1-(2-acetamido-4-aminophenoxy)-2-[N-(3,4-dimethoxyphenethyl)-N-methylamino]ethane | 177597-22-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(2-acetamido-4-aminophenoxy)-2-[N-(3,4-dimethoxyphenethyl)-N-methylamino]ethane
• 英文别名: N-[5-amino-2-[2-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]ethoxy]phenyl]acetamide
• CAS: 177597-22-7
• 化学式: C₂₁H₂₉N₃O₄
• 分子量: 387.479
• InChiKey: YKBBWDCFGMCQBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  86
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(2-acetamido-4-aminophenoxy)-2-[N-(3,4-dimethoxyphenethyl)-N-methylamino]ethane 在 吡啶 、 oxonium 作用下， 生成 N-[3-Amino-4-(2-{[2-(3,4-dimethoxy-phenyl)-ethyl]-methyl-amino}-ethoxy)-phenyl]-methanesulfonamide
  参考文献：
  名称：

  Synthesis and biological activity of KCB-328 and its analogues: Novel class III antiarrhythmic agents with little reverse frequency dependence

  摘要：

  A series of 3,4-dimethoxyphenethylamine derivatives was prepared, and their prolongation effects on effective refractory period of contractile response (ERPc) and action potential duration (APD) in isolated guinea-pig papillary muscles at 1 Hz and 3 Hz were examined. SAR studies led to the identification of KCB-328 (51) which is a novel class III antiarrhythmic agent with little reverse frequency dependence. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00689-1
• 作为产物：
  描述：

  N-(2-羟基-5-硝基苯基)乙酰胺 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 1-(2-acetamido-4-aminophenoxy)-2-[N-(3,4-dimethoxyphenethyl)-N-methylamino]ethane
  参考文献：
  名称：

  Synthesis and biological activity of KCB-328 and its analogues: Novel class III antiarrhythmic agents with little reverse frequency dependence

  摘要：

  A series of 3,4-dimethoxyphenethylamine derivatives was prepared, and their prolongation effects on effective refractory period of contractile response (ERPc) and action potential duration (APD) in isolated guinea-pig papillary muscles at 1 Hz and 3 Hz were examined. SAR studies led to the identification of KCB-328 (51) which is a novel class III antiarrhythmic agent with little reverse frequency dependence. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00689-1

文献信息

• Amine derivatives, processes for producing them and a use of them as
  申请人：C&C Research Labs.

  公开号：US06057358A1

  公开（公告）日：2000-05-02

  Novel amine derivatives of the following general formula (I): ##STR1## (wherein) A may denote --(CH.sub.2)--O--, --(CH.sub.2).sub.2 --O--, or --(CH.sub.2).sub.2 --NH--; B may denote --(CH.sub.2).sub.2 --; R.sub.1 may denote a hydrogen atom, a halogen atom, a nitro group, a 1-pyrrolyl group, an acetamido group, an amino group or a dimethylamino group; R.sub.2 may denote a hydrogen atom or a nitro group; R.sub.3 and R.sub.4 may denote a hydrogen atom; R.sub.8a and R.sub.8b which are the same may denote a chlorine atom or a methoxy group; R.sub.9 may denote a hydrogen atom or an amino group; R may denote a methyl group; and X may denote a methanesulfonamido group, a 1-imidazolyl group or a nitro group or a salts thereof are useful as antiarrhythmic drugs.

  以下是通用式（I）的新型胺衍生物：##STR1## 其中，A可以表示为--（CH.sub.2）--O--，--（CH.sub.2）.sub.2 --O--或--（CH.sub.2）.sub.2 --NH--；B可以表示为--（CH.sub.2）.sub.2 --；R.sub.1可以表示为氢原子，卤素原子，硝基，1-吡咯基，乙酰胺基，氨基或二甲基氨基；R.sub.2可以表示为氢原子或硝基；R.sub.3和R.sub.4可以表示为氢原子；R.sub.8a和R.sub.8b相同，可以表示为氯原子或甲氧基；R.sub.9可以表示为氢原子或氨基；R可以表示为甲基基团；X可以表示为甲磺酰氨基团，1-咪唑基团或硝基或其盐，可用作抗心律失常药物。
• NOVEL AMINE DERIVATIVE, PROCESS FOR PRODUCING THE SAME, AND USE THEREOF AS ANTIARRHYTHMIC
  申请人：C & C RESEARCH LABS.

  公开号：EP0775689A1

  公开（公告）日：1997-05-28

  Novel amine derivatives of the following general formula (I): (wherei A may denote -(CH2)-O-, -(CH2)2-O-, or -(CH2)2-NH-; B may denote -(CH2)2-; R1 may denote a hydrogen atom, a halogen atom, a nitro group, a 1-pyrrolyl group, an acetamido group, an amino group or a dimethylamino group; R2 may denote a hydrogen atom or a nitro group; R3 and R4 may denote a hydrogen atom; R8a and R8b which are the same may denote a chlorine atom or a methoxy group; R9 may denote a hydrogen atom or an amino group; R may denote a methyl group; and X may denote a methanesulfonamido group, a 1-imidazolyl group or a nitro group or a salts thereof are useful as antiarrhythmic drugs.

  以下通式(I)的新型胺衍生物： (其中i A 可表示-(CH2)-O-、-(CH2)2-O-或-(CH2)2-NH-； B 可表示-(CH2)2-； R1 可表示氢原子、卤素原子、硝基、1-吡咯基、乙酰氨基、氨基或二甲基氨基； R2 可表示氢原子或硝基； R3 和 R4 可表示氢原子； 相同的 R8a 和 R8b 可表示氯原子或甲氧基； R9 可表示氢原子或氨基； R 可表示甲基 X 可表示甲磺酰胺基团、1-咪唑基团或硝基，或其盐类可用作抗心律失常药物。
• US6057358A
  申请人：——

  公开号：US6057358A

  公开（公告）日：2000-05-02
• Synthesis and biological activity of KCB-328 and its analogues: Novel class III antiarrhythmic agents with little reverse frequency dependence
  作者：Dong-Ick Kim、Hak-Yeop Kim、Lae-Sung Kwon、Sung-Dae Park、Gee-Ho Jeon、Kyung-Yun Jung、Jae-Ki Min、Woong-Hyun Nam、Kiho Lee、You-Sup Chung、Shigeru Tanabe、Toshiro Kozono

  DOI：10.1016/s0960-894x(98)00689-1

  日期：1999.1

  A series of 3,4-dimethoxyphenethylamine derivatives was prepared, and their prolongation effects on effective refractory period of contractile response (ERPc) and action potential duration (APD) in isolated guinea-pig papillary muscles at 1 Hz and 3 Hz were examined. SAR studies led to the identification of KCB-328 (51) which is a novel class III antiarrhythmic agent with little reverse frequency dependence. (C) 1998 Elsevier Science Ltd. All rights reserved.