3-(3-硝基吡啶-4-基氨基)丙酸乙酯 | 234450-52-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 3-(3-硝基吡啶-4-基氨基)丙酸乙酯
• 英文名称: ethyl N-(3-nitropyridin-4-yl)-β-alaninate
• 英文别名: Ethyl 3-(3-nitropyridin-4-ylamino)propionate；ethyl 3-[(3-nitropyridin-4-yl)amino]propanoate
• CAS: 234450-52-3
• 化学式: C₁₀H₁₃N₃O₄
• 分子量: 239.231
• InChiKey: AULABXFAZRCETQ-UHFFFAOYSA-N

物化性质

• 沸点：
  413.4±40.0 °C(Predicted)
• 密度：
  1.303±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  97
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(3-硝基吡啶-4-基氨基)丙酸乙酯 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、150.0 kPa 条件下， 反应 2.0h， 以92%的产率得到3-(3-氨基吡啶-4-基氨基)丙酸乙酯
  参考文献：
  名称：

  Clozapine derived 2,3-dihydro-1H-1,4- and 1,5-benzodiazepines with D4 receptor selectivity: synthesis and biological testing

  摘要：

  Novel 4-arylpiperazin-l-yl-substituted 2,3-dihydro-1H-1,4- and 1H-1,5-benzodiazepines and their aza-analogues were synthesized as debenzoclozapine derivatives for evaluation as potential D4-ligands. While K-i values of some of the title compounds came within the range of clozapine, they showed an impressively greater selectivity over other dopamine receptor subtypes, especially D2. For the most promising compounds, intrinsic activity and binding properties to serotonin 5-HT1(A) and 5-HT2 were also determined. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.03.023
• 作为产物：
  描述：

  beta-丙氨酸乙酯盐酸盐 、 4-氯-3-硝基吡啶 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以62%的产率得到3-(3-硝基吡啶-4-基氨基)丙酸乙酯
  参考文献：
  名称：

  Clozapine derived 2,3-dihydro-1H-1,4- and 1,5-benzodiazepines with D4 receptor selectivity: synthesis and biological testing

  摘要：

  Novel 4-arylpiperazin-l-yl-substituted 2,3-dihydro-1H-1,4- and 1H-1,5-benzodiazepines and their aza-analogues were synthesized as debenzoclozapine derivatives for evaluation as potential D4-ligands. While K-i values of some of the title compounds came within the range of clozapine, they showed an impressively greater selectivity over other dopamine receptor subtypes, especially D2. For the most promising compounds, intrinsic activity and binding properties to serotonin 5-HT1(A) and 5-HT2 were also determined. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.03.023

文献信息

• [EN] OXO-DIPYRIDOIMIDAZOLE-CARBOXAMIDES: GABA BRAIN RECEPTOR LIGANDS<br/>[FR] LES OXO-DIPYRIDOIMIDAZOLE-CARBOXAMIDES, LIGANDS DES RECEPTEURS CEREBRAUX DU GABA
  申请人：NEUROGEN CORPORATION

  公开号：WO1999040092A1

  公开（公告）日：1999-08-12

  (EN) Disclosed are compounds of formula (I) or pharmaceutically acceptable non-toxic salts thereof wherein: (a) represents an optionally substituted nitrogen-containing ring system; R is defined herein; and G is an organic or inorganic group, which compounds are highly selective agonists, antagonists or inverse agonists for GABAa brain receptors or prodrugs of agonists, antagonists or inverse agonists for GABAa brain receptors, and are therefore useful in the diagnosis and treatment of anxiety, Down Syndrome, sleep, cognitive and seizure disorders, depression, overdose with benzodiazepine drugs and for enhancement of alertness.(FR) L'invention porte sur des composés de formule (I), ou leurs sels pharmacocompatibles non toxiques, dans laquelle (a) représente un cycle contenant de l'azote facultativement substitué et: R est défini dans la description; et G est un groupe organique ou minéral. Lesdits composés sont des agonistes, antagonistes, ou agonistes inverses, fortement sélectifs des récepteurs cérébraux du GABAa, ou leurs précurseurs, et s'avèrent de ce fait utiles pour le diagnostic et le traitement de l'anxiété, du syndrome de Down, du sommeil, des troubles cognitifs, de l'épilepsie, de la dépression, des overdoses de benzodiazépine, ou pour favoriser la vigilance.
• Clozapine derived 2,3-dihydro-1H-1,4- and 1,5-benzodiazepines with D4 receptor selectivity: synthesis and biological testing
  作者：Thomas Hussenether、Harald Hübner、Peter Gmeiner、Reinhard Troschütz

  DOI：10.1016/j.bmc.2004.03.023

  日期：2004.5

  Novel 4-arylpiperazin-l-yl-substituted 2,3-dihydro-1H-1,4- and 1H-1,5-benzodiazepines and their aza-analogues were synthesized as debenzoclozapine derivatives for evaluation as potential D4-ligands. While K-i values of some of the title compounds came within the range of clozapine, they showed an impressively greater selectivity over other dopamine receptor subtypes, especially D2. For the most promising compounds, intrinsic activity and binding properties to serotonin 5-HT1(A) and 5-HT2 were also determined. (C) 2004 Elsevier Ltd. All rights reserved.