<<2-(3,4-dimethoxyphenyl)ethyl>methylamino>propanamide | 179258-60-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: <<2-(3,4-dimethoxyphenyl)ethyl>methylamino>propanamide
• 英文别名: 3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propanamide；3-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]propanamide
• CAS: 179258-60-7
• 化学式: C₁₄H₂₂N₂O₃
• 分子量: 266.34
• InChiKey: GWHABAVIHQZMSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  64.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  <<2-(3,4-dimethoxyphenyl)ethyl>methylamino>propanamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 3-[N-(3,4-dimethoxyphenyl)ethyl-N-methylamino]propylamine
  参考文献：
  名称：

  Synthesis, electrophysiological properties and analysis of structural requirements of a novel class of antiarrhythmic agents with potassium and calcium channel blocking properties

  摘要：

  Class III antiarrhythmic agents have been shown to prevent reentrant arrhythmias but also to be responsible for initiating arrhythmias characterised by afterdepolarizations and triggered activities. By combining potassium and calcium channel antagonistic actions, as with BRL-32872(1,2) (1), it might be possible to reduce the incidence of proarrhythmias albeit retaining antiarrhythmic efficacy. In the present study we synthesised and tested for their electrophysiological activity in guinea pig papillary muscle a wide panel of analogues of BRL-32872. Some qualitative relationships between compound structure and the inhibitory effect on the rapidly activating component of the delayed rectifier potassium current and/or the L-type calcium current will be presented. New derivatives depicting bell-shaped dose-response curves on action potential duration may therefore represent novel agents for improved antiarrhythmic therapy. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00166-7
• 作为产物：
  描述：

  N-甲基-2-(3,4-二甲氧基苯基)乙胺 、 3-氯丙酰胺 在 三乙胺 作用下， 以 乙腈 为溶剂， 生成 <<2-(3,4-dimethoxyphenyl)ethyl>methylamino>propanamide
  参考文献：
  名称：

  Synthesis, electrophysiological properties and analysis of structural requirements of a novel class of antiarrhythmic agents with potassium and calcium channel blocking properties

  摘要：

  Class III antiarrhythmic agents have been shown to prevent reentrant arrhythmias but also to be responsible for initiating arrhythmias characterised by afterdepolarizations and triggered activities. By combining potassium and calcium channel antagonistic actions, as with BRL-32872(1,2) (1), it might be possible to reduce the incidence of proarrhythmias albeit retaining antiarrhythmic efficacy. In the present study we synthesised and tested for their electrophysiological activity in guinea pig papillary muscle a wide panel of analogues of BRL-32872. Some qualitative relationships between compound structure and the inhibitory effect on the rapidly activating component of the delayed rectifier potassium current and/or the L-type calcium current will be presented. New derivatives depicting bell-shaped dose-response curves on action potential duration may therefore represent novel agents for improved antiarrhythmic therapy. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00166-7

文献信息

• Nitro-benzamides useful as anti-arrhythmic agents
  申请人：SmithKline Beecham p.l.c.

  公开号：US20010025054A1

  公开（公告）日：2001-09-27

  A compound of formula (I): or a salt thereof, or a solvate thereof, wherein Ar represents substituted or unsubstituted aryl, wherein the optional substituents are selected from alkyl, hydroxy or alkoxy or, if attached to adjacent carbon atoms any two substituents together with the carbon atoms to which they are attached may form a fused heterocyclic ring of five to six atoms wherein one, two or three of the said atoms are oxygen or nitrogen; A represents a C 1-4 n-alkylene group wherein each carbon is optionally substituted by 1 or 2 C 1-6 alkyl groups; R 1 represents hydrogen, alkyl, alkenyl or cycloalkyl; one or two of of the group of R 2 , R 3 and R 4 represents nitro the remaining members of the group of R 2 , R 3 and R 4 represent hydrogen; X represents a —CO—NH— moiety; and Z represents C 2-4 n-alkylene group wherein each carbon is optionally substituted 1 or 2 C 1-6 alkyl groups; a process for preparing such compounds, pharmaceutical compositions comprising such compounds and the use of such compounds in medicine.

  化合物的式子（I）：或其盐，或其溶剂化物，其中Ar代表取代或未取代的芳基，其中可选的取代基来自烷基，羟基或烷氧基，或者如果连接到相邻的碳原子，任意两个取代基与它们所连接的碳原子一起可以形成一个由五到六个原子组成的融合杂环环，其中一个、两个或三个原子是氧或氮；A代表C1-4n-烷基，其中每个碳原子可以选择地被1或2个C1-6烷基所取代；R1代表氢，烷基，烯基或环烷基；R2，R3和R4中的一或两个代表硝基，R2，R3和R4组的其余成员代表氢；X代表-CO-NH-基团；Z代表C2-4n-烷基，其中每个碳可以选择地被1或2个C1-6烷基所取代；制备这种化合物的方法，包括这种化合物的制药组成物以及在医学上使用这种化合物。
• NITRO-BENZAMIDES USEFUL AS ANTI-ARRHYTHMIC AGENTS
  申请人：SMITHKLINE BEECHAM LABORATOIRES PHARMACEUTIQUES

  公开号：EP0788474B1

  公开（公告）日：2000-05-03
• US5977179A
  申请人：——

  公开号：US5977179A

  公开（公告）日：1999-11-02
• US6570037B2
  申请人：——

  公开号：US6570037B2

  公开（公告）日：2003-05-27
• Synthesis, electrophysiological properties and analysis of structural requirements of a novel class of antiarrhythmic agents with potassium and calcium channel blocking properties
  作者：Guy Nadler、Jean-François Faivre、Marie-Claire Forest、Brigitte Cheval、Michel Martin、Michel Souchet、Bernard Gout、Antoine Bril

  DOI：10.1016/s0968-0896(98)00166-7

  日期：1998.11

  Class III antiarrhythmic agents have been shown to prevent reentrant arrhythmias but also to be responsible for initiating arrhythmias characterised by afterdepolarizations and triggered activities. By combining potassium and calcium channel antagonistic actions, as with BRL-32872(1,2) (1), it might be possible to reduce the incidence of proarrhythmias albeit retaining antiarrhythmic efficacy. In the present study we synthesised and tested for their electrophysiological activity in guinea pig papillary muscle a wide panel of analogues of BRL-32872. Some qualitative relationships between compound structure and the inhibitory effect on the rapidly activating component of the delayed rectifier potassium current and/or the L-type calcium current will be presented. New derivatives depicting bell-shaped dose-response curves on action potential duration may therefore represent novel agents for improved antiarrhythmic therapy. (C) 1998 Elsevier Science Ltd. All rights reserved.