3-phenylthio-1-phenyl-1H-pyrrole-2,5-dione | 103056-32-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 3-phenylthio-1-phenyl-1H-pyrrole-2,5-dione
• 英文别名: N-phenyl 3-(phenylthio)maleimide；N-phenyl-2-(phenylthio)maleimide；1-Phenyl-3-(phenylsulfanyl)-1H-pyrrole-2,5-dione；1-phenyl-3-phenylsulfanylpyrrole-2,5-dione
• CAS: 103056-32-2
• 化学式: C₁₆H₁₁NO₂S
• 分子量: 281.335
• InChiKey: MMJJLOTVWPXORB-UHFFFAOYSA-N

物化性质

• 熔点：
  172-173 °C
• 沸点：
  430.0±45.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-phenylthio-1-phenyl-1H-pyrrole-2,5-dione 在 对苯二酚 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 72.0h， 生成 8a-(phenylsulfinyl)-4-methyl-7-phenyl-5,5a,8a,8b-tetrahydro-1-oxa-7-aza-as-indacene-6,8-dione
  参考文献：
  名称：

  Site Selectivity of the Diels−Alder Reactions of 3-[1-(tert-Butyldimethylsilyloxy)vin-1-yl]furan and 3-(Propen-2-yl)furan. Synthesis of 4-Substituted Benzofurans

  摘要：

  The Diels-Alder reaction of 5-vinylfurans 5 and 27 with DMAD, N-phenylmaleimide, and dimethyl maleate afforded products derived both from addition to the furan ring diene system (intraannular addition) and to the furan 2,3-double bond 3-vinyl group diene system (extraannular addition). For example, compounds 6 and 7 were obtained from 5 and DMAD. In contrast, dienophiles containing a phenylsulfinyl group, such as 19-21, gave products derived exclusively from the extraannular reaction mode. These products are useful precursors of 4-substituted benzofurans, especially 4-hydroxybenzofurans.

  DOI：

  10.1021/jo951546k
• 作为产物：
  描述：

  1-phenyl-3-(phenylthio)pyrrolidine-2,5-dione 在 N-氯代丁二酰亚胺 作用下， 以 四氯化碳 为溶剂， 反应 12.17h， 生成 3-phenylthio-1-phenyl-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  On the [42]Cycloaddition Approach to Indolo[2,3-a]carbazoles

  摘要：

  2,2'-Biindolyl 9 reacts with electron-deficient dienophiles at 100-110 degrees C to give low to moderate yields of Michael addition and formal [4 + 2] cycloaddition products, with the former predominant; the products derived from 9 and 2-(phenylsulphinyl)maleimides 14 and 15 undergo in situ elimination of benzenesulphenic acid, leading to 2,2'-biindolyl-substituted maleimides which can be efficiently photocyclised into indolo[2,3-a]carbazoles.

  DOI：

  10.1016/0040-4020(95)00735-q

文献信息

• [EN] CARBON MONOXIDE RELEASING NORBORNENONE COMPOUNDS<br/>[FR] COMPOSÉS DE NORBORNÉNONE LIBÉRANT DU MONOXYDE DE CARBONE
  申请人：SAMMUT IVAN ANDREW

  公开号：WO2017095237A1

  公开（公告）日：2017-06-08

  The present invention provides organic compounds which are capable of releasing carbon monoxide under physiological conditions or pH trigger, and to the use of such compounds for conditioning a cell, tissue or organ, for example, to protect against ischaemic injury during a transplant event.

  本发明提供了在生理条件或pH触发下能够释放一氧化碳的有机化合物，以及将这种化合物用于调节细胞、组织或器官，例如，在移植事件中保护免受缺血性损伤的使用方法。
• Carbon monoxide releasing norbornenone compounds
  申请人：OTAGO INNOVATION LIMITED

  公开号：US11072584B2

  公开（公告）日：2021-07-27

  The present invention provides organic compounds which are capable of releasing carbon monoxide under physiological conditions or pH trigger, and to the use of such compounds for conditioning a cell, tissue or organ, for example, to protect against ischaemic injury during a transplant event.

  本发明提供了在生理条件下或 pH 触发下能够释放一氧化碳的有机化合物，并提供了使用此类化合物调节细胞、组织或器官的方法，例如在移植过程中防止缺血性损伤。
• IGARASHI, YOSHIO, NIPPON KAGAKU KAJSI,(1990) N, S. 401-406
  作者：IGARASHI, YOSHIO

  DOI：——

  日期：——
• CARBON MONOXIDE RELEASING NORBORNENONE COMPOUNDS
  申请人：Sammut, Ivan Andrew

  公开号：EP3383846A1

  公开（公告）日：2018-10-10
• JPH04149173A
  申请人：——

  公开号：JPH04149173A

  公开（公告）日：1992-05-22