1-(4-甲基-1-哌嗪基)-3,3-二苯基-1-丙酮 | 5636-79-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(4-甲基-1-哌嗪基)-3,3-二苯基-1-丙酮
• 英文名称: 1-(3,3-diphenyl-propionyl)-4-methyl-piperazine
• 英文别名: 1-(3,3-Diphenyl-propionyl)-4-methyl-piperazin；Cambridge id 5685668；1-(4-methylpiperazin-1-yl)-3,3-diphenylpropan-1-one
• CAS: 5636-79-3
• 化学式: C₂₀H₂₄N₂O
• 分子量: 308.423
• InChiKey: BTZVMGSLTPXRCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-甲基-1-哌嗪基)-3,3-二苯基-1-丙酮 在 三氟甲磺酸 作用下， 以68%的产率得到3-苯基-1-茚酮
  参考文献：
  名称：

  Dicationic Intermediates Involving Protonated Amides:  Dual Modes of Reactivity Including the Acylation of Arenes

  摘要：

  In the Bronsted superacid CF3SO3H (triflic acid), amides are able to form reactive, dicationic electrophiles. It is shown that these dicationic intermediates participate in two distinctly different types of electrophilic reactions. The protonated amide increases the reactivity of an adjacent electrophilic group, and the protonated amide group itself shows enhanced reactivity arising from an adjacent cationic charge. In the latter case, several types of amides are even capable of reacting with benzene by Friedel-Crafts acylation.

  DOI：

  10.1021/ol049512z
• 作为产物：
  描述：

  cinnamic acid N-methylpiperazide 、 苯 在 三氟甲磺酸 作用下， 反应 6.0h， 以70%的产率得到1-(4-甲基-1-哌嗪基)-3,3-二苯基-1-丙酮
  参考文献：
  名称：

  Dicationic Intermediates Involving Protonated Amides:  Dual Modes of Reactivity Including the Acylation of Arenes

  摘要：

  In the Bronsted superacid CF3SO3H (triflic acid), amides are able to form reactive, dicationic electrophiles. It is shown that these dicationic intermediates participate in two distinctly different types of electrophilic reactions. The protonated amide increases the reactivity of an adjacent electrophilic group, and the protonated amide group itself shows enhanced reactivity arising from an adjacent cationic charge. In the latter case, several types of amides are even capable of reacting with benzene by Friedel-Crafts acylation.

  DOI：

  10.1021/ol049512z

文献信息

• Preferentially substituted calcium channel blockers
  申请人：——

  公开号：US20040147529A1

  公开（公告）日：2004-07-29

  Certain piperazine substituted compounds are described which are useful in altering calcium channel activity.

  描述了某些取代哌嗪化合物，这些化合物在改变钙通道活性方面是有用的。
• 1-SUBSTITUTED TETRAHYDROISOQUINOLINE COMPOUND
  申请人：Shishikura Jun-Ichi

  公开号：US20100168154A1

  公开（公告）日：2010-07-01

  Provided is a compound useful as an N-type Ca 2+ channel blocker. As a result of intensive studies of compounds having an action of blocking N-type Ca 2+ channels, the present inventors found that a tetrahydroisoquinoline compound of the present invention having a substituent at the 1-position has an action of blocking the N-type Ca 2+ channels, an antinociceptive pain action, an antineuropathic pain action, an abdominal pain-inhibitory action and an opioid-induced constipation-improving action, and the present invention has been completed based on these findings. The compound of the present invention can be used as a pharmaceutical composition for preventing and/or treating various pains such as neuropathic pain and nociceptive pain, headaches such as migraine and cluster headache, central nervous system diseases such as anxiety, depression, epilepsy, cerebral stroke and restless legs syndrome, abdominal symptoms such as abdominal pain and abdominal distension, stool abnormalities such as diarrhea and constipation, digestive system diseases such as irritable bowel syndrome, urinary system diseases such as overactive bladder and interstitial cystitis, etc.

  本发明提供了一种作为N型Ca2+通道阻滞剂有用的化合物。通过对具有阻断N型Ca2+通道作用的化合物进行深入研究，本发明的发明人发现，本发明的四氢异喹啉化合物在1位具有取代基，具有阻断N型Ca2+通道、抗痛作用、抗神经痛作用、抑制腹痛作用和改善阿片类药物引起的便秘作用，基于这些发现完成了本发明。本发明的化合物可用作制备预防和/或治疗各种疼痛，如神经痛和伤害性疼痛、头痛，如偏头痛和集群头痛、中枢神经系统疾病，如焦虑、抑郁症、癫痫、脑卒中和不宁腿综合症、腹部症状，如腹痛和腹胀、大便异常，如腹泻和便秘、消化系统疾病，如肠易激综合症、泌尿系统疾病，如膀胱过度活动和间质性膀胱炎等制药组合物。
• Unsymmetrically N-Substituted Piperazines. VIII. Amide Derivatives¹
  作者：Walter S. Ide、Emil Lorz、Richard Baltzly

  DOI：10.1021/ja01616a072

  日期：1955.6
• US7186726B2
  申请人：——

  公开号：US7186726B2

  公开（公告）日：2007-03-06
• US8263607B2
  申请人：——

  公开号：US8263607B2

  公开（公告）日：2012-09-11