2,3,5,7a-四氢-1H-吡咯烷 | 51463-41-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯嗪
• 中文名称: 2,3,5,7a-四氢-1H-吡咯烷
• 英文名称: 2,3,5,7a-tetrahydro-1H-pyrrolizine
• 英文别名: 1,2,5,8-Tetrahydro-3H-pyrrolizine；1,2-dehydropyrrolizidine；2,3,5,8-tetrahydro-1H-pyrrolizine
• CAS: 51463-41-3
• 化学式: C₇H₁₁N
• mdl: MFCD09030904
• 分子量: 109.171
• InChiKey: CSNWPSHAZNPDBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.714
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  2,3,5,7a-四氢-1H-吡咯烷 在 吡啶 、 氢氧化钾 、 硫酸 、 potassium carbonate 、 N-溴代乙酰胺 作用下， 以 甲醇 、 乙醚 、 氯仿 、 水 为溶剂， 反应 77.25h， 生成 1α,2α-epithiopyrrolizidine
  参考文献：
  名称：

  Wrobel, Jerzy Tadeusz; Glinski, Jan Adam, Canadian Journal of Chemistry, 1981, vol. 59, p. 1101 - 1104

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(1,2-丙二烯基)-1-吡咯烷羧酸1,1-二甲基乙基酯 在 三氟甲磺酸三甲基硅酯 、 silver nitrate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 3.0h， 生成 2,3,5,7a-四氢-1H-吡咯烷
  参考文献：
  名称：

  α-（的反应Ñ氨甲酰基）与炔底物alkylcuprates：合成路线到α-氨基丙二烯和Δ 3 -Pyrrolines

  摘要：

  氨基甲酸酯去质子化，然后用CuCN·2LiCl处理，得到α-（N-氨基甲酰基）烷基铜酸酯，它们与炔丙基卤，甲磺酸酯，甲苯磺酸酯，磷酸盐，乙酸酯和环氧化物反应，通过抗S N生成α-（N-氨基甲酰基）丙二烯。2'替代过程。炔丙基卤化物，磺酸盐和磷酸盐给出的氨基甲酰基烯丙基烯的收率高，而乙酸酯的收率低。炔丙基底物在没有严重空间位阻的情况下进行区域特异性S N 2'取代。α-（ñ -氨基甲酰基）丙二烯环化，可以-2-恶唑烷酮或脱保护，得到其可以被环化至Δ游离胺3个-pyrrolines与任一的AgNO 3或Ru3（CO）12。

  DOI：

  10.1021/jo0481405

文献信息

• Spiropyrazine derivatives as inhibitors of non-apoptotic regulated cell-death
  申请人：Helmholtz Zentrum München Deutsches Forschungszentrum für Gesundheit und Umwelt (GmbH)

  公开号：US10647687B2

  公开（公告）日：2020-05-12

  The present invention relates to spiropyrazine compounds which are inhibitors of non-apoptotic regulated cell death, and to pharmaceutical compositions containing such compounds. Furthermore, the present invention relates to the use of such compounds and pharmaceutical compositions in therapy, in particular in the treatment of a condition, disorder or disease that is characterised by non-apoptotic regulated cell-death or where non-apoptotic regulated cell-death is likely to play or plays a substantial role. The compounds and pharmaceutical compositions described herein are also useful in the treatment of a condition, disorder or disease that is characterised by oxidative stress or where oxidative stress is likely to play or plays a substantial role; and/or a condition, disorder or disease that is characterised by activation of (1) one or more components of the necrosome; (2) death domain receptors; and/or (3) Toll-like receptors; and/or (4) players in ferroptotic/ferroptosis signalling, or where activation of any one of (1) to (3) and/or (4) is likely to play or plays a substantial role.

  本发明涉及作为非凋亡调节细胞死亡抑制剂的螺吡嗪化合物，以及含有此类化合物的药物组合物。此外，本发明还涉及此类化合物和药物组合物在治疗中的用途，特别是在治疗以非凋亡调节性细胞死亡为特征或非凋亡调节性细胞死亡可能起作用或起重要作用的病症、紊乱或疾病中的用途。本文所述的化合物和药物组合物还可用于治疗以氧化应激为特征的病症、紊乱或疾病，或氧化应激可能起作用或起重要作用的病症、紊乱或疾病；和/或(1)坏死体的一种或多种成分；(2)死亡结构域受体；和/或(3)Toll 样受体；和/或(4)铁变态反应/铁变态反应信号的参与者，或(1)至(3)和/或(4)中任何一种的激活可能起或起重要作用的情况、紊乱或疾病。
• Acetylenes as potential antarafacial components in concerted reactions. Formation of pyrroles from thermolyses of propargyl amines, of a dihydrofuran from a propargylic ether, and of an ethylidenepyrrolidine from a .beta.-amino acetylene
  作者：Alfred Viola、John J. Collins、Nicholas Filipp、John S. Locke

  DOI：10.1021/jo00071a015

  日期：1993.9

  A thermal cyclization of acetylenic compounds provides evidence for the ability of acetylenic links to act as antarafacial components in [2 + 2] processes. The cyclization competes with the normally favored acetylenic retro-ene reaction. Propargylic amines, without substituents whose presence would hinder a tight cyclic transition state, yield intermediate pyrrolines whose subsequent hydrogen elimination affords pyrroles in small amounts. The same process in 2-ethynyltetrahydropyran affords 8-oxabicyclo[3.2.1]octane in 35% yield. A related thermal reaction of N-methyl-3-hexyn-1-amine provides a quantitative transformation to N-methyl-2-ethylidenepyrrolidine in a nominal [2s + 2a + 2s + 2s] Mobius process, wherein the acetylenic unit is the antarafacial component. Evidence for concertedness in these reactions is discussed.
• Synthesis of 3-Pyrrolines, Annulated 3-Pyrrolines, and Pyrroles from α-Amino Allenes
  作者：R. Karl Dieter、Huayun Yu

  DOI：10.1021/ol016654+

  日期：2001.11.1

  [GRAPHICS]alpha -Amino allenes, readily prepared from reaction of alpha-(N-carbamoyl)alkylcuprates with propargyl substrates followed by N-Boc deprotection, are converted in high yields to pyrrolines with AgNO3. Palladium-catalyzed cyclization of amino allenes affords either the pyrroline or the pyrrole depending on reaction conditions and provides for introduction of an aryl substituent at the C-3 position of the pyrroline or pyrrole. Enantioenriched pyrrolines are readily prepared from scalemic propargyl alcohols.
• Topological selectivity in the intramolecular [4 + 1] pyrroline annulation. Formal total stereospecific synthesis of (.+-.)-supinidine, (.+-.)-isoretronecanol, and (.+-.)-trachelanthamidine
  作者：Tomas. Hudlicky、James O. Frazier、Gustavo. Seoane、Mark. Tiedje、Ana. Seoane、Lawrence D. Kwart、Chris. Beal

  DOI：10.1021/ja00273a033

  日期：1986.6
• SPIROPYRAZINE DERIVATIVES AS INHIBITORS OF NON-APOPTOTIC REGULATED CELL-DEATH
  申请人：Helmholtz Zentrum München Deutsches Forschungszentrum für Gesundheit und Umwelt (GmbH)

  公开号：EP3217982A1

  公开（公告）日：2017-09-20