1-(2-methoxy-5-nitrobenzyl)-4-methylpiperazine | 51388-30-8

• 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-methoxy-5-nitrobenzyl)-4-methylpiperazine
• 英文别名: 1-(2-methoxy-5-nitro-benzyl)-4-methyl-piperazine；1-(2-Methoxy-5-nitrobenzyl)-4-methylpiperazin；1-[2-Methoxy-5-nitrobenzyl]-4-methylpiperazine；1-[(2-methoxy-5-nitrophenyl)methyl]-4-methylpiperazine
• CAS: 51388-30-8
• 化学式: C₁₃H₁₉N₃O₃
• 分子量: 265.312
• InChiKey: MXSBQLYMMHKZGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  61.5
• 氢给体数：
  0
• 氢受体数：
  5

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  2-甲氧基-5-硝基苯甲醛	2-methoxy-5-nitrobenzaldehyde	25016-02-8	C8H7NO4	181.148
  2-(氯甲基)-1-甲氧基-4-硝基苯	2-chloromethyl-4-nitroanisole	93-06-1	C8H8ClNO3	201.609

反应信息

• 作为产物：
  描述：

  N-甲基哌嗪 、 2-(氯甲基)-1-甲氧基-4-硝基苯 以 甲醇 为溶剂， 反应 18.0h， 生成 1-(2-methoxy-5-nitrobenzyl)-4-methylpiperazine
  参考文献：
  名称：

  Synthesis and in vitro antimalarial activity of some indolo[3,2-c]quinolines

  摘要：

  A series of indolo]3,2-c]quinolines (1b-e) was synthesized by Fischer indolization of 7-chloro-1,2,3,4-tetrahydroquinolin-4-one with the appropriate hydrazines (7b-e). Evaluation of in vitro antimalarial activity was carried out against a chloroquine resistant strain of Plasmodium falciparum. Except for compound 1e which lacked a basic side chain at position 9, the other indolo[3,2-c]quinolines 1b-d were active. The most active compound was 3-chloro-8-methoxy-9-(4-methyl-1-piperazinylmethyl)-11H-indolo[3,2-c]quinoline (1d) trihydrochloride which was about 10(4) times more active than chloroquine in vitro. The effects of structural variation on antimalarial activity were discussed.

  DOI：

  10.1016/0223-5234(92)90152-q

文献信息

• Novel compounds
  申请人：——

  公开号：US20020137736A1

  公开（公告）日：2002-09-26

  There are provided novel compounds of formula (I) 1 wherein R 1 , R 2 , R 3 , X and Z are as defined in the Specification and optical isomers, racemates and tautomers thereof and pharmaceutically acceptable salts thereof; together with processes for their preparation, compositions containing them and their use in therapy. The compounds are inhibitors of the enzyme nitric oxide synthase.

  提供了一种化合物，其化学式为（I）1，其中R1、R2、R3、X和Z的定义如规范中所述，以及其光学异构体、消旋体和互变异构体，以及其药用可接受的盐；以及它们的制备过程、含有它们的组合物和它们在治疗中的用途。这些化合物是一氧化氮合酶的抑制剂。
• [EN] AMIDINE DERIVATIVES WHICH ARE INHIBITORS OF NITRIC OXIDE SYNTHASE<br/>[FR] DERIVES D'AMIDINE INHIBITEURS DE L'OXYDE NITRIQUE SYNTHASE
  申请人：ASTRAZENECA AB

  公开号：WO2001046170A1

  公开（公告）日：2001-06-28

  There are provided novel compounds of formula (I) wherein R?1, R2, R3¿, X and Z are as defined in the Specification and optical isomers, racemates and tautomers thereof and pharmaceutically acceptable salts thereof; together with processes for their preparation, compositions containing them and their use in therapy. The compounds are inhibitors of the enzyme nitric oxide synthase.
• Synthesis and in vitro antimalarial activity of some indolo[3,2-c]quinolines
  作者：ML Go、HL Koh、TL Ngiam、JD Phillipson、GC Kirby、MJ O'Neill、DC Warhurs

  DOI：10.1016/0223-5234(92)90152-q

  日期：1992.6

  A series of indolo]3,2-c]quinolines (1b-e) was synthesized by Fischer indolization of 7-chloro-1,2,3,4-tetrahydroquinolin-4-one with the appropriate hydrazines (7b-e). Evaluation of in vitro antimalarial activity was carried out against a chloroquine resistant strain of Plasmodium falciparum. Except for compound 1e which lacked a basic side chain at position 9, the other indolo[3,2-c]quinolines 1b-d were active. The most active compound was 3-chloro-8-methoxy-9-(4-methyl-1-piperazinylmethyl)-11H-indolo[3,2-c]quinoline (1d) trihydrochloride which was about 10(4) times more active than chloroquine in vitro. The effects of structural variation on antimalarial activity were discussed.