1-{1-[4-(3-Amino-propoxy)-benzoyl]-piperidin-4-yl}-3,4-dihydro-1H-quinolin-2-one | 131583-69-2

• 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-(3-Amino-propoxy)-benzoyl]-piperidin-4-yl}-3,4-dihydro-1H-quinolin-2-one
• 英文别名: 1-[1-[4-(3-aminopropoxy)benzoyl]piperidin-4-yl]-3,4-dihydroquinolin-2-one
• CAS: 131583-69-2
• 化学式: C₂₄H₂₉N₃O₃
• 分子量: 407.513
• InChiKey: GMXWKYHLBDDQIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  75.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-{1-[4-(3-Amino-propoxy)-benzoyl]-piperidin-4-yl}-3,4-dihydro-1H-quinolin-2-one 在 硫酸 、 sodium hydride 作用下， 反应 6.0h， 生成 N-Methyl-N-(3-{4-[4-(2-oxo-3,4-dihydro-2H-quinolin-1-yl)-piperidine-1-carbonyl]-phenoxy}-propyl)-acetamide
  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：

  4-acetoxybenzoyl chloride 在 potassium carbonate 、 一水合肼 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 异丙醇 为溶剂， 反应 12.5h， 生成 1-{1-[4-(3-Amino-propoxy)-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##。
• J. Med. Chem. 1993, 36, 2011-2017
  作者：

  DOI：——

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

  公开号：EP0382185B1

  公开（公告）日：1994-06-15
• SUBSTITUTED BENZIMIDAZOL-2-ONES AS VASOPRESSIN RECEPTOR ANTAGONISTS AND NEUROPEPTIDE Y MODULATORS
  申请人：Ortho-McNeil Pharmaceutical, Inc.

  公开号：EP1330451B1

  公开（公告）日：2008-01-23
• US5225402A
  申请人：——

  公开号：US5225402A

  公开（公告）日：1993-07-06