1-(4-nitrophenoxy)-2-[N-(3,4-dimethoxyphenethyl)-N-methylamino]ethane | 174771-36-9

• 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-(4-nitrophenoxy)-2-[N-(3,4-dimethoxyphenethyl)-N-methylamino]ethane
• 英文别名: 2-(3,4-dimethoxyphenyl)-N-methyl-N-[2-(4-nitrophenoxy)ethyl]ethanamine
• CAS: 174771-36-9
• 化学式: C₁₉H₂₄N₂O₅
• 分子量: 360.41
• InChiKey: QFNCMVWOTYGITF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  76.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(4-nitrophenoxy)-2-[N-(3,4-dimethoxyphenethyl)-N-methylamino]ethane 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 1-(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
• 作为产物：
  描述：

  N-甲基-2-(3,4-二甲氧基苯基)乙胺 、 1-(2-溴乙氧基)-4-硝基苯 以 乙醇 、 乙腈 为溶剂， 生成 1-(4-nitrophenoxy)-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.

  以下一般式（I）的新型胺衍生物：##STR1## 其中：A可以表示--(CH.sub.2)--O--, --(CH.sub.2).sub.2 --O--, 或--(CH.sub.2).sub.2 --NH--; B可以表示--(CH.sub.2).sub.2 --; R.sub.1可以表示氢原子、卤原子、硝基基团、1-吡咯基团、乙酰胺基团、氨基团或二甲胺基团; R.sub.2可以表示氢原子或硝基基团; R.sub.3和R.sub.4可以表示氢原子; R.sub.8a和R.sub.8b相同，可以表示氯原子或甲氧基团; R.sub.9可以表示氢原子或氨基团; R可以表示甲基基团; X可以表示甲磺酰氨基团、1-咪唑基团或硝基团或其盐，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。
• [DE] NEUE [2-(3,4-DIMETHOXY-PHENYL)-ETHYL]-(2-PHENOXY-ETHYL)-AMINE, VERFAHREN ZU IHRER HERSTELLUNG UND IHRE VERWENDUNG ALS ARZNEIMITTEL<br/>[EN] NEW [2-(3,4-DIMETHOXY-PHENYL)-ETHYL]-(2-PHENOXY-ETHYL)-AMINES, A PROCESS FOR PREPARING THE SAME AND THEIR USE AS MEDICAMENTS<br/>[FR] NOUVELLES [2-(3,4-DIMETHOXYPHENYL)-ETHYL]-(2-PHENOXYETHYL)-AMINES, LEUR PROCEDE DE PREPARATION ET LEUR UTILISATION COMME MEDICAMENTS
  申请人：ARZNEIMITTELWERK DRESDEN GMGH

  公开号：WO1996000715A1

  公开（公告）日：1996-01-11

  (DE) Die Erfindung betrifft neue [2-(3,4-Dimethoxy-phenyl)-ethyl]-(2-phenoxy-ethyl)-amine der allgemeinen Formel (I), Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel zur Behandlung von Herzrhythmusstörungen. Die neuen Verbindungen stellen Antiarrhythmika insbesondere der Klasse III dar und können vorzugsweise zur Behandlung lebensbedrohlicher Arrhythmien eingesetzt werden.(EN) New [2-(3,4-dimethoxy-phenyl)-ethyl]-(2-phenoxy-ethyl)-amines having the general formula (I) are disclosed, as well as a process for preparing the same and their use as medicaments for treating heart beat irregularities. These new compounds constitute anti-arrythmic drugs, in particular of class III, and may be preferably used for treating life-threatening arrythmies.(FR) L'invention concerne de nouvelles [2-(3,4-diméthoxyphényl)-éthyl]-(2-phénoxyéthyl)-amines ayant la formule générale (I), leur procédé de préparation et leur utilisation comme médicaments pour le traitement de troubles du rythme cardiaque. Ces nouveaux composés constituent des médicaments antiarythmiques, notamment de la classe III, et sont de préférence utiles pour traiter des arythmies mettant la vie en danger.

  该发明涉及化合物合成方法及其在治疗心律不齐方面的应用。这些八-二甲基甲苯基乙酰胺类药物为类III抗早搏药物，适合治疗危及生命的心律失常。
• 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.