4-[3-[4-Chloro-2-(phenylamino)phenyl]-3-oxopropyl]-n-methylbenzenesulfonamide | 1415591-25-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 4-[3-[4-Chloro-2-(phenylamino)phenyl]-3-oxopropyl]-n-methylbenzenesulfonamide
• 英文别名: 4-[3-(2-anilino-4-chlorophenyl)-3-oxopropyl]-N-methylbenzenesulfonamide
• CAS: 1415591-25-1
• 化学式: C₂₂H₂₁ClN₂O₃S
• 分子量: 428.939
• InChiKey: PQWFOCZAAAIJCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  83.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-[3-[4-Chloro-2-(phenylamino)phenyl]-3-oxopropyl]-n-methylbenzenesulfonamide 在 sodium hexamethyldisilazane 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 4.0h， 生成 7-chloro-3-(4-methylsulfamoyl-benzyl)-4-oxo-1-phenyl-1,4-dihydroquinoline-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Discovery of a novel series of 4-quinolone JNK inhibitors

  摘要：

  A novel series of highly selective JNK inhibitors based on the 4-quinolone scaffold was designed and synthesized. Structure based drug design was utilized to guide the compound design as well as improvements in the physicochemical properties of the series. Compound (13c) has an IC50 of 62/170 nM for JNK1/2, excellent kinase selectivity and impressive efficacy in a rodent asthma model. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2012.10.066
• 作为产物：
  描述：

  1-(4-氯-2-硝基苯)乙酮 在 10% Pd/C 、 氢气 、 铁粉 、 铜 、 potassium carbonate 、 氯化铵 、 potassium iodide 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 、 乙酸乙酯 为溶剂， 生成 4-[3-[4-Chloro-2-(phenylamino)phenyl]-3-oxopropyl]-n-methylbenzenesulfonamide
  参考文献：
  名称：

  Discovery of a novel series of 4-quinolone JNK inhibitors

  摘要：

  A novel series of highly selective JNK inhibitors based on the 4-quinolone scaffold was designed and synthesized. Structure based drug design was utilized to guide the compound design as well as improvements in the physicochemical properties of the series. Compound (13c) has an IC50 of 62/170 nM for JNK1/2, excellent kinase selectivity and impressive efficacy in a rodent asthma model. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2012.10.066

文献信息

• Discovery of a novel series of 4-quinolone JNK inhibitors
  作者：Leyi Gong、Yun-Chou Tan、Genevieve Boice、Sarah Abbot、Kristen McCaleb、Pravin Iyer、Fengrong Zuo、Joseph Dal Porto、Brian Wong、Sue Jin、Alice Chang、Patricia Tran、Gary Hsieh、Linghao Niu、Ada Shao、Deborah Reuter、Christine M. Lukacs、R. Ursula Kammlott、Andreas Kuglstatter、David Goldstein

  DOI：10.1016/j.bmcl.2012.10.066

  日期：2012.12

  A novel series of highly selective JNK inhibitors based on the 4-quinolone scaffold was designed and synthesized. Structure based drug design was utilized to guide the compound design as well as improvements in the physicochemical properties of the series. Compound (13c) has an IC50 of 62/170 nM for JNK1/2, excellent kinase selectivity and impressive efficacy in a rodent asthma model. Published by Elsevier Ltd.