(±)-3-(dimethylamino)-N-ethylpyrrolidine-1-carbothioamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (±)-3-(dimethylamino)-N-ethylpyrrolidine-1-carbothioamide
• 英文别名: ethyl {[3-(dimethylamino)-1-pyrrolidinyl]-carbonothioyl}carbamate；3-(dimethylamino)-N-ethylpyrrolidine-1-carbothioamide
• 化学式: C₉H₁₉N₃S
• 分子量: 201.336
• InChiKey: OGAIUARROOVRDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  50.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (±)-3-(dimethylamino)-N-ethylpyrrolidine-1-carbothioamide 在 盐酸 作用下， 以 水 为溶剂， 反应 1.0h， 生成 3-二甲基氨基吡咯烷e-1-硫代甲酰胺
  参考文献：
  名称：

  [EN] PYRIDAZINONE DERIVATIVES CYTOKINES INHIBITORS
  [FR] DÉRIVÉS DE LA PYRIDAZINONE INHIBITEURS DE CYTOKINES

  摘要：

  以下是公式（I）所示的吡啶并嗪酮衍生物；其中；该衍生物在细胞因子介导的疾病的药物中有用。

  公开号：

  WO2006038734A1
• 作为产物：
  描述：

  异硫氰酸乙酯 、 3-(二甲氨基)吡咯烷 在 三乙胺 作用下， 以 乙醚 为溶剂， 生成 (±)-3-(dimethylamino)-N-ethylpyrrolidine-1-carbothioamide
  参考文献：
  名称：

  Conformationally restrained carbamoylcholine homologues. Synthesis, pharmacology at neuronal nicotinic acetylcholine receptors and biostructural considerations

  摘要：

  Exploration of small selective ligands for the nicotinic acetylcholine receptors (nAChRs) based on acetylcholine (ACh) has led to the development of potent agonists with clear preference for the 042 nAChR, the most prevalent nAChR subtype in the central nervous system. In this work we present the continuation of these efforts aimed at increasing this subtype selectivity by introduction of conformational restriction in the carbamoylcholine homologue, 3-(dimethylaminobutyl) dimethylcarbamate (DMABC). Our results highlight the importance of the N-carbamoyl substitution in alpha(4)beta(2)-subtype selectivity. Moreover, we have confirmed the non-linear conformation of DMABC bound to nAChRs suggested by recent crystal structures of the compound in complex with the Lymnaea stagnalis ACh binding protein. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.07.029

文献信息

• [EN] PYRIDAZINONE DERIVATIVES CYTOKINES INHIBITORS<br/>[FR] DÉRIVÉS DE LA PYRIDAZINONE INHIBITEURS DE CYTOKINES
  申请人：ASTELLAS PHARMA INC

  公开号：WO2006038734A1

  公开（公告）日：2006-04-13

  A pyridazinone derivative shown by the following formula (I): wherein; which is useful as a medicament for cytokines mediated diseases.

  以下是公式（I）所示的吡啶并嗪酮衍生物；其中；该衍生物在细胞因子介导的疾病的药物中有用。
• Conformationally restrained carbamoylcholine homologues. Synthesis, pharmacology at neuronal nicotinic acetylcholine receptors and biostructural considerations
  作者：Mario de la Fuente Revenga、Thomas Balle、Anders A. Jensen、Bente Frølund

  DOI：10.1016/j.ejmech.2015.07.029

  日期：2015.9

  Exploration of small selective ligands for the nicotinic acetylcholine receptors (nAChRs) based on acetylcholine (ACh) has led to the development of potent agonists with clear preference for the 042 nAChR, the most prevalent nAChR subtype in the central nervous system. In this work we present the continuation of these efforts aimed at increasing this subtype selectivity by introduction of conformational restriction in the carbamoylcholine homologue, 3-(dimethylaminobutyl) dimethylcarbamate (DMABC). Our results highlight the importance of the N-carbamoyl substitution in alpha(4)beta(2)-subtype selectivity. Moreover, we have confirmed the non-linear conformation of DMABC bound to nAChRs suggested by recent crystal structures of the compound in complex with the Lymnaea stagnalis ACh binding protein. (C) 2015 Elsevier Masson SAS. All rights reserved.