2-methoxy-3,6-dimethyl-1,4-benzoquinone | 2913-45-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methoxy-3,6-dimethyl-1,4-benzoquinone
• 英文别名: 3,6-dimethyl-2-methoxy-p-benzoquinone；3-methoxy-2,5-dimethylbenzoquinone；3-methoxy-2,5-dimethyl-[1,4]benzoquinone；3-Methoxy-2,5-dimethyl-[1,4]benzochinon；2-Methoxy-3,6-dimethyl-benzochinon-(1,4)；3-Methoxy-2,5-dimethylcyclohexa-2,5-diene-1,4-dione
• CAS: 2913-45-3
• 化学式: C₉H₁₀O₃
• 分子量: 166.177
• InChiKey: RTIGHDNEIVWONG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  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：
  0.33
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methoxy-3,6-dimethyl-1,4-benzoquinone 在 sodium dithionite 作用下， 以 乙醚 、 水 为溶剂， 反应 2.0h， 生成 2-methoxy-3,6-dimethylhydroquinone
  参考文献：
  名称：

  Synthesis of 4,7-indolequinones. The oxidative demethylation of 4,7-dimethoxyindoles with ceric ammonium nitrate.

  摘要：

  描述了用铈铵硝酸盐将4, 7-二甲氧基吲哚氧化去甲基化为相应的4, 7-二氢吲哚-4, 7-二酮的过程。

  DOI：

  10.1248/cpb.33.2122
• 作为产物：
  描述：

  1,2,4-triacetoxy-3,5-dimethylbenzene 生成 2-methoxy-3,6-dimethyl-1,4-benzoquinone
  参考文献：
  名称：

  LARSEN, LESLEY;SUTHERLAND, JAMES K., J. CHEM. SOC. CHEM. COMMUN.,(1989) N2, C. 784-786

  摘要：

  DOI：

文献信息

• [EN] QUINONE BASED NITRIC OXIDE DONATING COMPOUNDS<br/>[FR] COMPOSÉS DONNEURS D'OXYDE NITRIQUE À BASE DE QUINONE
  申请人：NICOX SA

  公开号：WO2013060673A1

  公开（公告）日：2013-05-02

  The present invention relates to nitric oxide donor compounds having a quinone based structure, to processes for their preparation and to their use in the treatment of pathological conditions where a deficit of NO plays an important role in their pathogenesis.

  本发明涉及具有喹诚基结构的一氧化氮供体化合物，涉及其制备方法以及它们在治疗病理状况中的应用，其中一氧化氮缺乏在它们的发病机制中起重要作用。
• [EN] QUINONE BASED NITRIC OXIDE DONATING COMPOUNDS FOR OPHTHALMIC USE<br/>[FR] COMPOSÉS DONNEURS D'OXYDE NITRIQUE À BASE DE QUINONE POUR UNE UTILISATION OPHTALMIQUE
  申请人：NICOX SA

  公开号：WO2014063923A1

  公开（公告）日：2014-05-01

  The present invention relates to novel nitric oxide donor compounds for the use in the treatment and/or prophylaxis of hypertensive glaucoma, normotensive glaucoma and ocular hypertension.

  本发明涉及用于治疗和/或预防高血压性青光眼、正常眼压青光眼和眼压增高的新型一氧化氮供体化合物。
• Identification of novel bivalent mimetics of annonaceous acetogenins via a scaffold-hopping strategy
  作者：Yanghan Liu、Yongqiang Liu、Zhen Li、Guang-Biao Zhou、Zhu-Jun Yao、Sheng Jiang

  DOI：10.1016/j.bmcl.2014.02.072

  日期：2014.4

  novel bivalent mimetics of annonaceous acetogenins have been designed, synthesized, and evaluated. Among these, compound bearing a homopiperazine ring in the middle region exhibited more potent growth inhibitory activity and higher selectivity against cancer cells over normal cells by comparison with AA005. This work indicates that modification of the middle piperazine ring is a useful optimizing tool

  一系列新颖的番荔枝苷元二价模拟物已被设计、合成和评估。其中，与AA005相比，在中间区域具有高哌嗪环的化合物表现出更有效的生长抑制活性和对癌细胞比正常细胞更高的选择性。这项工作表明，中间哌嗪环的修饰是简化的乙酰基模拟物的有用优化工具。
• Quinone based nitric oxide donating compounds
  申请人：NICOX S.A.

  公开号：EP2722326A1

  公开（公告）日：2014-04-23

  The present invention relates to nitric oxide donor compounds having a quinone based structure, to processes for their preparation and to their use in the treatment of pathological conditions where a deficit of NO plays an important role in their pathogenesis.

  本发明涉及具有醌基结构的一氧化氮供体化合物、其制备工艺及其在治疗一氧化氮缺乏在发病机制中起重要作用的病理情况中的用途。
• Synthesis and characterization of mitoQ and idebenone analogues as mediators of oxygen consumption in mitochondria
  作者：Damien Y. Duveau、Pablo M. Arce、Robert A. Schoenfeld、Nidhi Raghav、Gino A. Cortopassi、Sidney M. Hecht

  DOI：10.1016/j.bmc.2010.06.104

  日期：2010.9

  Analogues of mitoQ and idebenone were synthesized to define the structural elements that support oxygen consumption in the mitochondrial respiratory chain. Eight analogues were prepared and fully characterized, then evaluated for their ability to support oxygen consumption in the mitochondrial respiratory chain. While oxygen consumption was strongly inhibited by mitoQ analogues 2-4 in a chain length-dependent manner, modification of idebenone by replacement of the quinone methoxy groups by methyl groups (analogues 6-8) reduced, but did not eliminate, oxygen consumption. Idebenone analogues 6-8 also displayed significant cytoprotective properties toward cultured mammalian cells in which glutathione had been depleted by treatment with diethyl maleate. (C) 2010 Elsevier Ltd. All rights reserved.