3,4-dihydro-2,5,7,8-tetramethyl-2-<<4-(phenylmethyl)-1-piperazinyl>methyl>-2H-1-benzopyran-6-ol | 122003-99-0

• 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: 3,4-dihydro-2,5,7,8-tetramethyl-2-<<4-(phenylmethyl)-1-piperazinyl>methyl>-2H-1-benzopyran-6-ol
• 英文别名: 3,4-dihydro-2,5,7,8-tetramethyl-2-{4-[(phenylmethyl)-1-piperazinyl]methyl}-2H-1-benzopyran-6-ol；2-[(4-Benzylpiperazin-1-yl)methyl]-2,5,7,8-tetramethyl-3,4-dihydrochromen-6-ol
• CAS: 122003-99-0
• 化学式: C₂₅H₃₄N₂O₂
• 分子量: 394.557
• InChiKey: VGJFUTQJGZKKBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  35.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4-dihydro-2,5,7,8-tetramethyl-2-<<4-(phenylmethyl)-1-piperazinyl>methyl>-2H-1-benzopyran-6-ol 在 palladium 10% on activated carbon 氢气 、 sodium hydroxide 作用下， 以 溶剂黄146 、 水 、 乙酸乙酯 为溶剂， 反应 1.0h， 以62%的产率得到3,4-dihydro-2,5,7,8-tetramethyl-2-[(1-piperazinyl)-methyl]-2H-1-benzopyran-6-ol
  参考文献：
  名称：

  Amidine derivatives, their preparation and application as medicines and pharmaceutical compositions containing same

  摘要：

  该式中的腙化合物，其中取代基的定义如申请书中所述，可用作NO合酶酶抑制剂。

  公开号：

  US06653312B1
• 作为产物：
  描述：

  奎诺二甲基丙烯酸酯 在 lithium aluminium tetrahydride 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 39.0h， 生成 3,4-dihydro-2,5,7,8-tetramethyl-2-<<4-(phenylmethyl)-1-piperazinyl>methyl>-2H-1-benzopyran-6-ol
  参考文献：
  名称：

  2-(Aminomethyl)chromans that inhibit iron-dependent lipid peroxidation and protect against central nervous system trauma and ischemia

  摘要：

  A series of 2-(aminomethyl)chromans was developed as potent inhibitors of iron-dependent lipid peroxidation. Compounds within this class are extremely effective at inhibiting lipid peroxidation with IC50's as low as 0.2 muM. Selected members were found to enhance early neurological recovery and survival in a mouse head injury model. In this assay, improvement in the 1-h post-head-injury neurological status (grip test score) by as much as 230 % of control was observed. One of the most efficacious compounds (35) was evaluated in two models of cerebral ischemia where significant neuroprotection was observed. These results provide further support for the importance of cerebroprotective antioxidants for the treatment of traumatic and ischemic injury as well as additional evidence for the role of oxygen radicals in postischemic brain damage.

  DOI：

  10.1021/jm00101a025

文献信息

• Pharmaceutically active amines
  申请人：THE UPJOHN COMPANY

  公开号：EP0293078A1

  公开（公告）日：1988-11-30

  The aromatic amines (I), alkyl amines (II), bicyclic amines (III), cycloalkyl amines (IV), aromatic bicyclic amines (V), hydroquinone amines (VI), quinone amines (VII), amino-ethers (VIII) and bicyclic amino ethers (IX) are useful as pharmaceutical agents for treating a number of conditions including spinal trauma, mild and/or moderate to severe head injury, etc. Also dislosed is a method of treatment using the 3,4-dihydrobenzopyrans (XI).

  芳香胺 (I)、烷基胺 (II)、双环胺 (III) 环烷基胺 (IV)、芳香族双环胺 (V)、对苯二酚胺 (VI)、醌胺 (VII)、氨基醚 (VIII) 和双环氨基醚 (IX) 可用作治疗多种疾病的药物，包括脊柱创伤、轻度和/或中重度头部损伤等。此外，还公开了一种使用 3,4-二氢苯并吡喃（XI）的治疗方法。
• PHARMACEUTICALLY ACTIVE AMINES
  申请人：THE UPJOHN COMPANY

  公开号：EP0358676A1

  公开（公告）日：1990-03-21
• [EN] PHARMACEUTICALLY ACTIVE AMINES
  申请人：THE UPJOHN COMPANY

  公开号：WO1988008424A1

  公开（公告）日：1988-11-03

  (EN) The aromatic amines (I), alkyl amines (II), bicyclic amines (III), cycloalkyl amines (IV), aromatic bicyclic amines (V), hydroquinone amines (VI), quinone amines (VII), amino-ethers (VIII) and bicyclic amino ethers (IX) are useful as pharmaceutical agents for treating a number of conditions including spinal trauma, mild and/or moderate to severe head injury, etc. Also disclosed is a method of treatment using the 3,4-dihydrobenzopyrans (XI).(FR) Les amines aromatiques (I), les alkylamines (II), les amines bicycliques (III), les cycloalkylamines (IV), les amines bicycliques aromatiques (V), les amines d'hydroquinone (VI), les amines de quinone (VII), les amino-éthers (VIII) et les amino-éthers bicycliques (IX) sont utiles en tant qu'agents pharmaceutiques pour traiter plusieurs états pathologiques, entre autres les traumas de la moelle épinière, et les blessures à la tête légères et/ou modérées à graves, etc. Une méthode de traitement utilisant 3,4-dihydrobenzopyranes (XI) est également décrite.
• 2-(Aminomethyl)chromans that inhibit iron-dependent lipid peroxidation and protect against central nervous system trauma and ischemia
  作者：E. Jon Jacobsen、Fred J. VanDoornik、Donald E. Ayer、Kenneth L. Belonga、J. Mark Braughler、Edward D. Hall、David J. Houser

  DOI：10.1021/jm00101a025

  日期：1992.11

  A series of 2-(aminomethyl)chromans was developed as potent inhibitors of iron-dependent lipid peroxidation. Compounds within this class are extremely effective at inhibiting lipid peroxidation with IC50's as low as 0.2 muM. Selected members were found to enhance early neurological recovery and survival in a mouse head injury model. In this assay, improvement in the 1-h post-head-injury neurological status (grip test score) by as much as 230 % of control was observed. One of the most efficacious compounds (35) was evaluated in two models of cerebral ischemia where significant neuroprotection was observed. These results provide further support for the importance of cerebroprotective antioxidants for the treatment of traumatic and ischemic injury as well as additional evidence for the role of oxygen radicals in postischemic brain damage.
• Amidine derivatives, their preparation and application as medicines and pharmaceutical compositions containing same
  申请人：Societe de Conseils de Recherches et d'Applications Scientifiques (S.C.R.A.S.)

  公开号：US06653312B1

  公开（公告）日：2003-11-25

  Amidine compounds of the formula wherein the substituents are defined as in the application useful as NO-synthase enzyme inhibitors.

  该式中的腙化合物，其中取代基的定义如申请书中所述，可用作NO合酶酶抑制剂。