N-Ethyl-2-(3,5-dibromo-2,6-dimethoxybenzamidomethyl) pyrrolidine | 82935-43-1

• 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: N-Ethyl-2-(3,5-dibromo-2,6-dimethoxybenzamidomethyl) pyrrolidine
• 英文别名: N-Ethyl-2-(3,5-dibromo-2,6-dimethoxybenzamidomethyl)-pyrrolidine；3,5-dibromo-N-[(1-ethylpyrrolidin-2-yl)methyl]-2,6-dimethoxybenzamide
• CAS: 82935-43-1
• 化学式: C₁₆H₂₂Br₂N₂O₃
• 分子量: 450.17
• InChiKey: JCBGKPTVKBFSNZ-UHFFFAOYSA-N

物化性质

• 沸点：
  448.2±45.0 °C(Predicted)
• 密度：
  1.483±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  50.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,6-二甲氧基苯甲酸 在 氯化亚砜 、 溴 、 sodium acetate 作用下， 以 溶剂黄146 、 丁酮 为溶剂， 反应 2.5h， 生成 N-Ethyl-2-(3,5-dibromo-2,6-dimethoxybenzamidomethyl) pyrrolidine
  参考文献：
  名称：

  Potential neuroleptic agents. 2,6-Dialkoxybenzamide derivatives with potent dopamine receptor blocking activities

  摘要：

  A series of some novel N-(l-ethyl-2-pyrrolidinylmethyl)benzamides was synthesized and tested for dopamine receptor blockade in vivo by the ability to block the apomorphine syndrome in the rat. Several compounds were considerably more potent than sulpiride as dopamine receptor blockers and displayed low liability to induce extrapyramidal side effects (catalepsy) in the rat. The blockade of dopamine receptor activity in vivo was mainly confined to the levorotatory isomers having the S absolute configuration. The structure-activity relationships are discussed.

  DOI：

  10.1021/jm00353a003

文献信息

• 2,6-Dialkoxybenzamides, intermediates, pharamaceutical compositions and
  申请人：Astra Lakemedel Aktiebolag

  公开号：US04232037A1

  公开（公告）日：1980-11-04

  A compound of the formula ##STR1## wherein R.sup.1 is an alkyl group with 1-3 carbon atoms, R.sup.2 and R.sup.3 are the same or different and each is hydrogen, chlorine or bromine; and pharmaceutically acceptable salts and optical isomers thereof; methods and intermediates for the preparation of the compounds; pharmaceutical preparations containing them and their medical use for the treatment of psychoses.

  一种化合物的分子式为##STR1##，其中R.sup.1是含有1-3个碳原子的烷基基团，R.sup.2和R.sup.3相同或不同，且每个都是氢、氯或溴；以及其药用可接受盐和光学异构体；制备该化合物的方法和中间体；含有它们的药物制剂以及它们用于治疗精神病的医疗用途。
• 2,6-Dialkoxybenzamides, process for their preparation, compositions and these compounds for use in the treatment of psychotic disordes
  申请人：Astra Läkemedel Aktiebolag

  公开号：EP0004831B1

  公开（公告）日：1983-02-16
• US4232037A
  申请人：——

  公开号：US4232037A

  公开（公告）日：1980-11-04
• Potential neuroleptic agents. 2,6-Dialkoxybenzamide derivatives with potent dopamine receptor blocking activities
  作者：Lennart Florvall、Sven Ove Oegren

  DOI：10.1021/jm00353a003

  日期：1982.11

  A series of some novel N-(l-ethyl-2-pyrrolidinylmethyl)benzamides was synthesized and tested for dopamine receptor blockade in vivo by the ability to block the apomorphine syndrome in the rat. Several compounds were considerably more potent than sulpiride as dopamine receptor blockers and displayed low liability to induce extrapyramidal side effects (catalepsy) in the rat. The blockade of dopamine receptor activity in vivo was mainly confined to the levorotatory isomers having the S absolute configuration. The structure-activity relationships are discussed.