4-(4-methoxyphenyl)-3H-1,2-dithiole-3-thione | 4132-52-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(4-methoxyphenyl)-3H-1,2-dithiole-3-thione
• 英文别名: 4-(4-methoxy-phenyl)-[1,2]dithiole-3-thione；4-(4-methoxy-phenyl)-[1,2]dithiol-3-thione；4-(4-Methoxy-phenyl)-[1,2]dithiol-3-thion；4-<4'-Methoxy-phenyl>-1,2-dithiol-3-thion；4-<4-Methoxy-phenyl>-1,2-dithiol-thion-3；Anethol-trithion；4-(4-Methoxyphenyl)dithiole-3-thione
• CAS: 4132-52-9
• 化学式: C₁₀H₈OS₃
• 分子量: 240.371
• InChiKey: DIYMIIYCRMJNIN-UHFFFAOYSA-N

物化性质

• 熔点：
  152 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  210-260 °C(Press: 1 Torr)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  91.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-methoxyphenyl)-3H-1,2-dithiole-3-thione 在 吡啶盐酸盐 作用下， 生成 4-(4-hydroxyphenyl)-3H-1,2-dithiole-3-thione
  参考文献：
  名称：

  [EN] H2S-BASED THERAPEUTIC AGENTS FOR THE TREATMENT OF NEURODEGENERATIVE DISEASES
  [FR] AGENTS THÉRAPEUTIQUES À BASE DE H2S POUR LE TRAITEMENT DE MALADIES NEURODÉGÉNÉRATIVES

  摘要：

  本发明涉及神经退行性疾病的领域，尤其涉及化合物、药物组合物及其在帕金森病早期以及阿尔茨海默病中对神经元细胞免受炎症和氧化应激的保护作用。

  公开号：

  WO2019129403A1
• 作为产物：
  描述：

  茴香烯 在 sulfur 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 6.0h， 生成 4-(4-methoxyphenyl)-3H-1,2-dithiole-3-thione
  参考文献：
  名称：

  [EN] H2S-BASED THERAPEUTIC AGENTS FOR THE TREATMENT OF NEURODEGENERATIVE DISEASES
  [FR] AGENTS THÉRAPEUTIQUES À BASE DE H2S POUR LE TRAITEMENT DE MALADIES NEURODÉGÉNÉRATIVES

  摘要：

  本发明涉及神经退行性疾病的领域，尤其涉及化合物、药物组合物及其在帕金森病早期以及阿尔茨海默病中对神经元细胞免受炎症和氧化应激的保护作用。

  公开号：

  WO2019129403A1

文献信息

• [EN] DESMETHYLANETHOLE TRITHIONE DERIVATIVES FOR THE TREATMENT OF DISEASES LINKED TO MITOCHONDRIAL REACTIVE OXYGEN SPECIES (ROS) PRODUCTION<br/>[FR] DÉRIVÉS DESMÉTHYLANETHOLE TRITHIONE POUR LE TRAITEMENT DE MALADIES LIÉES À LA PRODUCTION DE FORMES RÉACTIVES DE L'OXYGÈNE (FRO) D'ORIGINE MITOCHONDRIALE
  申请人：OP2 DRUGS

  公开号：WO2018162581A1

  公开（公告）日：2018-09-13

  The present invention relates to desmethylanethole trithione ( AOX ) and derivatives thereof, especially derivatives of formula (I), for the prevention and treatment of diseases whose initiation and/or evolution relates to the production and effects of reactive oxygen species (ROS) of mitochondrial origin.

  本发明涉及去甲甲醚三硫醚（AOX）及其衍生物，特别是式（I）的衍生物，用于预防和治疗由线粒体产生和影响的活性氧物质（ROS）引起的疾病的启动和/或进展。
• Desmethylanethole trithione derivatives for the treatment of diseases linked to mitochondrial reactive oxygen species (ROS) production
  申请人：OP2 Drugs

  公开号：US11484529B2

  公开（公告）日：2022-11-01

  The present invention relates to desmethylanethole trithione (AOX) and derivatives thereof, especially derivatives of formula (I), for the prevention and treatment of diseases whose initiation and/or evolution relates to the production and effects of reactive oxygen species (ROS) of mitochondrial origin,

  本发明涉及去甲斑蝥素三硫酮（AOX）及其衍生物，特别是式（I）的衍生物，用于预防和治疗与线粒体活性氧（ROS）的产生和影响有关的疾病、
• Synthesis and structure–activity relationships study of dithiolethiones as inducers of glutathione in the SH-SY5Y neuroblastoma cell line
  作者：Dennis A. Brown、Swati Betharia、Jui-Hung Yen、Quang Tran、Hitesh Mistry、Kari Smith

  DOI：10.1016/j.bmcl.2014.10.005

  日期：2014.12

  Parkinson's disease is a neurodegenerative disorder that involves the degeneration of nigrostriatal dopaminergic neurons. Elevated levels of reactive oxygen species have been shown to deplete cellular levels of the ubiquitous antioxidant glutathione, leading to oxidative stress and eventual neuronal cell death. Dithiolethiones, a class of sulfur-containing heterocyclic molecules, have been shown to induce cellular production of glutathione in a variety of tissues, but have not been extensively evaluated in neurons. Herein, we report the synthesis and preliminary structure-activity relationships study of several substituted dithiolethiones. Three molecules were identified (D3T, CPDT, and 2d) that potently induced cellular glutathione in the SH-SY5Y neuroblastoma cell line. Furthermore, these compounds were found to provide neuroprotection in the 6-hydroxydopamine model of neurotoxicity. This study suggests that dithiolethione-mediated neuroprotection may have potential as a disease-modifying antiparkinsonian therapy. (C) 2014 Elsevier Ltd. All rights reserved.
• Corsaro, A.; Perrini, G.; Chiacchio, U., Phosphorus, Sulfur and Silicon and the Related Elements, 1991, vol. 63, # 1/2, p. 103 - 109
  作者：Corsaro, A.、Perrini, G.、Chiacchio, U.、Purello, G.、Guerrera, F.

  DOI：——

  日期：——
• Schmitt; Lespagnol, Bulletin de la Societe Chimique de France, 1950, p. 459,462
  作者：Schmitt、Lespagnol

  DOI：——

  日期：——