8-methyl-2-(1-methylpiperidin-4-yl)-5-(2-pyridin-2-ylethyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole | 1166846-69-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 8-methyl-2-(1-methylpiperidin-4-yl)-5-(2-pyridin-2-ylethyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole
• 英文别名: 8-methyl-2-(1-methylpiperidin-4-yl)-5-(2-(pyridin-2-yl)ethyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole；8-methyl-2-(1-methylpiperidin-4-yl)-5-(2-pyridin-2-ylethyl)-3,4-dihydro-1H-pyrido[4,3-b]indole
• CAS: 1166846-69-0
• 化学式: C₂₅H₃₂N₄
• mdl: MFCD27214594
• 分子量: 388.556
• InChiKey: ZVMAXLHJDKBSDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  24.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-methyl-2-(1-methylpiperidin-4-yl)-5-(2-pyridin-2-ylethyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 在 盐酸 作用下， 以 1,4-二氧六环 、 丙酮 为溶剂， 生成
  参考文献：
  名称：

  作为有效的5-HT 6受体拮抗剂的Dimebon新型γ-咔啉类似物的合成和生物学评估

  摘要：

  描述了一系列新的Dimebon ™ γ-咔啉类似物的合成，生物学评估和结构-活性关系。在研究的化合物中，已确定γ-咔啉3 {8}和3 { 14 }是组胺H 1（IC 50  = 0.1μM）和5-羟色胺5-HT 6（IC 50  = 0.37μM）受体的有效小分子拮抗剂。， 分别。

  DOI：

  10.1016/j.bmcl.2009.04.128
• 作为产物：
  描述：

  2-乙烯基吡啶 、 8-methyl-2-(1-methylpiperidin-4-yl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 在 四正丁基硫酸铵 、 potassium hydroxide 作用下， 以 水 、 二甲基亚砜 为溶剂， 生成 8-methyl-2-(1-methylpiperidin-4-yl)-5-(2-pyridin-2-ylethyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole
  参考文献：
  名称：

  作为有效的5-HT 6受体拮抗剂的Dimebon新型γ-咔啉类似物的合成和生物学评估

  摘要：

  描述了一系列新的Dimebon ™ γ-咔啉类似物的合成，生物学评估和结构-活性关系。在研究的化合物中，已确定γ-咔啉3 {8}和3 { 14 }是组胺H 1（IC 50  = 0.1μM）和5-羟色胺5-HT 6（IC 50  = 0.37μM）受体的有效小分子拮抗剂。， 分别。

  DOI：

  10.1016/j.bmcl.2009.04.128

文献信息

• LIGANDS OF ALPHA-ADRENOCEPTORS, DOPAMINE, HISTAMINE, IMIDAZOLINE AND SEROTONIN RECEPTORS AND THEIR USE
  申请人：Ivashchenko Andrey Alexandrovich

  公开号：US20110039825A1

  公开（公告）日：2011-02-17

  The invention relates to novel ligands the broad spectrum of biological activity of which includes simultaneously α-adrenoceptors, dopamine receptors, histamine receptors, imidazoline receptors and serotonin receptors, among them serotonin 5-HT 7 receptors, which are compounds of general formula 1 in the form of free bases, geometrical isomers, racemic mixtures or individual optical isomers, pharmaceutically acceptable salts and/or hydrates, wherein: R1 is a substituent of amino group, selected from hydrogen, optionally substituted C 1 -C 4 alkyl, acyl, heterocyclyl, alkoxycarbonyl, substituted sulfonyl; R2 is a substituent of cyclic system, selected from hydrogen, halogen, optionally substituted C 1 -C 4 alkyl, CF 3 , CN, alkoxy, alkoxycarbonyl, carboxyl, heterocyclyl or substituted sulfonyl; Ar is optionally substituted aryl not necessarily annalated with heterocyclyl, or optionally substituted aromatic heterocyclyl; W is optionally substituted (CH 2 ) m group, optionally substituted CH═CH group, optionally substituted CH 2 —CH═CH group, C≡C group, SO 2 group; n=1, 2; m=1, 2, 3; solid line accompanied by dotted line, i.e. may represent single or double bond. The invention also relates to active ingredients, pharmaceutical compositions comprising the said ligands as active ingredients; to novel medicaments useful for treatment of diseases and conditions of central nervous system (CNS) of humans and warm-blooded animals.
• Synthesis and biological evaluation of novel γ-carboline analogues of Dimebon as potent 5-HT6 receptor antagonists
  作者：Alexandre V. Ivachtchenko、Eugene B. Frolov、Oleg D. Mitkin、Volodymyr M. Kysil、Alexander V. Khvat、Ilya M. Okun、Sergey E. Tkachenko

  DOI：10.1016/j.bmcl.2009.04.128

  日期：2009.6

  Synthesis, biological evaluation and structure–activity relationships for a series of novel γ-carboline analogues of Dimebon™ are described. Among the studied compounds, γ-carbolines 38} and 314} have been identified as potent small molecule antagonists of histamine H1 (IC50 = 0.1 μM) and serotonin 5-HT6 (IC50 = 0.37 μM) receptors, respectively.

  描述了一系列新的Dimebon ™ γ-咔啉类似物的合成，生物学评估和结构-活性关系。在研究的化合物中，已确定γ-咔啉3 8}和3 14 }是组胺H 1（IC 50  = 0.1μM）和5-羟色胺5-HT 6（IC 50  = 0.37μM）受体的有效小分子拮抗剂。， 分别。