2-(4-methylpiperazin-1-yl)-4-phenylquinoline | 64097-94-5

• 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: 2-(4-methylpiperazin-1-yl)-4-phenylquinoline
• 英文别名: 2-(4-Methyl-1-piperazinyl)-4-phenylchinolin
• CAS: 64097-94-5
• 化学式: C₂₀H₂₁N₃
• 分子量: 303.407
• InChiKey: KTBNHBIVVRECOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  19.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-异氰基二苯甲酮 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.75h， 生成 2-(4-methylpiperazin-1-yl)-4-phenylquinoline
  参考文献：
  名称：

  A convenient synthesis of quinolines by reactions of o-isocyano-β-methoxystyrenes with nucleophiles

  摘要：

  2,4-Disubstituted quinolines have been synthesized by reactions of o-isocyano-beta-methoxystyrenes, which can be easily prepared from commercially available o-aminophenyl ketones in three steps, with alkyl(or aryl)lithiums in generally good yields. Subsequently, oisocyano-beta-methoxystyrenes have also proved to react efficiently with lithium dialkylamides to afford the corresponding 4-substituted N,Ndialkylquinolin-2-amines in satisfactory yields. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.069

文献信息

• 4-Phenyl-2-(1-piperazinyl)quinolines with potent antidepressant activity.
  作者：KATSUHIKO HINO、KIYOSHI FURUKAWA、YASUTAKA NAGAI、HITOSHI UNO

  DOI：10.1248/cpb.28.2618

  日期：——

  A series of 2-amino-4-phenylquinolines was synthesized and the effects of these compounds on the central nervous system were evaluated pharmacologically in mice. Among these compounds, many 2-(substituted piperazinyl) derivatives exhibited a potent antagonism to hypothermia and catalepsy induced by reserpine, as well as some inhibitory effect on locomotor activity. Some compounds were found to possess activity to inhibit tremorine-induced tremor.

  合成了一系列2-氨基-4-苯基喹啉，并在小鼠中药理评估了这些化合物对中枢神经系统的影响。在这些化合物中，许多2-(取代哌嗪基)衍生物表现出对美克洛西丁诱导的低体温和植物人状态的显著拮抗作用，同时对运动活动也有一定的抑制效果。一些化合物被发现具有抑制颤动素诱发的震颤的活性。
• HINO KATSUHIKO; FURUKAWA KIYOSHI; NAGAI YASUTAKA; UNO HITOSHI, CHEM. AND PHARM. BULL., 1980, 28, NO 9, 2618-2622
  作者：HINO KATSUHIKO、 FURUKAWA KIYOSHI、 NAGAI YASUTAKA、 UNO HITOSHI

  DOI：——

  日期：——
• HINO, KATSUHIKO;KAWASHIMA, KATSUYOSHI;OKA, MAKOTO;NAGAI, YASUTAKA;UNO, HI+, CHEM. AND PHARM. BULL., 37,(1989) N, C. 110-115
  作者：HINO, KATSUHIKO、KAWASHIMA, KATSUYOSHI、OKA, MAKOTO、NAGAI, YASUTAKA、UNO, HI+

  DOI：——

  日期：——
• GAST G.; SCHMUTZ J.; SORG D., HELV. CHIM. ACTA <HCAC-AV>, 1977, 60, NO 5, 1644-1649
  作者：GAST G.、 SCHMUTZ J.、 SORG D.

  DOI：——

  日期：——
• US4237135A
  申请人：——

  公开号：US4237135A

  公开（公告）日：1980-12-02