6-methoxy-2,2,7,8-tetramethylchroman | 66259-78-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6-methoxy-2,2,7,8-tetramethylchroman
• 英文别名: 6-Methoxy-2,2,7,8-tetramethyl-3,4-dihydrochromene
• CAS: 66259-78-7
• 化学式: C₁₄H₂₀O₂
• 分子量: 220.312
• InChiKey: OMZOXTWSBQYOGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-methoxy-2,2,7,8-tetramethylchroman 在 sodium tetrahydroborate 、 硝酸乙酸酐 、 乙酸酐 、 溶剂黄146 、 copper(l) chloride 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 5-amino-3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran
  参考文献：
  名称：

  Bifunctional agents for reperfusion arrhythmias: Novel hybrid vitamin E/Class I antiarrhythmics

  摘要：

  We have synthesized a series of hybrid compounds combining the pharmacophoric redox moieties of vitamin E and key features responsible for the antiarrhythmic properties of the class I antiarrhythmics procainamide and lidocaine. Procainamide analogue (2a) and lidocaine analogues (14a) and (14b) are very strong inhibitors of lipid peroxidation. All analogues tested at 100 or 30 muM enhanced the post ischemic recovery without inducing ventricular fibrillations while there was no evidence in our experiments for drug-induced pro-arrhythmia. In addition, they induced a widening of the QRS intervals. Our data suggest that the efficacy of the new compounds in preventing reperfusion arrhythmias could be attributed to their combined effects involving inhibition of free radical mediated damage coupled with antiarrhythmic properties. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.08.010
• 作为产物：
  描述：

  3.6-dimethoxy-1.2-dimethyl-4-(3-hydroxy-3-methyl-butyl)-benzene 在 氢溴酸 、 溶剂黄146 作用下， 生成 6-methoxy-2,2,7,8-tetramethylchroman
  参考文献：
  名称：

  Vitamin E. XLIII.¹ Synthesis of 2,2,7,8-Tetramethyl-6-hydroxychroman and its Behavior upon Oxidation

  摘要：

  DOI：

  10.1021/ja01237a034

文献信息

• Simple and Efficient Method for the Halogenation of Oxygenated Aromatic Compounds
  作者：Theodora Calogeropoulou、Eftychia Koini、Nicolaos Avlonitis

  DOI：10.1055/s-0030-1260792

  日期：2011.7

  An efficient and mild method for the chlorination and bromination of oxygenated aromatics, with good regioselectivity and excellent yields, using a combination of HX/H 2 O 2 /AcOH in petroleum ether is presented. The effect of ultrasound was investigated.

  提出了一种在石油醚中使用 HX/H 2 O 2 /AcOH 的组合对含氧芳烃进行氯化和溴化的有效和温和的方法，具有良好的区域选择性和优异的收率。研究了超声波的影响。
• BIFUNCTIONAL AGENTS POSSESSING ANTIOXIDANT AND ANTIARRHYTHMIC ACTIVITY
  申请人：Uni-Pharma Kleon Tsetis Pharmaceutical Laboratories S.A.

  公开号：EP1301504B1

  公开（公告）日：2004-11-03
• Bifunctional agents possessing antioxidant and antiarrhythmic activity
  申请人：——

  公开号：US20040259763A1

  公开（公告）日：2004-12-23

  The present invention relates to novel bifunctional agents possessing antioxidant and antiarrhytmic activity, methods for the synthesis of the same and their applications in treating ischemia-reperfusion injury, as well as a variety of disorders related to free radicals and/or arrhythmias. These bifunctional drugs should prefrentially segregate in the membrane and produce their antiarrhytmic effects while, at the same time, help in protecting the membrane lipids by scavenging free radicals. The present invention comprises compounds represented by Formula (I), wherein R 1 , R 2 , R 3 , R 4 , R 5 are further defined. 1
• US7115657B2
  申请人：——

  公开号：US7115657B2

  公开（公告）日：2006-10-03
• [EN] BIFUNCTIONAL AGENTS POSSESSING ANTIOXIDANT AND ANTIARRHYTHMIC ACTIVITY<br/>[FR] AGENTS BIFONCTIONNELS A ACTIVITE ANTIOXYDANTE ET ANTIARYTHMIQUE
  申请人：UNI PHARMA KLEON TSETIS PHARMACEUTICAL LAB SA

  公开号：WO2002004438A1

  公开（公告）日：2002-01-17

  The present invention relates to novel bifunctional agents possessing antioxidant and antiarrhytmic activity, methods for the synthesis of the same and their applications in treating ischemia-reperfusion injury, as well as a variety of disorders related to free radicals and/or arrhythmias. These bifunctional drugs should preferentially segregate in the membrane and produce their antiarrhytmic effects while, at the same time, help in protecting the membrane lipids by scavenging free radicals. The present invention comprises compounds represented by Formula (I), wherein R1, R2, R3, R4, R5 are further defined.