N-[4-(2,4-dimethoxy-phenyl)-5-oxo-4,5-dihydro-[1,2]dithiolo[4,3-b]pyrrol-6-yl]-3,5-bis-trifluoromethyl-benzamide | 608131-69-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: N-[4-(2,4-dimethoxy-phenyl)-5-oxo-4,5-dihydro-[1,2]dithiolo[4,3-b]pyrrol-6-yl]-3,5-bis-trifluoromethyl-benzamide
• 英文别名: Benzamide, N-(4-(2,4-dimethoxyphenyl)-4,5-dihydro-5-oxo-1,2-dithiolo(4,3-b)pyrrol-6-yl)-3,5-bis(trifluoromethyl)-；N-[4-(2,4-dimethoxyphenyl)-5-oxodithiolo[4,3-b]pyrrol-6-yl]-3,5-bis(trifluoromethyl)benzamide
• CAS: 608131-69-7
• 化学式: C₂₂H₁₄F₆N₂O₄S₂
• 分子量: 548.487
• InChiKey: QOWQCUJERUFFPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  119
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  6-amino-4-(2,4-dimethoxyphenyl)-4H,5H-[1,2]dithiolo[4,3-b]pyrrol-5-one hydrochloride 、 3,5-双三氟甲基苯甲酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以977 mg的产率得到N-[4-(2,4-dimethoxy-phenyl)-5-oxo-4,5-dihydro-[1,2]dithiolo[4,3-b]pyrrol-6-yl]-3,5-bis-trifluoromethyl-benzamide
  参考文献：
  名称：

  Substituted 6-amino-4H-[1,2]dithiolo[4,3-b]pyrrol-5-ones: Synthesis, structure–activity relationships, and cytotoxic activity on selected human cancer cell lines

  摘要：

  An efficient synthesis and the cytotoxic activity of a series of substituted 6-amino-4H-[1,2]dithiolo[4,3-b]pyrrol-5-ones la q is described. The synthesis was accomplished in an expedient manner (seven-steps) from commercially available starting materials. Several of the derivatives tested demonstrated significant in vitro cytotoxic activity against the human cancer cell lines H460 (>= 7 nM) and LCC6 (>= 28 nM). Following SAR and pharmacokinetic studies a derivative was further evaluated for its in vivo anti-tumor activity against a highly angiogenic human melanoma xenograft where it demonstrated significant efficacy as a mono-therapy and in combination with Taxol and Cisplatin. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.04.017

文献信息

• NOVEL DITHIOLOPYRROLONES AND THEIR THERAPEUTICAL APPLICATIONS
  申请人：Celestial Pharmaceuticals (Shenzhen) LTD.

  公开号：EP2076519A2

  公开（公告）日：2009-07-08
• DITHIOLOPYRROLONES COMPOUNDS AND THEIR THERAPEUTIC APPLICATIONS
  申请人：Guo Yingping

  公开号：US20100041729A1

  公开（公告）日：2010-02-18

  The present invention provides dithiolopyrrolone compounds of the general formula I, and their salts, wherein A is sulfur or carbon, and R 1 , R 2 , and R 3 are selected from groups defined herein, and wherein when A is sulfur, then B is oxygen, and n=1 or 2, and when A is carbon, then B is oxygen or sulfur, and n=1. The compounds are useful for the prevention and treatment of microbial infections such as HIV infection, and for the treatment of blood disorders, such as neutropenia. In particular, the compounds are useful for the manufacture of medicaments for increasing white blood cells.
• US8071637B2
  申请人：——

  公开号：US8071637B2

  公开（公告）日：2011-12-06
• [EN] NOVEL DITHIOLOPYRROLONES AND THEIR THERAPEUTICAL APPLICATIONS<br/>[FR] NOUVELLES DITHIOLOPYRROLONES ET APPLICATIONS THÉRAPEUTIQUES DE CES DERNIÈRES
  申请人：CELESTIAL PHARMACEUTICALS SHEN

  公开号：WO2008038175A2

  公开（公告）日：2008-04-03

  [EN] The present invention provides novel dithiolopyrrolone compounds and their salts, which promote production of white blood cells and are useful as prevention and treatments for microbial infections such as HIV infection and blood disorders such as neutropenia and other related diseases. The present invention also provides therapeutic compositions comprising particularly useful types of dithiolopyrrolones, the salts thereof, and methods and use in the manufacture of a medication for treatment of diseases.
  [FR] La présente invention concerne de nouveaux composés de dithiolopyrrolone et les sels de ces derniers qui favorisent la production de globules blancs et qui sont utiles dans la prévention et les traitements des infections microbiennes telles que l'infection par le VIH et les troubles du sang tels que la neutropénie et d'autres maladies apparentées. Cette invention concerne également des compositions thérapeutiques comprenant des types particulièrement utiles de dithiolopyrrolones, ainsi que leurs sels, des méthodes et l'utilisation de ces composés dans la préparation d'un médicament destiné au traitement de maladies.
• Substituted 6-amino-4H-[1,2]dithiolo[4,3-b]pyrrol-5-ones: Synthesis, structure–activity relationships, and cytotoxic activity on selected human cancer cell lines
  作者：Bin Li、Michael P.A. Lyle、Genhui Chen、Jason Li、Kaiji Hu、Liren Tang、Moulay A. Alaoui-Jamali、John Webster

  DOI：10.1016/j.bmc.2007.04.017

  日期：2007.7

  An efficient synthesis and the cytotoxic activity of a series of substituted 6-amino-4H-[1,2]dithiolo[4,3-b]pyrrol-5-ones la q is described. The synthesis was accomplished in an expedient manner (seven-steps) from commercially available starting materials. Several of the derivatives tested demonstrated significant in vitro cytotoxic activity against the human cancer cell lines H460 (>= 7 nM) and LCC6 (>= 28 nM). Following SAR and pharmacokinetic studies a derivative was further evaluated for its in vivo anti-tumor activity against a highly angiogenic human melanoma xenograft where it demonstrated significant efficacy as a mono-therapy and in combination with Taxol and Cisplatin. (c) 2007 Elsevier Ltd. All rights reserved.