N-cinnamoylphenothiazine | 62829-70-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: N-cinnamoylphenothiazine
• 英文别名: (E)-1-(10H-phenothiazin-10-yl)-3-phenylprop-2-en-1-one；(E)-1-phenothiazin-10-yl-3-phenylprop-2-en-1-one
• CAS: 62829-70-3
• 化学式: C₂₁H₁₅NOS
• 分子量: 329.422
• InChiKey: ISOJHRMKEGMVKU-CCEZHUSRSA-N

物化性质

• 熔点：
  139-140 °C(Solv: ethanol (64-17-5))
• 沸点：
  509.7±43.0 °C(Predicted)
• 密度：
  1.283±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-氯苯基)-3-肼基-3-氧代丙酰胺 、 N-cinnamoylphenothiazine 在 溶剂黄146 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 以27.9%的产率得到N-(4-chlorophenyl)-3-oxo-3-(5-phenothiazin-10-yl-3-phenyl-3,4-dihydropyrazol-2-yl)propanamide
  参考文献：
  名称：

  Jolly; Arora; Agarwal, Journal of the Indian Chemical Society, 1990, vol. 67, # 11, p. 922 - 923

  摘要：

  DOI：
• 作为产物：
  描述：

  吩噻嗪 、 3-苯基-2-丙烯酰氯 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以95%的产率得到N-cinnamoylphenothiazine
  参考文献：
  名称：

  Jolly; Arora; Agarwal, Journal of the Indian Chemical Society, 1990, vol. 67, # 11, p. 922 - 923

  摘要：

  DOI：

文献信息

• Selective reversible inhibition of human butyrylcholinesterase by aryl amide derivatives of phenothiazine
  作者：Sultan Darvesh、Robert S. McDonald、Katherine V. Darvesh、Diane Mataija、Sarah Conrad、Geraldine Gomez、Ryan Walsh、Earl Martin

  DOI：10.1016/j.bmc.2007.06.060

  日期：2007.10

  Evidence suggests that specific inhibition of butyrylcholinesterase may be an appropriate focus for the development of more effective drugs to treat dementias such as Alzheimer's disease. Butyrylcholinesterase is a co-regulator of cholinergic neuro-transmission and its activity is increased in Alzheimer's disease, and is associated with all neuropathological lesions in this disease. Some selective butyrylcholinesterase inhibitors have already been reported to increase acetylcholine levels and to reduce the formation of abnormal amyloid found in Alzheimer's disease. Synthesized N-(10)-aryl and N-(10)-alkylaryl amides of phenothiazine are specific inhibitors of butyrylcholinesterase. In some cases, inhibition constants in the nanomolar range are achieved. Enzyme specificity and inhibitor potency of these molecules can be related to molecular volumes, steric and electronic factors. Computed logP values indicate high potential for these compounds to cross the blood-brain barrier. Use of such butyrylcholinesterase inhibitors could provide direct evidence for the importance of this enzyme in the normal nervous system and in Alzheimer's disease. (C) 2007 Elsevier Ltd. All rights reserved.
• JOLLY, V. S.;ARORA, G. D.;AGARWAL, LILY, J. INDIAN CHEM. SOC., 67,(1990) N1, C. 922-923
  作者：JOLLY, V. S.、ARORA, G. D.、AGARWAL, LILY

  DOI：——

  日期：——
• Jolly; Arora; Agarwal, Journal of the Indian Chemical Society, 1990, vol. 67, # 11, p. 922 - 923
  作者：Jolly、Arora、Agarwal

  DOI：——

  日期：——