(1r,4r)-N-([1,1'-biphenyl]-4-yl)-1'-(methylsulfonyl)spiro[cyclohexane-1,3'-indoline]-4-carboxamide | 268537-61-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1r,4r)-N-([1,1'-biphenyl]-4-yl)-1'-(methylsulfonyl)spiro[cyclohexane-1,3'-indoline]-4-carboxamide
• 英文别名: N-([1,1'-biphenyl]-4-yl)-1'-(methylsulfonyl)spiro[cyclohexane-1,3'-indoline]-4-carboxamide
• CAS: 268537-61-7
• 化学式: C₂₇H₂₈N₂O₃S
• 分子量: 460.597
• InChiKey: TVIMSZUYSVNLTK-JAQLMMITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  33.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  66.48
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  methyl 1-methylsulfonylspiro[2H-indole-3,4'-cyclohexane]-1'-carboxylate 、 4-氨基联苯 在 sodium hydroxide 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 水 、 吡啶 为溶剂， 生成 (1r,4r)-N-([1,1'-biphenyl]-4-yl)-1'-(methylsulfonyl)spiro[cyclohexane-1,3'-indoline]-4-carboxamide
  参考文献：
  名称：

  Identification of novel and orally active spiroindoline NPY Y5 receptor antagonists

  摘要：

  A series of spiroindoline-3,40-piperidine derivatives were synthesized and evaluated for their binding affinities and antagonistic activities at Y5 receptors. Potent Y5 antagonists were tested for their oral bioavailabilities and brain penetration in rats. Some of the antagonists showed good oral bioavailability and/ or good brain penetration. In particular, compound 6e was orally bioavailable and brain penetrant, and oral administration of 6e inhibited bPP-induced food intake in rats with a minimum effective dose of 10 mg/ kg. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2009.02.035

文献信息

• Hydroarylation of Arenes via Reductive Radical-Polar Crossover
  作者：Autumn R. Flynn、Kelly A. McDaniel、Meredith E. Hughes、David B. Vogt、Nathan T. Jui

  DOI：10.1021/jacs.0c03926

  日期：2020.5.20

  photocatalytic system for the dearomative hydroarylation of benzene derivatives has been developed. Using a combination of an organic photoredox catalyst and an amine reductant, this process operates through a reductive radical-polar crossover mechanism where aryl halide reduction triggers a regioselective radical cyclization event, followed by anion formation and quenching to produce a range of complex spirocyclic

  已开发出一种用于苯衍生物脱芳基加氢芳基化的光催化体系。使用有机光氧化还原催化剂和胺还原剂的组合，该过程通过还原自由基 - 极性交叉机制进行操作，其中芳基卤化物还原触发区域选择性自由基环化事件，然后形成阴离子并淬灭以产生一系列复杂的螺环环己二烯。这种光驱动的协议在室温下在绿色溶剂系统 (aq. MeCN) 中起作用，不需要基于贵金属的催化剂或试剂，也不需要产生化学计量的金属副产物。
• Identification of novel and orally active spiroindoline NPY Y5 receptor antagonists
  作者：Toshihiro Sakamoto、Minoru Moriya、Yuji Haga、Toshiyuki Takahashi、Takunobu Shibata、Osamu Okamoto、Katsumasa Nonoshita、Hidefumi Kitazawa、Masayasu Hidaka、Akira Gomori、Hisashi Iwaasa、Akane Ishihara、Akio Kanatani、Takehiro Fukami、Ying-Duo Gao、Douglas J. MacNeil、Lihu Yang

  DOI：10.1016/j.bmcl.2009.02.035

  日期：2009.3

  A series of spiroindoline-3,40-piperidine derivatives were synthesized and evaluated for their binding affinities and antagonistic activities at Y5 receptors. Potent Y5 antagonists were tested for their oral bioavailabilities and brain penetration in rats. Some of the antagonists showed good oral bioavailability and/ or good brain penetration. In particular, compound 6e was orally bioavailable and brain penetrant, and oral administration of 6e inhibited bPP-induced food intake in rats with a minimum effective dose of 10 mg/ kg. (C) 2009 Published by Elsevier Ltd.