4-甲氧基-3,5,6-三甲基-吡喃-2-酮 | 56070-86-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 中文名称: 4-甲氧基-3,5,6-三甲基-吡喃-2-酮
• 英文名称: 4-methoxy-3,5,6-trimethyl-pyran-2-one
• 英文别名: 3.5.6-Trimethyl-4-methoxy-2-pyron；4-Methoxy-3,5,6-trimethylpyran-2-one
• CAS: 56070-86-1
• 化学式: C₉H₁₂O₃
• 分子量: 168.192
• InChiKey: WTCJITVYSAJCRN-UHFFFAOYSA-N

物化性质

• 沸点：
  290.3±33.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-甲氧基-3,5,6-三甲基-吡喃-2-酮 、 二氧化硒 以52%的产率得到
  参考文献：
  名称：

  SUZUKI E.; HAMAJIMA R.; INOUE S., SYNTHESIS , 1975, NO 3, 192-194

  摘要：

  DOI：
• 作为产物：
  描述：

  4-hydroxy-3,5,6-trimethyl-2H-pyran-2-one 以44%的产率得到
  参考文献：
  名称：

  SUZUKI E.; HAMAJIMA R.; INOUE S., SYNTHESIS , 1975, NO 3, 192-194

  摘要：

  DOI：

文献信息

• The first total synthesis and structural determination of actinopyrone A
  作者：Seijiro Hosokawa、Kazuya Yokota、Keisuke Imamura、Yasuaki Suzuki、Masataka Kawarasaki、Kuniaki Tatsuta

  DOI：10.1016/j.tetlet.2006.05.028

  日期：2006.7

  Actinopyrone A (1) has been synthesized by using our developed remote stereoinduction, Kocienski olefination, Horner-Wadsworth-Emmons olefination, and reductive de-conjugation of the vinylpyrone. A concise method of O-methylation to obtain the gamma-pyrone has also been established. (c) 2006 Elsevier Ltd. All rights reserved.
• Synthesis and evaluation of verticipyrone analogues as mitochondrial complex I inhibitors
  作者：Simon J. Leiris、Omar M. Khdour、Zachary J. Segerman、Krystal S. Tsosie、Jean-Charles Chapuis、Sidney M. Hecht

  DOI：10.1016/j.bmc.2010.03.070

  日期：2010.5

  Verticipyrone has recently been isolated from the culture broth of Verticillium sp. and shown to inhibit NADH fumarate reductase, as well as NADH oxidoreductase ( complex I) of the mitochondrial electron transport chain. In order to assess the structural elements in verticipyrone essential for complex I inhibitor, 15 structural analogues were prepared and analyzed for their effects on mitochondrial NADH oxidoreductase and NADH oxidase activities. Also measured were the abilities of several of the analogues to inhibit respiration as judged by a shift to glycolysis, and to inhibit the growth of several mammalian cell lines. The nature of the pyrone ring was shown to be important to potency of inhibition, as was the length and nature of substituents in the side chain of the analogues. (C) 2010 Elsevier Ltd. All rights reserved.
• SUZUKI E.; HAMAJIMA R.; INOUE S., SYNTHESIS <SYNT-BF>, 1975, NO 3, 192-194
  作者：SUZUKI E.、 HAMAJIMA R.、 INOUE S.

  DOI：——

  日期：——