3-(3-噻吩基)-4-硝基丁酸乙酯 | 133933-53-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-(3-噻吩基)-4-硝基丁酸乙酯
• 英文名称: ethyl 3-(3-thienyl)-4-nitrobutanoate
• 英文别名: ethyl 4-nitro-3-(thiophen-3-yl)butanoate；ethyl 4-nitro-3-thiophen-3-ylbutanoate
• CAS: 133933-53-6
• 化学式: C₁₀H₁₃NO₄S
• 分子量: 243.284
• InChiKey: ZUSSQACKXMCGFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(3-噻吩基)-4-硝基丁酸乙酯 在 lithium aluminium tetrahydride 、 水 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 1,2-二氯乙烷 为溶剂， 生成 (5,6-dihydro-4H-cyclopenta[b]thiophen-4-yl)methanamine
  参考文献：
  名称：

  [EN] MULTICYCLIC COMPOUNDS AND METHODS OF USE THEREOF
  [FR] COMPOSÉS MULTICYCLIQUES ET LEURS PROCÉDÉS D'UTILISATION

  摘要：

  公开号：

  WO2011069063A3
• 作为产物：
  描述：

  3-噻吩甲醛 在 苄基三甲基氢氧化铵 作用下， 以 苯 为溶剂， 反应 25.0h， 生成 3-(3-噻吩基)-4-硝基丁酸乙酯
  参考文献：
  名称：

  3-Thienyl- and 3-furylaminobutyric acids. Synthesis and binding GABAB receptor studies

  摘要：

  Baclofen (beta-(p-chlorophenyl)-GABA) is a selective agonist for the bicuculline-insensitive GABA(B) receptor. The search for new compounds that bind to the GABA(B) receptor is very important to clarify structural requirements. We report herein the synthesis and the binding studies of variously substituted 3-thienyl- and 3-furylaminobutyric acids. 4-Amino-3-(5-methyl-2-thienyl)butyric acid (5d) and 4-amino-3-(5-chloro-2-thienyl)butyric acid (5h) are potent and specific ligands for GABA(B) receptor. The IC50 values for the displacement of (R)-(-)-[H-3]baclofen are 1.34 and 0.61-mu-M for 5d and 5h, respectively, as compared to 0.33-mu-M for baclofen.

  DOI：

  10.1021/jm00112a033

文献信息

• Multicyclic compounds and methods of use thereof
  申请人：Shao Liming

  公开号：US08710245B2

  公开（公告）日：2014-04-29

  Provided herein are multicyclic compounds, methods of their synthesis, pharmaceutical compositions comprising the compounds, and methods of their use. The compounds provided herein are useful for the treatment, prevention, and/or management of various neurological disorders, including but not limited to, psychosis and schizophrenia.

  本文提供多环化合物、其合成方法、包含该化合物的药物组合物以及使用该化合物的方法。所提供的化合物对于治疗、预防和/或管理各种神经系统疾病，包括但不限于精神病和精神分裂症具有用途。
• MULTICYCLIC COMPOUNDS AND METHODS OF USE THEREOF
  申请人：Shao Liming

  公开号：US20130109677A1

  公开（公告）日：2013-05-02

  Provided herein are multicyclic compounds, methods of their synthesis, pharmaceutical compositions comprising the compounds, and methods of their use. The compounds provided herein are useful for the treatment, prevention, and/or management of various neurological disorders, including but not limited to, psychosis and schizophrenia.

  本文提供了多环化合物，其合成方法，包括该化合物的药物组合物，以及使用方法。本文提供的化合物对于治疗、预防和/或管理各种神经系统疾病非常有用，包括但不限于精神病和精神分裂症。
• New Multicomponent Reaction for the Direct Synthesis of β-Aryl-γ-nitroesters Promoted by Hydrotalcite-Derived Mixed Oxides as Heterogeneous Catalyst
  作者：Caroline R. M. D'Oca、Fabricio F. Naciuk、Jéssica C. Silva、Esthéfani P. Guedes、Celso C. Moro、Marcelo G. M. D'Oca、Leonardo S. Santos、Fabiane M. Natchigall、Dennis Russowsky

  DOI：10.5935/0103-5053.20160175

  日期：——

  A new approach based on multicomponent/domino combined reactions for the synthesis of gamma-nitroesters promoted by a mixed aluminium-magnesium oxides derived from hydrotalcite-like material was developed. Different gamma-nitroesters were synthesized in 15-95% yield using Meldrum's acid, aromatic aldehydes, nitromethane and different alcohols as reagents and solvents. The gamma-aminobutyric acid derivatives, Phenibut and Baclofen, were prepared in 63 and 61% overall yield, respectively, through a two steps synthetic strategy. A mechanistic pathway was proposed based on the gas chromatography mass spectrometry (GC-MS) and electrospray ionization mass spectrometry (ESI-MS) experiments.
• US20140256712A1
  申请人：——

  公开号：——

  公开（公告）日：——
• US8710245B2
  申请人：——

  公开号：US8710245B2

  公开（公告）日：2014-04-29