2-oxo-1,2-dihydropyridin-4-yl trifluoromethanesulfonate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 2-oxo-1,2-dihydropyridin-4-yl trifluoromethanesulfonate
• 英文别名: (2-oxo-1H-pyridin-4-yl) trifluoromethanesulfonate
• 化学式: C₆H₄F₃NO₄S
• 分子量: 243.163
• InChiKey: CLYGZRNSRVKEQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  80.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-oxo-1,2-dihydropyridin-4-yl trifluoromethanesulfonate 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 copper diacetate 、 三乙胺 、 lithium chloride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 123.0h， 生成 3-(4-fluorophenyl)-1-phenyl-4-piperazin-1-ylpyridin-2-one
  参考文献：
  名称：

  SAR studies of pyridazinone derivatives as novel glucan synthase inhibitors

  摘要：

  A novel series of pyridazinone analogs has been developed as potent beta-1,3-glucan synthase inhibitors through structure-activity relationship study of the lead 5-[4-(benzylsulfonyl)piperazin-1-yl]-4-morpholino-2-phenyl-pyridazin-3(2H)-one (1). The effect of changes to the core structure is described in detail. Optimization of the sulfonamide moiety led to the identification of important compounds with much improved systematic exposure while retaining good antifungal activity against the fungal strains Candida glabrata and Candida albicans. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.03.083
• 作为产物：
  描述：

  2,4-二羟基吡啶 、 CF3SO3NPh 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 2-oxo-1,2-dihydropyridin-4-yl trifluoromethanesulfonate
  参考文献：
  名称：

  SAR studies of pyridazinone derivatives as novel glucan synthase inhibitors

  摘要：

  A novel series of pyridazinone analogs has been developed as potent beta-1,3-glucan synthase inhibitors through structure-activity relationship study of the lead 5-[4-(benzylsulfonyl)piperazin-1-yl]-4-morpholino-2-phenyl-pyridazin-3(2H)-one (1). The effect of changes to the core structure is described in detail. Optimization of the sulfonamide moiety led to the identification of important compounds with much improved systematic exposure while retaining good antifungal activity against the fungal strains Candida glabrata and Candida albicans. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.03.083

文献信息

• Photochemical Deracemization of Chiral Sulfoxides Catalyzed by a Hydrogen-Bonding Xanthone Sensitizer
  作者：Laura Wimberger、Thilo Kratz、Thorsten Bach

  DOI：10.1055/s-0039-1690034

  日期：2019.12

  photochemical behavior was studied in the presence of xanthone and thioxanthone sensitizers. While acyclic sulfoxides showed only decomposition, chiral benzothiazinone-1-oxides with a stereogenic sulfur atom underwent a stereomutation upon irradiation at λ = 366 nm in the presence of catalytic quantities of a xanthone sensitizer. A chiral xanthone with a 1,5,7-trimethyl-3-azabicyclo-[3.3.1]nonan-2-one

  纪念迪特·恩德斯 抽象的 制备了几种具有内酰胺氢键位的手性亚砜，并在x吨酮和噻吨酮敏化剂的存在下研究了它们的光化学行为。虽然无环亚砜仅显示分解，但具有催化性硫原子的手性苯并噻嗪酮-1-氧化物在催化量的irradiation吨酮敏化剂存在下于λ= 366 nm照射时发生了立体突变。以1,5,7-三甲基-3-氮杂双环-[3.3.1] nonan-2-one骨架的手性黄酮以催化量（5 mol％）使用，以实现外消旋苯并噻嗪酮-1-氧化物的脱硫反应。在乙腈溶液中。可以成功地对五种底物进行高效脱硫，且ee最高可达55％。 制备了几种具有内酰胺氢键位的手性亚砜，并在x吨酮和噻吨酮敏化剂的存在下研究了它们的光化学行为。虽然无环亚砜仅显示分解，但具有催化性硫原子的手性苯并噻嗪酮-1-氧化物在催化量的irradiation吨酮敏化剂存在下于λ= 366 nm照射时发生了立体突变。以1,5,7-三甲基-3-氮杂双环-[3
• Pyridazinone Derivatives Useful as Glucan Synthase Inhibitors
  申请人：Ting Pauline C.

  公开号：US20090170861A1

  公开（公告）日：2009-07-02

  In its many embodiments, the present invention provides -substituted pyridazinone compounds as glucan synthase inhibitors, methods of preparing such compounds, pharmaceutical including one or more of such compounds, methods of preparing pharmaceutical formulations including one or more such compounds or one or more such compounds along with other antifungal agents, and methods of treatment, prevention, inhibition, or amelioration of one or more fungal infections associated with glucan synthase using such compounds or pharmaceutical compositions.

  在其多种实施方式中，本发明提供了取代的吡啶嗪酮化合物作为葡聚糖合成酶抑制剂，制备这种化合物的方法，包括一种或多种这种化合物的制药物，制备包括一种或多种这种化合物或一种或多种这种化合物与其他抗真菌药物共同使用的制药配方的方法，以及使用这种化合物或制药组合物治疗、预防、抑制或改善与葡聚糖合成酶相关的一种或多种真菌感染的方法。
• Pyridazinone derivatives useful as glucan synthase inhibitors
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP2586778A2

  公开（公告）日：2013-05-01

  In its many embodiments, the present invention provides -substituted pyridazinone compounds as glucan synthase inhibitors, methods of preparing such compounds, pharmaceutical including one or more of such compounds, methods of preparing pharmaceutical formulations including one or more such compounds or one or more such compounds along with other antifungal agents, and methods of treatment, prevention, inhibition, or amelioration of one or more fungal infections associated with glucan synthase using such compounds or pharmaceutical compositions.

  在其许多实施方案中，本发明提供了作为葡聚糖合成酶抑制剂的-取代哒嗪酮化合物、制备此类化合物的方法、包括一种或多种此类化合物的药物、制备包括一种或多种此类化合物或一种或多种此类化合物与其他抗真菌剂的药物制剂的方法，以及使用此类化合物或药物组合物治疗、预防、抑制或改善与葡聚糖合成酶相关的一种或多种真菌感染的方法。
• PYRIDAZINONE DERIVATIVES USEFUL AS GLUCAN SYNTHASE INHIBITORS
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP2137179B1

  公开（公告）日：2015-09-02
• US8232274B2
  申请人：——

  公开号：US8232274B2

  公开（公告）日：2012-07-31