4-(2-噻吩)-2-吡咯烷酮 | 88221-12-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 4-(2-噻吩)-2-吡咯烷酮
• 英文名称: 4-(thien-2'-yl)-azolidin-2-one
• 英文别名: 4-thien-2'-yl-GABA-lactam；4-[2]thienyl-pyrrolidin-2-one；4-[2]Thienyl-pyrrolidin-2-on；4-(2-Thienyl)-2-pyrrolidinone；4-(Thiophen-2-yl)pyrrolidin-2-one；4-thiophen-2-ylpyrrolidin-2-one
• CAS: 88221-12-9
• 化学式: C₈H₉NOS
• 分子量: 167.232
• InChiKey: IUUVRTUBDHFZDR-UHFFFAOYSA-N

物化性质

• 熔点：
  87.5 °C
• 沸点：
  382.7±35.0 °C(Predicted)
• 密度：
  1.239±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  57.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(2-噻吩)-2-吡咯烷酮 以58%的产率得到
  参考文献：
  名称：

  MAILLARD, J.;LANGLOIS, M.;TRI, VO, VAN;GUILLONNEAU, C.;LEGEA, J.;BENHARKA+, EUR. J. MED. CHEM., 1983, 18, N 4, 353-358

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl (E)-3-(thiophen-2-yl)acrylate 在 镍 氢气 、 苄基三甲基氢氧化铵 作用下， 以 乙醇 为溶剂， 25.0~85.0 ℃ 、101.33 kPa 条件下， 反应 18.0h， 生成 4-(2-噻吩)-2-吡咯烷酮
  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

• GSK-3BETA INHIBITOR
  申请人：Kori Masakuni

  公开号：US20110039893A1

  公开（公告）日：2011-02-17

  For the purpose of providing a GSK-3β inhibitor containing a 2-aminopyridine compound or a salt thereof or a prodrug thereof useful as an agent for the prophylaxis or treatment of a GSK-3β-related pathology or disease, the present invention provides a GSK-3β inhibitor containing a compound represented by the formula (IA): wherein each symbol is as defined in the specification. or a salt thereof or a prodrug thereof.

  为了提供一种含有2-氨基吡啶化合物或其盐或其前药的GSK-3β抑制剂，用作GSK-3β相关病理或疾病的预防或治疗剂，本发明提供了一种含有由下式（IA）表示的化合物的GSK-3β抑制剂： 其中每个符号如规范中定义。 或其盐或其前药。
• 1-aminomethyl-1,2,3,4-tetrahydronaphthalenes
  申请人：Abbott Laboratories

  公开号：US05128362A1

  公开（公告）日：1992-07-07

  The present invention provides compounds of the formula ##STR1## or a pharmaceutically acceptable salt thereof wherein R.sub.1 is selected from hydrogen, halo, lower alkyl, lower alkoxy, or thioalkoxy; and R.sub.2 is lower alkoxy; or R.sub.1 and R.sub.2 together form a methylenedioxy or ethylenedioxy ring; R.sub.3 and R.sub.4 are independently selected from hydrogen, hydroxy, lower alkyl, lower alkoxy, lower alkylthio, (lower alkyl)amino, (lower alkylsulfonyl)amino, and halo; and R.sub.7 is selected from the group consisting of 2- or 3-thienyl, 2- or 3-furyl, and ##STR2## where R.sub.13 and R.sub.14 are independently selected from the group consisting of hydrogen, hydroxy, halogen, amino, lower alkyl, lower alkoxy, lower alkylthio, methylenedioxy, or ethylenedioxy. The compounds of the present invention selectively inhibit .alpha..sub.2 -adrenergic receptors as well as inhibit the uptake of biogenic amines and are thus useful in the treatment of certain cardiovascular and psychiatric disorders.

  本发明提供了以下结构的化合物##STR1##或其药学上可接受的盐，其中R.sub.1从氢、卤素、较低的烷基、较低的烷氧基或硫代烷氧基中选择；而R.sub.2是较低的烷氧基；或者R.sub.1和R.sub.2一起形成一个亚甲二氧基或乙二氧基环；R.sub.3和R.sub.4独立地从氢、羟基、较低的烷基、较低的烷氧基、较低的烷硫基、(较低的烷基)氨基、(较低的烷基磺酰基)氨基和卤素中选择；而R.sub.7从2-或3-噻吩基、2-或3-呋喃基和##STR2##中选择，其中R.sub.13和R.sub.14独立地从氢、羟基、卤素、氨基、较低的烷基、较低的烷氧基、较低的烷硫基、亚甲二氧基或乙二氧基中选择。本发明的化合物选择性地抑制α2-肾上腺素受体，并抑制生物胺的摄取，因此在治疗某些心血管和精神疾病方面具有用处。
• 10.1039/d4ob00566j
  作者：Wu, Yuhao、Inoue, Masanori、Sakakura, Shota、Hyodo, Kengo

  DOI：10.1039/d4ob00566j

  日期：——

  This manuscript describes the synthesis of γ-lactam from the nitrogen insertion reaction of cyclobutanones using an oxime as an aminating reagent with a catalytic amount of Brønsted acid. This method was employed with a more stable oxime reagent, which is a precursor analog of hydroxylamine derivatives with explosive properties. The reaction was tolerated by various substituted cyclobutanones and less

  该手稿描述了使用肟作为胺化试剂和催化量的布朗斯台德酸，通过环丁酮的氮插入反应合成 γ-内酰胺。该方法采用更稳定的肟试剂，它是具有爆炸性的羟胺衍生物的前体类似物。各种取代的环丁酮和张力较小的五元或六元酮都可以耐受该反应。所得γ-内酰胺产物可通过开环水解转化为γ-氨基丁酸衍生物。从同位素效应等角度讨论了反应机理。
• Maillard; Langlois; Vo Van, European Journal of Medicinal Chemistry, 1983, vol. 18, # 4, p. 353 - 358
  作者：Maillard、Langlois、Vo Van、et al.

  DOI：——

  日期：——
• Perekalin; Sobatschewa, Zhurnal Obshchei Khimii, 1959, vol. 29, p. 2905,2909; engl. Ausg. S. 2865, 2867
  作者：Perekalin、Sobatschewa

  DOI：——

  日期：——