2-hydroxy-N-(2-oxo-2-phenyl-ethyl)-benzamide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-hydroxy-N-(2-oxo-2-phenyl-ethyl)-benzamide
• 英文别名: 2-hydroxy-N-phenacylbenzamide
• 化学式: C₁₅H₁₃NO₃
• 分子量: 255.273
• InChiKey: LYYFXCCMLBZXCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-hydroxy-N-(2-oxo-2-phenyl-ethyl)-benzamide 在 叔丁基过氧化氢 、 四丁基碘化铵 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 0.33h， 以50%的产率得到2-benzoyl-2,3-dihydro-benzo[e][1,3]oxazin-4-one
  参考文献：
  名称：

  TBAI-Catalyzed Oxidative Cross-Coupling of Phenols and 2-Aminoacetophenones

  摘要：

  An iodide-catalyzed oxidative cross-coupling between phenols and 2-aminoacetophenones has been developed. Using catalytic amounts of tetrabutylammoniumiodide (TBAI) as an iodine-containing catalyst and aqueous solutions of tert-butyl hydro-peroxide (TBHP) as the stoichiometric co-oxidant, a variety of alpha-phenoxylated 2-aminoacetophenones could be obtained in yields of up to 92% after remarkably short reaction times (20 min). This is a very rare example for an iodide-catalyzed intermolecular cross-coupling utilizing phenols. However, this efficient methodology could be further extended toward an intramolecular variant which gives direct access to a range of dihydro-4H-benzo[e][1,3]oxazin-4-ones.

  DOI：

  10.1021/acs.orglett.5b00466
• 作为产物：
  描述：

  邻乙酰水杨酰氯 在 sodium hydroxide 、 硫酸 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 25.5h， 生成 2-hydroxy-N-(2-oxo-2-phenyl-ethyl)-benzamide
  参考文献：
  名称：

  Benzodiazepine Analogues. Part 14.¹Synthesis of 2-Phenyl-1,4-benzoxazepin-5(4H)-one

  摘要：

  The preparation of 2-phenyl-1,4-benzoxazepin-5(4H)-one 11 via stepwise cyclisa

  DOI：

  10.1080/00397919608003784

文献信息

• NOVEL COMPOUND HAVING CANCER METASTASIS INHIBITORY ACTIVITY, PREPARATION METHOD THEREFOR, AND PHARMACEUTICAL COMPOSITION FOR INHIBITING CANCER METASTASIS AND INVASION OR TREATING COLORECTAL CANCER, COMPRISING COMPOUND
  申请人：Cellgentek Co., Ltd

  公开号：EP4019495A1

  公开（公告）日：2022-06-29

  The present invention provides a novel compound that increases KAI1 promoter activity, a pharmaceutically acceptable salt thereof, and a composition for inhibiting cancer metastasis and invasion or treating colorectal cancer containing the same.

  本发明提供了一种新的化合物，可以增加KAI1启动子活性，其药学上可接受的盐，以及用于抑制癌症转移和侵袭或治疗结肠癌的组合物。
• [EN] NOVEL COMPOUND HAVING CANCER METASTASIS INHIBITORY ACTIVITY, PREPARATION METHOD THEREFOR, AND PHARMACEUTICAL COMPOSITION FOR INHIBITING CANCER METASTASIS AND INVASION OR TREATING COLORECTAL CANCER, COMPRISING COMPOUND<br/>[FR] NOUVEAU COMPOSÉ AYANT UNE ACTIVITÉ INHIBITRICE DE MÉTASTASES CANCÉREUSES, SON PROCÉDÉ DE PRÉPARATION, ET COMPOSITION PHARMACEUTIQUE POUR L'INHIBITION DE MÉTASTASES CANCÉREUSES ET DE LEUR PROLIFÉRATION OU POUR LE TRAITEMENT DU CANCER COLORECTAL, COMPRENANT LEDIT COMPOSÉ<br/>[KO] 신규한 암전이 억제 활성을 갖는 화합물, 이의 제조방법 및 상기 화합물을 포함하는 암 전이 및 침윤 억제, 또는 대장암 치료용 약학적 조성물
  申请人：CELLGENTEK CO LTD

  公开号：WO2021034087A1

  公开（公告）日：2021-02-25

  본 발명은 신규한 KAI1 프로모터 활성을 증가시키는 화합물, 이의 약학적으로 허용가능한 염 및 이들을 포함하는 암 전이 및 침윤 억제용 또는 대장암 치료용 조성물을 제공한다.
• TBAI-Catalyzed Oxidative Cross-Coupling of Phenols and 2-Aminoacetophenones
  作者：Wei Xu、Boris J. Nachtsheim

  DOI：10.1021/acs.orglett.5b00466

  日期：2015.3.20

  An iodide-catalyzed oxidative cross-coupling between phenols and 2-aminoacetophenones has been developed. Using catalytic amounts of tetrabutylammoniumiodide (TBAI) as an iodine-containing catalyst and aqueous solutions of tert-butyl hydro-peroxide (TBHP) as the stoichiometric co-oxidant, a variety of alpha-phenoxylated 2-aminoacetophenones could be obtained in yields of up to 92% after remarkably short reaction times (20 min). This is a very rare example for an iodide-catalyzed intermolecular cross-coupling utilizing phenols. However, this efficient methodology could be further extended toward an intramolecular variant which gives direct access to a range of dihydro-4H-benzo[e][1,3]oxazin-4-ones.
• Benzodiazepine Analogues. Part 14.¹Synthesis of 2-Phenyl-1,4-benzoxazepin-5(4<i>H</i>)-one
  作者：Perry T. Kaye、M. Jack Mphahlele

  DOI：10.1080/00397919608003784

  日期：1996.10

  The preparation of 2-phenyl-1,4-benzoxazepin-5(4H)-one 11 via stepwise cyclisa