((8R,9R,10S)-9-(4-bromophenyl)-6-((2-nitrophenyl)sulfonyl)-1,6-diazabicyclo[6.2.0]decan-10-yl)methanol | 1393810-27-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环丁烷
• 英文名称: ((8R,9R,10S)-9-(4-bromophenyl)-6-((2-nitrophenyl)sulfonyl)-1,6-diazabicyclo[6.2.0]decan-10-yl)methanol
• 英文别名: [(8R,9R,10S)-9-(4-bromophenyl)-6-(2-nitrophenyl)sulfonyl-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol
• CAS: 1393810-27-9
• 化学式: C₂₁H₂₄BrN₃O₅S
• 分子量: 510.409
• InChiKey: KRBMCQGOOQNZJF-QKNQBKEWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ((8R,9R,10S)-9-(4-bromophenyl)-6-((2-nitrophenyl)sulfonyl)-1,6-diazabicyclo[6.2.0]decan-10-yl)methanol 在 偶氮二异丁腈 、 三丁基氯化锡 、 sodium cyanoborohydride 、 potassium carbonate 、 溶剂黄146 、 苯硫酚 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 2.67h， 生成 [(8R,9R,10S)-6-methyl-9-phenyl-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol
  参考文献：
  名称：

  Synthesis and Profiling of a Diverse Collection of Azetidine-Based Scaffolds for the Development of CNS-Focused Lead-like Libraries

  摘要：

  The synthesis and diversification of a densely functionalized azetidine ring system to gain access to a wide variety of fused, bridged, and spirocyclic ring systems is described. The in vitro physicochemical and pharmacokinetic properties of representative library members are measured in order to evaluate the use of these scaffolds for the generation of lead-like molecules to be used in targeting the central nervous system. The solid-phase synthesis of a 1976-membered library of spirocyclic azetidines is also described.

  DOI：

  10.1021/jo300974j
• 作为产物：
  描述：

  N-[[(2R,3R,4S)-1-allyl-3-(4-bromophenyl)-4-(trityloxymethyl)azetidin-2-yl]methyl] -2-nitrobenzenesulfonamide 在 Grubbs catalyst first generation 、 2-硝基苯磺酰肼 、 potassium carbonate 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 32.0h， 生成 ((8R,9R,10S)-9-(4-bromophenyl)-6-((2-nitrophenyl)sulfonyl)-1,6-diazabicyclo[6.2.0]decan-10-yl)methanol
  参考文献：
  名称：

  Synthesis and Profiling of a Diverse Collection of Azetidine-Based Scaffolds for the Development of CNS-Focused Lead-like Libraries

  摘要：

  The synthesis and diversification of a densely functionalized azetidine ring system to gain access to a wide variety of fused, bridged, and spirocyclic ring systems is described. The in vitro physicochemical and pharmacokinetic properties of representative library members are measured in order to evaluate the use of these scaffolds for the generation of lead-like molecules to be used in targeting the central nervous system. The solid-phase synthesis of a 1976-membered library of spirocyclic azetidines is also described.

  DOI：

  10.1021/jo300974j

文献信息

• [EN] COMPOUNDS AND METHODS FOR THE TREATMENT OF MALARIA<br/>[FR] COMPOSÉS ET MÉTHODES DE TRAITEMENT DE LA MALARIA
  申请人：BROAD INST INC

  公开号：WO2015070204A1

  公开（公告）日：2015-05-14

  Provided herein are compounds of the formula (I) : as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of malaria.

  本文提供了公式(I)的化合物：以及其药用盐，其中取代基如规范中所披露的那样。这些化合物和含有它们的药物组合物对于治疗疟疾是有用的。
• Compounds and methods for the treatment of malaria
  申请人：THE BROAD INSTITUTE, INC.

  公开号：US10059711B2

  公开（公告）日：2018-08-28

  Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of malaria.

  本文提供了式(I)化合物及其药学上可接受的盐类，其中取代基与说明书中公开的相同。这些化合物及其药物组合物可用于治疗疟疾。
• COMPOUNDS AND METHODS FOR THE TREATMENT OF MALARIA
  申请人：THE BROAD INSTITUTE, INC.

  公开号：US20160289235A1

  公开（公告）日：2016-10-06

  Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of malaria.
• Synthesis and Profiling of a Diverse Collection of Azetidine-Based Scaffolds for the Development of CNS-Focused Lead-like Libraries
  作者：Jason T. Lowe、Maurice D. Lee、Lakshmi B. Akella、Emeline Davoine、Etienne J. Donckele、Landon Durak、Jeremy R. Duvall、Baudouin Gerard、Edward B. Holson、Adrien Joliton、Sarathy Kesavan、Berenice C. Lemercier、Haibo Liu、Jean-Charles Marié、Carol A. Mulrooney、Giovanni Muncipinto、Morgan Welzel-O’Shea、Laura M. Panko、Ann Rowley、Byung-Chul Suh、Meryl Thomas、Florence F. Wagner、Jingqiang Wei、Michael A. Foley、Lisa A. Marcaurelle

  DOI：10.1021/jo300974j

  日期：2012.9.7

  The synthesis and diversification of a densely functionalized azetidine ring system to gain access to a wide variety of fused, bridged, and spirocyclic ring systems is described. The in vitro physicochemical and pharmacokinetic properties of representative library members are measured in order to evaluate the use of these scaffolds for the generation of lead-like molecules to be used in targeting the central nervous system. The solid-phase synthesis of a 1976-membered library of spirocyclic azetidines is also described.