5,6-dihydro-benz[c]acridin-7-ylamine | 191979-60-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 5,6-dihydro-benz[c]acridin-7-ylamine
• 英文别名: 5,6-Dihydrobenzo[c]acridin-7-amine
• CAS: 191979-60-9
• 化学式: C₁₇H₁₄N₂
• 分子量: 246.312
• InChiKey: FRXXZKCFLLWYIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,6-dihydro-benz[c]acridin-7-ylamine 、 乙酰氯 生成 N-(5,6-dihydro-benz[c]acridin-7-yl)-diacetamide
  参考文献：
  名称：

  John, Journal fur praktische Chemie (Leipzig 1954), 1932, vol. <2> 133, p. 187,189

  摘要：

  DOI：
• 作为产物：
  描述：

  5,6-dihydro-benz[c]acridin-7-yl isocyanate 在 氢氧化钾 作用下， 生成 5,6-dihydro-benz[c]acridin-7-ylamine
  参考文献：
  名称：

  John, Journal fur praktische Chemie (Leipzig 1954), 1932, vol. <2> 133, p. 187,189

  摘要：

  DOI：

文献信息

• Novel Tacrine Analogues for Potential Use against Alzheimer's Disease:  Potent and Selective Acetylcholinesterase Inhibitors and 5-HT Uptake Inhibitors
  作者：Maureen T. MKenna、George R. Proctor、Louise C. Young、Alan L. Harvey

  DOI：10.1021/jm970150t

  日期：1997.10.1

  synthesized and tested for their ability to inhibit acetylcholinesterase, butyrylcholinesterase, and neuronal uptake of 5-HT (serotonin) and noradrenaline. Changes in the size of the carbocyclic ring of tacrine produced modest potency against cholinesterase enzymes. Addition of a fourth ring resulted in compounds with marked selectivity for acetylcholinesterase (AChE) over butyrylcholinesterase (BChE):

  已经合成了几种新的他克林类似物，并测试了它们抑制乙酰胆碱酯酶，丁酰胆碱酯酶以及5-HT（5-羟色胺）和去甲肾上腺素的神经元摄取的能力。他克林碳环大小的变化产生了适度的针对胆碱酯酶的效力。第四个环的加成导致化合物对乙酰胆碱酯酶（AChE）的选择性比对丁酰胆碱酯酶（BChE）的选择性高：例如6-氨基-4,5-苯并-5H-环戊[1,2-b]-喹啉（14a）具有针对AChE的IC50为0.35 microM，针对BChE的IC50为3.1 microM。一些四环化合物作为神经元摄取5-羟色胺的抑制剂的活性比他克林高100-400倍，特别是13-氨基-6,7-二氢-5H-苯并-[3,4]环庚[1,2-b]喹啉（18），其IC50为20 nM。这些化合物有望促进胆碱能和单胺能传递。他们应该对记忆障碍模型进行研究。
• Acetylcholinesterase inhibition by tacrine analogues
  作者：Piero Valenti、Angela Rampa、Alessandra Bisi、Vincenza Andrisano、Vanni Cavrini、Lorena Fin、Alessandro Buriani、Piero Giusti

  DOI：10.1016/s0960-894x(97)10025-7

  日期：1997.10

  Analogues of tacrine were synthesized and evaluated for acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) inhibitory activity. Compound 2a was the most potent inhibitor of AChE with a higher selectivity than tacrine for AChE over BuChE. Tacrine, on the other hard, showed the opposite behaviour with a weaker inhibitory effect on AChE than on BuChe. The compounds displayed correlated activities in isolated enzymes as well as in rat brain homogenates. (C) 1997 Elsevier Science Ltd.
• NEUROGENESIS BY MUSCARINIC RECEPTOR MODULATION
  申请人：Barlow Carrolee

  公开号：US20110319386A1

  公开（公告）日：2011-12-29

  The instant disclosure describes methods for treating diseases and conditions of the central and peripheral nervous system by stimulating or increasing neurogenesis. The disclosure includes compositions and methods based on muscarinic receptor modulation, such as via inhibition of acetylcholine esterase (AChE) activity, alone or in combination with another neurogenic agent to stimulate or activate the formation of new nerve cells.
• US6906193B2
  申请人：——

  公开号：US6906193B2

  公开（公告）日：2005-06-14
• [EN] NEUROGENESIS BY MUSCARINIC RECEPTOR MODULATION<br/>[FR] NEUROGÉNÈSE PAR UNE MODULATION D'UN RÉCEPTEUR MUSCARINIQUE
  申请人：BRAINCELLS INC

  公开号：WO2012170599A1

  公开（公告）日：2012-12-13

  The instant disclosure describes methods for treating diseases and conditions of the central and peripheral nervous system by stimulating or increasing neurogenesis. The disclosure includes compositions and methods based on muscarinic receptor modulation, such as via inhibition of acetylcholine esterase (AChE) activity, alone or in combination with another neurogenic agent to stimulate or activate the formation of new nerve cells.