(+/-)-O-methylribaline | 76036-10-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (+/-)-O-methylribaline
• 英文别名: 2-(1-hydroxy-1-methyl-ethyl)-6-methoxy-9-methyl-3,9-dihydro-2H-furo[2,3-b]quinolin-4-one；(+/-)-7-Methoxy-ribalin；6-O-Methylribalin；2-(2-Hydroxypropan-2-yl)-6-methoxy-9-methyl-2,3-dihydrofuro[2,3-b]quinolin-4-one
• CAS: 76036-10-7
• 化学式: C₁₆H₁₉NO₄
• 分子量: 289.331
• InChiKey: MMGQYWOEMXVSAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  5

上下游信息

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	2-(1-hydroxy-1-methylethyl)-6-methoxy-5-methyl-2,3-dihydrofuro<3,2-c>quinolin-4(5H)-one	76030-56-3	C16H19NO4	289.331
  ——	2-isopropyl-6-methoxy-9-methylfuro<2,3-b>quinolin-4(9H)-one	123613-67-2	C16H17NO3	271.316

反应信息

• 作为反应物：
  描述：

  (+/-)-O-methylribaline 在 硫酸 作用下， 反应 49.0h， 生成 2-Isopropyl-4,6,9a-trimethoxy-9-methyl-9,9a-dihydro-furo[2,3-b]quinoline; hydriodide
  参考文献：
  名称：

  Gaston, John L.; Grundon, Michael F., Journal of the Chemical Society. Perkin transactions I, 1989, # 5, p. 905 - 908

  摘要：

  DOI：
• 作为产物：
  描述：

  N-甲基-P-氨基苯甲醚 在 间氯过氧苯甲酸 作用下， 以 二苯醚 、 氯仿 为溶剂， 生成 (+/-)-O-methylribaline
  参考文献：
  名称：

  Gaston, John L.; Grundon, Michael F., Journal of the Chemical Society. Perkin transactions I, 1980, p. 2294 - 2299

  摘要：

  DOI：

文献信息

• Angular Methoxy-Substituted Furo- and Pyranoquinolinones as Blockers of the Voltage-Gated Potassium Channel Kv1.3
  作者：Inga Butenschön、Kerstin Möller、Wolfram Hänsel

  DOI：10.1021/jm001007u

  日期：2001.4.1

  The voltage-gated potassium channel Kv1.3 constitutes an attractive target for immunosuppression because of its role in T-lymphocyte activation and its functionally restricted expression to lymphocytes. Blockade of Kv1.3 channels by margatoxin has previously been shown to prevent T-cell activation and attenuate immune responses in vivo. In the present study, several furo-and pyranoquinoline derivatives were synthesized add screened for their blocking activities of Kv1.3 channels, stably expressed in mice-fibroblasts L929. In addition the activities of the compounds on Ky currents of the neuroblastoma cell line N1E-115 were determined. The most potent compounds, the angular furoquinolinone 8-methoxy-2-(1 ' -methylethyl)-5-methyl-4,5-dihydrofuro [3,2-c] quinolin-4-one (8c) and the angular pyranoquinolinone 9-methoxy-2,2,6-trimethyl-2,6-dihydro-5H-pyrano [3,2-c] quinolin-5-one (9a), inhibited Kv1.3 channels with half-blocking concentrations of 5 and 10 muM, respectively, and displayed 8-fold (8c) and 2-fold (9a) selectivity over Ky currents of N1E-115 cells. Thus, compounds 8c and 9a might function as a template for the development of novel immunosuppressants.
• GASTON, JOHN L.;GRUNDON, MICHAEL F., J. CHEM. SOC. PERKIN TRANS. PT 1,(1989) N, C. 905-908
  作者：GASTON, JOHN L.、GRUNDON, MICHAEL F.

  DOI：——

  日期：——
• Gaston, John L.; Grundon, Michael F., Journal of the Chemical Society. Perkin transactions I, 1980, p. 2294 - 2299
  作者：Gaston, John L.、Grundon, Michael F.

  DOI：——

  日期：——
• Gaston, John L.; Grundon, Michael F., Journal of the Chemical Society. Perkin transactions I, 1989, # 5, p. 905 - 908
  作者：Gaston, John L.、Grundon, Michael F.

  DOI：——

  日期：——