2-(4-chlorophenyl)-N-methylpropanamide | 1949-63-9

• 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: 2-(4-chlorophenyl)-N-methylpropanamide
• 英文别名: 2-(4-Chloro-phenyl)-N-methyl-propionamide
• CAS: 1949-63-9
• 化学式: C₁₀H₁₂ClNO
• 分子量: 197.664
• InChiKey: FCBXMSLMQYXUFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 2-(4-chlorophenyl)-N-methylpropanamide 在 tetrahydroxydiboron 作用下， 生成 7-Chloro-2,4-dimethyl-1,4-dihydro-2H-isoquinolin-3-one
  参考文献：
  名称：

  Synthesis of phenanthridin-3-one derivatives: Non-steroidal inhibitors of steroid 5-α-reductase

  摘要：

  A short and efficient six-step synthesis of novel phenanthridin-3-one derivatives is described. The synthesis of these derivatives is highlighted by the cyclization of a suitably placed ketone side chain with a thioiminium ion. The derivatives prepared were found to be inhibitors of human steroid 5-alpha reductase.

  DOI：

  10.1016/0040-4039(95)00690-e
• 作为产物：
  描述：

  2-(4-氯苯基)丙酰氯 、 甲胺 以 二氯甲烷 为溶剂， 生成 2-(4-chlorophenyl)-N-methylpropanamide
  参考文献：
  名称：

  Synthesis of phenanthridin-3-one derivatives: Non-steroidal inhibitors of steroid 5-α-reductase

  摘要：

  A short and efficient six-step synthesis of novel phenanthridin-3-one derivatives is described. The synthesis of these derivatives is highlighted by the cyclization of a suitably placed ketone side chain with a thioiminium ion. The derivatives prepared were found to be inhibitors of human steroid 5-alpha reductase.

  DOI：

  10.1016/0040-4039(95)00690-e

文献信息

• Reaction Pathway and Rate-Determining Step of the Schmidt Rearrangement/Fragmentation: A Kinetic Study
  作者：Ryo Akimoto、Takehiro Tokugawa、Yutaro Yamamoto、Hiroshi Yamataka

  DOI：10.1021/jo300419c

  日期：2012.4.20

  pre-equilibrium in the formation of iminodiazonium (ID) ion and that the N2 liberation from the ID ion is rate-determining. Under high azide concentration conditions, where the effective reactant is the ID ion, the reaction gave a linear Hammett plot with a ρ value of −0.50. The observed substituent effects on the rate and the product selectivity imply that path bifurcation on the way from the rate-determining

  三甲基叠氮化硅在90％（v / v）的TFA水溶液中将3-苯基-2-丁酮与取代的3-苯基-2-丁酮进行Schmidt重排，生成了两种类型的产物：碎片和重排，其比例取决于取代基：碎片越多，电子越多-供体取代基。通过固氮法进行的速率测量表明存在诱导期，并且拟一级反应速率常数显示出相对于叠氮化物浓度的饱和动力学。结果表明，反应通过预平衡进行，形成亚氨基重氮（ID）离子，并且N 2从ID离子的释放是决定速率的。在高叠氮化物浓度的条件下，其中有效反应物是ID离子，该反应给出了ρ值为-0.50的线性Hammett图。如先前的分子动力学模拟所示，观察到的取代基对速率和产物选择性的影响暗示着从速率确定TS到产物态的路径发生分支，类似于贝克曼重排/片段化反应。
• [EN] 7-PHENYL SUBSTITUTED 2-AMINOQUINAZOLINE INHIBITORS OF HPK1<br/>[FR] 2-AMINOQUINAZOLINE 7-PHÉNYL SUBSTITUÉE, INHIBITEURS DE HPK1
  申请人：MERCK SHARP & DOHME

  公开号：WO2022098806A1

  公开（公告）日：2022-05-12

  Compounds of the following formula (I); or the pharmaceutically acceptable salts thereof, are inhibitors of haematopoietic progenitor kinase 1 (HPK1) useful in the treatment of diseases or disorders associated with HPK1. Also disclosed herein are uses of these compounds in the potential treatment or prevention of an HPK1-associated disease or disorder. Also disclosed herein are compositions comprising one or more of the compounds. Further disclosed herein are uses of these compositions in the potential prevention or treatment of an HPK1-associated disease or disorder.

  以下公式（I）的化合物或其药学上可接受的盐是血液祖细胞激酶1（HPK1）的抑制剂，可用于治疗与HPK1相关的疾病或紊乱。本文还披露了这些化合物在潜在的治疗或预防HPK1相关疾病或紊乱中的用途。本文还披露了包含一种或多种化合物的组合物。本文还披露了这些组合物在潜在的预防或治疗HPK1相关疾病或紊乱中的用途。
• Synthesis of phenanthridin-3-one derivatives: Non-steroidal inhibitors of steroid 5-α-reductase
  作者：Robert A. Mook、Karen Lackey、Chad Bennett

  DOI：10.1016/0040-4039(95)00690-e

  日期：1995.6

  A short and efficient six-step synthesis of novel phenanthridin-3-one derivatives is described. The synthesis of these derivatives is highlighted by the cyclization of a suitably placed ketone side chain with a thioiminium ion. The derivatives prepared were found to be inhibitors of human steroid 5-alpha reductase.