3,3-dimethylpyrrolidine-2-thione | 127103-83-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫代内酰胺类
• 英文名称: 3,3-dimethylpyrrolidine-2-thione
• CAS: 127103-83-7
• 化学式: C₆H₁₁NS
• mdl: MFCD19217080
• 分子量: 129.226
• InChiKey: QWAVPKNPPQGTHT-UHFFFAOYSA-N

物化性质

• 沸点：
  161.8±23.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  44.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 储存条件：
  应存于室温下，密封保存，并保持干燥。

反应信息

• 作为反应物：
  描述：

  3,3-dimethylpyrrolidine-2-thione 在 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 4-hydroxy-3,8,8-trimethyl-2-oxo-3,4,6,7-tetrahydro-2H,6H-pyrrolo<2,1-b><1,3>-thiazinium hydroxide inner salt
  参考文献：
  名称：

  8H-Anhydro-4-hydroxy-2-oxo-1,3-thiazinium Hydroxides as Mesoionic 1,4-Dipoles

  摘要：

  The previously unknown 8H-anhydro-4-hydroxy-2-oxo-1,3-thiazinium hydroxides (1) were prepared and their 1,4-dipolar cycloaddition behavior was examined. In most cases, elimination of the proton in the 8-position of the mesoionic ring was observed to occur unless extremely reactive dipolarophiles were used. The S,N-ketene acetals were converted to the corresponding alpha-diazo ketones for further study.

  DOI：

  10.3987/com-93-s(b)16
• 作为产物：
  描述：

  3,3-二甲基-2-氧代吡咯烷 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以82%的产率得到3,3-dimethylpyrrolidine-2-thione
  参考文献：
  名称：

  8H-Anhydro-4-hydroxy-2-oxo-1,3-thiazinium Hydroxides as Mesoionic 1,4-Dipoles

  摘要：

  The previously unknown 8H-anhydro-4-hydroxy-2-oxo-1,3-thiazinium hydroxides (1) were prepared and their 1,4-dipolar cycloaddition behavior was examined. In most cases, elimination of the proton in the 8-position of the mesoionic ring was observed to occur unless extremely reactive dipolarophiles were used. The S,N-ketene acetals were converted to the corresponding alpha-diazo ketones for further study.

  DOI：

  10.3987/com-93-s(b)16

文献信息

• [EN] NOTCH PATHWAY SIGNALING INHIBITOR COMPOUNDS<br/>[FR] COMPOSÉS INHIBITEURS DE LA VOIE DE SIGNALISATION DE NOTCH
  申请人：LILLY CO ELI

  公开号：WO2017007702A1

  公开（公告）日：2017-01-12

  The present invention provides the following compounds, or pharmaceutically acceptable salts thereof, and pharmaceutical compositions containing said compounds useful as a Notch pathway signaling inhibitor for the treatment of named cancers, sensorineural hearing loss caused by auditory hair cell loss, and inducing auditory hair cell generation.

  本发明提供以下化合物或其药用可接受的盐，以及含有所述化合物的药物组合物，用作Notch通路信号抑制剂，用于治疗特定癌症、由听觉毛细胞丧失引起的感音神经性听力丧失，以及诱导听觉毛细胞生成。
• Details associated with the bimolecular 1,4-dipolar cycloaddition reaction of cross-conjugated heteroaromatic betaines
  作者：Albert Padwa、Steven J. Coats、Mark A. Semones

  DOI：10.1016/0040-4020(95)00323-z

  日期：1995.6

  prepared from the reaction of 3H-thiolactams with 1,3-bielectrophiles. These cross-conjugated heteroaromatic betaines undergo regio- and diastereospecific 1,4-dipolar cycloaddition with electron-rich and electron-deficient π-bonds to produce 1,4-cycloadducts containing a carbonyl sulfide bridge. A representative betaine dipole and a 1,4-cycloadduct were characterized by single crystal X-ray determinations

  通过3H-硫代内酰胺与1,3-双亲电子试剂的反应，可以轻松地制备一系列3,3-二取代的双环脱水4-羟基-2-羟基-2-氧代-1,3-噻嗪鎓氢氧化物。这些交叉共轭的杂芳族甜菜碱经过区域和非对映异构的1,4-偶极环加成反应，并带有富电子和缺电子的π键，生成含有羰基硫桥的1,4-环加合物。通过单晶X射线测定来表征代表性的甜菜碱偶极子和1,4-环加合物。在某些情况下，最初形成的环加合物可以在进一步加热时失去COS。噻嗪甜菜碱的前沿轨道系数通过PM3哈密顿量的半经验MOPAC计算确定。1的HOMO
• Notch pathway signaling inhibitor compounds
  申请人：Eli Lilly and Company

  公开号：US10450317B2

  公开（公告）日：2019-10-22

  The present invention provides the following compounds, or pharmaceutically acceptable salts thereof, and pharmaceutical compositions containing said compounds useful as a Notch pathway signaling inhibitor for the treatment of named cancers, sensorineural hearing loss caused by auditory hair cell loss, and inducing auditory hair cell generation.

  本发明提供了下列化合物或其药学上可接受的盐，以及含有上述化合物的药物组合物，这些化合物可作为Notch通路信号抑制剂用于治疗名为癌症、由听觉毛细胞缺失引起的感音神经性听力损失，以及诱导听觉毛细胞的生成。
• Generation of the Dihydro-5H-Thiazolo[3,2-a]pyridin-3-one Ring System by Proton Loss from Isothiomünchnones
  作者：Albert Padwa、Zhijia J. Zhang

  DOI：10.3987/com-93-s32

  日期：——

  Dihydro-5H-thiazolo[3,2-a]pyridin-3-ones are easily generated by proton loss from isothiomunchnones. The closely related tetrahydro-2H-pyrido[2,1-b]-[1,3]thiazin-4-one ring system was prepared by treating piperidine-2-thione with acryloyl chloride. These cyclic S,N-ketene acetals undergo smooth reaction with different electrophiles in the presence of Lewis acids.
• A short synthesis of (±)-alloyohimbane via a thioisomünchnone based intramolecular dipolar-cycloaddition reaction
  作者：Todd M. Heidelbaugh、Bing Liu、Albert Padwa

  DOI：10.1016/s0040-4039(98)00901-0

  日期：1998.7

  Thioisomunchnone dipoles were generated by the reaction of bromoalkenoyl chlorides with thioamides. The intramolecular dipolar-cycloaddition reaction was used for a short synthesis of the yohimbanoid alkaloid (+/-)-alloyohimbane. (C) 1998 Elsevier Science Ltd. All rights reserved.