1-[1-(4-Hydroxy-benzoyl)-piperidin-4-yl]-3,4-dihydro-1H-quinolin-2-one | 131583-56-7

• 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: 1-[1-(4-Hydroxy-benzoyl)-piperidin-4-yl]-3,4-dihydro-1H-quinolin-2-one
• 英文别名: 1-[1-(4-hydroxybenzoyl)piperidin-4-yl]-3,4-dihydroquinolin-2-one
• CAS: 131583-56-7
• 化学式: C₂₁H₂₂N₂O₃
• 分子量: 350.417
• InChiKey: OKSCENUJYGBZLG-UHFFFAOYSA-N

物化性质

• 沸点：
  653.9±55.0 °C(Predicted)
• 密度：
  1.295±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  60.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[1-(4-Hydroxy-benzoyl)-piperidin-4-yl]-3,4-dihydro-1H-quinolin-2-one 在 硫酸 、 一水合肼 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醇 、 异丙醇 为溶剂， 反应 13.5h， 生成 N-[3-[4-[[4-(3,4-二氢-2-氧代-1(2H)-喹啉基)-1-哌啶基]羰基]苯氧基]丙基]乙酰胺
  参考文献：
  名称：

  Orally active, nonpeptide vasopressin V1 antagonists. A novel series of 1-(1-substituted 4-piperidyl)-3,4-dihydro-2(1H)-quinolinones

  摘要：

  A series of compounds has been synthesized and demonstrated to be antagonists of V1 receptors both in vitro and in vivo. These compounds are structurally related to the 1-(4-piperidyl)-2(1H)-quinolinones, including OPC-21268, an orally bioavailable AVP V1 antagonist with high V1 specificity. It has been found that the introduction of an acetamide group on the terminal alkoxy chain of 41-44 leads to an increase in oral activity. Certain of these compounds may have efficacy in the study of AVP V1 receptors.

  DOI：

  10.1021/jm00066a010
• 作为产物：
  描述：

  1-[1-(4-Acetoxybenzoyl)-4-piperidinyl]-3,4-dihydrocarbostyril 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 以97%的产率得到1-[1-(4-Hydroxy-benzoyl)-piperidin-4-yl]-3,4-dihydro-1H-quinolin-2-one
  参考文献：
  名称：

  Orally active, nonpeptide vasopressin V1 antagonists. A novel series of 1-(1-substituted 4-piperidyl)-3,4-dihydro-2(1H)-quinolinones

  摘要：

  A series of compounds has been synthesized and demonstrated to be antagonists of V1 receptors both in vitro and in vivo. These compounds are structurally related to the 1-(4-piperidyl)-2(1H)-quinolinones, including OPC-21268, an orally bioavailable AVP V1 antagonist with high V1 specificity. It has been found that the introduction of an acetamide group on the terminal alkoxy chain of 41-44 leads to an increase in oral activity. Certain of these compounds may have efficacy in the study of AVP V1 receptors.

  DOI：

  10.1021/jm00066a010

文献信息

• Carbostyril oxytocin receptor antagonists
  申请人：Merck & Co., Inc.

  公开号：US05356904A1

  公开（公告）日：1994-10-18

  A method of inhibiting oxytocin from acting at its receptor site by administering oxytocin receptor antagonist compounds of the formula ##STR1## wherein X is oxygen or sulfur; Y is hydrogen or lower alkyl; R.sup.A is ##STR2##

  通过给予公式为##STR1##的催产素受体拮抗剂化合物，抑制催产素在其受体位点的作用的方法，其中X为氧或硫；Y为氢或低碳基；R.sup.A为##STR2##。
• Otsubo, Kenji; Matsubara, Jun; Ohtani, Tadaaki, Heterocycles, 1996, vol. 43, # 12, p. 2627 - 2642
  作者：Otsubo, Kenji、Matsubara, Jun、Ohtani, Tadaaki、Kawano, Yoshikazu、Kitano, Kazuyoshi、Morita, Seiji、Kondo, Kazumi、Yamamura, Yoshitaka、Uchida, Minoru

  DOI：——

  日期：——
• Carbostyril derivatives
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0382185B1

  公开（公告）日：1994-06-15
• US5225402A
  申请人：——

  公开号：US5225402A

  公开（公告）日：1993-07-06
• US5356904A
  申请人：——

  公开号：US5356904A

  公开（公告）日：1994-10-18