2-(3',7'-dimethylocta-2',6'-dienyl)[1,4]benzoquinone

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-(3',7'-dimethylocta-2',6'-dienyl)[1,4]benzoquinone
• 英文别名: 2-(3',7'-dimethyl-octa-2',6'-dienyl)-[1,4]benzoquinone；2-(3,7-Dimethylocta-2,6-dienyl)cyclohexa-2,5-diene-1,4-dione
• 化学式: C₁₆H₂₀O₂
• 分子量: 244.334
• InChiKey: GAJSCEURGWVNBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3',7'-dimethylocta-2',6'-dienyl)[1,4]benzoquinone 在 吡啶 作用下， 反应 72.0h， 以52%的产率得到cordiachromene
  参考文献：
  名称：

  Bio-inspired dimerisation of prenylated quinones directed towards the synthesis of the meroterpenoid natural products, the scabellones

  摘要：

  Stirring 2-geranyl-6-methoxy-1,4-hydroquinone in pyridine/O-2 or 2-gerany1-6-methoxy-1,4-benzoquinone in pyridine/N-2 affords the dimeric meroterpenoid natural products, scabellones A-C in modest to low yields and also identifies 2-methoxy-6-(4-methylpent-3-en-1-yl)-1,4-naPhthoquinone (scabellone E) as a new natural product. The corresponding reaction of the des-methoxy analogue, 2-geranyl-1,4-benzoquinone in degassed pyridine for three days afforded the natural product cordiachromene A (15% yield) and 6-(4-methylpent-3-en-1-yl)-1,4-naphthoquinone (12%), the latter being a likely biosynthetic precursor to the marine meroterpenoid alkaloids, conicaquinones A and B. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.02.024

文献信息

• Isoprenoid derivatives and anti-ulcer agents containing the same
  申请人：NISSHIN FLOUR MILLING CO., LTD.

  公开号：EP0304842B1

  公开（公告）日：1994-11-30
• US4906669A
  申请人：——

  公开号：US4906669A

  公开（公告）日：1990-03-06
• [EN] THERAPEUTIC QUINONES<br/>[FR] QUINONES THERAPEUTIQUES
  申请人：UNIV MINNESOTA

  公开号：WO2006034392A2

  公开（公告）日：2006-03-30

  The present invention provides quinone and hydroquinone compounds that have, for example, anti-cancer activity.
• [EN] THERAPEUTIC RELEASE AGENTS<br/>[FR] AGENTS DE LIBÉRATION THÉRAPEUTIQUES
  申请人：ORGANON NV

  公开号：WO2008100977A2

  公开（公告）日：2008-08-21

  [EN] Pharmacological inhibition of fatty acid amide hydrolase (FAAH) activity leads to increased levels of fatty acid amides. Esters of alkylcarbamic acids are disclosed that are inhibitors of FAAH activity. Compounds disclosed herein inhibit FAAH activity. Described herein are processes for the preparation of esters of alkylcarbamic acid compounds, compositions that include them, and methods of use thereof.
  [FR] L'inhibition pharmacologique de l'activité de l'amide hydrolase d'acides gras (FAAH) entraîne une augmentation des taux d'amides d'acides gras. L'invention concerne des esters d'acides alkylcarbamiques qui constituent des inhibiteurs de l'activité de la FAAH. Les composés décrits inhibent l'activité de la FAAH. L'invention concerne aussi des procédés de préparation d'esters de composés d'acides alkylcarbamiques, des compositions renfermant ceux-ci et des procédés d'utilisation de celles-ci.
• Bio-inspired dimerisation of prenylated quinones directed towards the synthesis of the meroterpenoid natural products, the scabellones
  作者：Susanna T.S. Chan、Michael A. Pullar、Iman M. Khalil、Emmanuelle Allouche、David Barker、Brent R. Copp

  DOI：10.1016/j.tetlet.2015.02.024

  日期：2015.3

  Stirring 2-geranyl-6-methoxy-1,4-hydroquinone in pyridine/O-2 or 2-gerany1-6-methoxy-1,4-benzoquinone in pyridine/N-2 affords the dimeric meroterpenoid natural products, scabellones A-C in modest to low yields and also identifies 2-methoxy-6-(4-methylpent-3-en-1-yl)-1,4-naPhthoquinone (scabellone E) as a new natural product. The corresponding reaction of the des-methoxy analogue, 2-geranyl-1,4-benzoquinone in degassed pyridine for three days afforded the natural product cordiachromene A (15% yield) and 6-(4-methylpent-3-en-1-yl)-1,4-naphthoquinone (12%), the latter being a likely biosynthetic precursor to the marine meroterpenoid alkaloids, conicaquinones A and B. (C) 2015 Elsevier Ltd. All rights reserved.