and synthesized as analogues of Claulansine F (Clau F, 10a) isolated from Clausena lansium. Some of compounds showed strong neuroprotective effects and were promising agents against ischemic stroke. Among these compounds, 7c was the most active in inhibiting the programmed death of PC12 cells and primary cortical neurons. This compound induced neuroprotection following ischemic reperfusion and decreased neurological deficit scores in treated animals. Furthermore, 7c could penetrate the blood-brain barrier (BBB) in rats, and its exposure in the brain was 4.3-fold higher than that in plasma. More importantly, compared to edaravone, 7c exhibited stronger free radical scavenging activity. Our findings suggest that 7c may be promising for further evaluation as an intervention for ischemic stroke. (C) 2017 Elsevier Masson SAS. All rights reserved.
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