6-HYDROXY-2-{4-[BIS(4-FLUOROPHENYL)METHYL]PIPERAZIN-1-YLCARBONYL}-1,4-BENZODIOXIN | 160657-55-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 6-HYDROXY-2-{4-[BIS(4-FLUOROPHENYL)METHYL]PIPERAZIN-1-YLCARBONYL}-1,4-BENZODIOXIN
• 英文别名: 6-Hydroxy-2-{4-[bis-(4-fluorophenyl)methyl]piperazin-1-ylcarbonyl}-1,4-benzodioxin；[4-[bis(4-fluorophenyl)methyl]piperazin-1-yl]-(6-hydroxy-1,4-benzodioxin-2-yl)methanone
• CAS: 160657-55-6
• 化学式: C₂₆H₂₂F₂N₂O₄
• 分子量: 464.468
• InChiKey: TXAYYOBTVUEUML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  62.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-HYDROXY-2-{4-[BIS(4-FLUOROPHENYL)METHYL]PIPERAZIN-1-YLCARBONYL}-1,4-BENZODIOXIN 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以12%的产率得到[4-[Bis(4-fluorophenyl)methyl]piperazin-1-yl]-(6-hydroxy-1,4-benzodioxin-2-yl)methanethione
  参考文献：
  名称：

  A Novel Series of 2,6,7-Substituted 2,3-Dihydro-1,4-Benzodioxin and 2,6,7-Substituted 1,4-Benzodioxin Derivatives as Lipid Peroxidation Inhibitors. Structure−Activity Relationships for High Inhibition of Human Low-Density Lipoprotein Peroxidation

  摘要：

  A series of 6- or 7-substituted 2-carboxamido- or 2-(aminomethyl)-1,4-benzodioxin and -2,3-dihydro-1,4-benzodioxin derivatives were synthesized and evaluated to determine the necessary structural requirements for a high inhibition of human low-density lipoprotein copper-induced peroxidation. The most active compounds (21, 25, 28, 36, and 37) were found between 5 and > 45 times more active than probucol itself. Due to both their potency and their structural features, compounds 25 and 36 were selected with others for complementary in vitro and in vivo investigations. Both of them exhibit calcium antagonist properties in the same range of potency as flunarizine itself. Compound 36 was also found to have significant hypolipaemic activity in mice at 100 and 300 mg/kg po, while compound 25 proved to be clearly active in a normobar hypoxia test.

  DOI：

  10.1021/jm0108045
• 作为产物：
  描述：

  6-acetyl-2,3-dihydro-1,4-benzodioxin-2-carboxylic acid ethyl ester 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 间氯过氧苯甲酸 作用下， 以 四氯化碳 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 47.0h， 生成 6-HYDROXY-2-{4-[BIS(4-FLUOROPHENYL)METHYL]PIPERAZIN-1-YLCARBONYL}-1,4-BENZODIOXIN
  参考文献：
  名称：

  A Novel Series of 2,6,7-Substituted 2,3-Dihydro-1,4-Benzodioxin and 2,6,7-Substituted 1,4-Benzodioxin Derivatives as Lipid Peroxidation Inhibitors. Structure−Activity Relationships for High Inhibition of Human Low-Density Lipoprotein Peroxidation

  摘要：

  A series of 6- or 7-substituted 2-carboxamido- or 2-(aminomethyl)-1,4-benzodioxin and -2,3-dihydro-1,4-benzodioxin derivatives were synthesized and evaluated to determine the necessary structural requirements for a high inhibition of human low-density lipoprotein copper-induced peroxidation. The most active compounds (21, 25, 28, 36, and 37) were found between 5 and > 45 times more active than probucol itself. Due to both their potency and their structural features, compounds 25 and 36 were selected with others for complementary in vitro and in vivo investigations. Both of them exhibit calcium antagonist properties in the same range of potency as flunarizine itself. Compound 36 was also found to have significant hypolipaemic activity in mice at 100 and 300 mg/kg po, while compound 25 proved to be clearly active in a normobar hypoxia test.

  DOI：

  10.1021/jm0108045

文献信息

• Substituted benzodioxins
  申请人：Adir et Compagnie

  公开号：US05420132A1

  公开（公告）日：1995-05-30

  A compound of formula (I): ##STR1## wherein: X represents O, S or H.sub.2, R and R' each represents hydrogen or together form a bond, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as defined in the description. useful in the treatment or prevention of disorders involving oxidative processes.

  化合物公式(I)：##STR1## 其中：X代表O、S或H.sub.2，R和R'各代表氢或一起形成键，R.sub.1、R.sub.2、R.sub.3和R.sub.4如说明书中所定义的，在涉及氧化过程的疾病的治疗或预防中有用。
• New substituted benzodioxins
  申请人：Adir et Compagnie

  公开号：US05439909A1

  公开（公告）日：1995-08-08

  A compound of formula (I): ##STR1## wherein: X represents O, S or H.sub.2, R and R' each represents hydrogen or together form a bond, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as defined in the description. useful in the treatment or prevention of disorders involving oxidative processes.

  式(I)的化合物：##STR1## 其中：X代表O，S或H.sub.2，R和R'分别代表氢或共同形成键，R.sub.1，R.sub.2，R.sub.3和R.sub.4如描述中所定义。在治疗或预防涉及氧化过程的疾病中有用。
• Benzodioxines substituées, leur procédé de préparation et les compositions pharmaceutiques les contenant
  申请人：ADIR ET COMPAGNIE

  公开号：EP0624582A1

  公开（公告）日：1994-11-17

  Composés de formule générale (I) :    dans laquelle : X représente O, S ou H₂, R et R' représentent chacun l'hydrogène, ou forment ensemble une liaison, R₁, R₂, R₃ et R₄ sont tels que définis dans la description, Ces composés trouvent leur application en thérapeutique dans le traitement ou la prévention des affections où interviennent des processus oxydatifs.

  通式(I)化合物： 其中 X 代表 O、S 或 H₂、 R 和 R'各自代表氢，或共同形成一个键、 R₁、R₂、R₃ 和 R₄ 如说明中所定义、 这些化合物可用于治疗或预防涉及氧化过程的疾病。
• JPH06329665A
  申请人：——

  公开号：JPH06329665A

  公开（公告）日：1994-11-29
• US5420132A
  申请人：——

  公开号：US5420132A

  公开（公告）日：1995-05-30