(2S,3R,4S)-1-allyl-3-(4-bromophenyl)-2-(trityloxymethyl)azetidine-4-carbonitrile | 1393809-86-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (2S,3R,4S)-1-allyl-3-(4-bromophenyl)-2-(trityloxymethyl)azetidine-4-carbonitrile
• 英文别名: (2S,3R,4S)-3-(4-Bromophenyl)-1-(prop-2-EN-1-YL)-4-[(triphenylmethoxy)methyl]azetidine-2-carbonitrile；(2S,3R,4S)-3-(4-bromophenyl)-1-prop-2-enyl-4-(trityloxymethyl)azetidine-2-carbonitrile
• CAS: 1393809-86-3
• 化学式: C₃₃H₂₉BrN₂O
• 分子量: 549.51
• InChiKey: OXPKMQJBKUIYSR-XWHIBYANSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S,3R,4S)-1-allyl-3-(4-bromophenyl)-2-(trityloxymethyl)azetidine-4-carbonitrile 在 2,6-二甲基吡啶 、 二异丁基氢化铝 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 N-[[(2S,3R,4S)-3-(4-bromophenyl)-1-prop-2-enyl-4-(trityloxymethyl)azetidin-2-yl]methyl]-2-nitro-N-prop-2-enylbenzenesulfonamide
  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：

  2-(allyl((1R,2R)-1-(4-bromophenyl)-1,3-dihydroxypropan-2-yl)amino)acetonitrile 在 吡啶 、 氯化亚砜 、 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.67h， 生成 (2S,3R,4S)-1-allyl-3-(4-bromophenyl)-2-(trityloxymethyl)azetidine-4-carbonitrile
  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] 3-PHENYL-2-CYANO-AZETIDINE DERIVATIVES, INHIBITORS OF RNA-GUIDED NUCLEASE ACTIVITY<br/>[FR] DÉRIVÉS DE 3-PHÉNYL-2-CYANO-AZÉTIDINE INHIBITEURS DE L'ACTIVITÉ NUCLÉASE GUIDÉE PAR L'ARN
  申请人：BROAD INST INC

  公开号：WO2020041384A1

  公开（公告）日：2020-02-27

  3-Phenyl-2-cyano-azetidine derivatives and methods are provided for the inhibition of the function of RNA guided endonucleases, including the identification and use of such inhibitors. Methods of identifying inhibitor compounds of RNA guided nucleases, assays for detecting nuclease activity and compounds for use therein are also provided.

  本发明提供了3-苯基-2-氰基-氮杂环丙烷衍生物及其方法，用于抑制RNA引导内切酶的功能，包括识别和使用这种抑制剂。还提供了识别RNA引导核酸酶抑制剂化合物的方法，检测核酸酶活性的测定和用于其中的化合物。