3,4-dihydro-6-(1-piperazinylcarbonyl)-2(1H)-quinolinone | 83734-58-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3,4-dihydro-6-(1-piperazinylcarbonyl)-2(1H)-quinolinone
• 英文别名: 6-(1-piperazinylcarbonyl)-3,4-dihydrocarbostyril；6-(Piperazine-1-carbonyl)-3,4-dihydroquinolin-2(1H)-one；6-(piperazine-1-carbonyl)-3,4-dihydro-1H-quinolin-2-one
• CAS: 83734-58-1
• 化学式: C₁₄H₁₇N₃O₂
• 分子量: 259.308
• InChiKey: UKRYUVLBWGYQBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  61.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4-dihydro-6-(1-piperazinylcarbonyl)-2(1H)-quinolinone 在 sodium iodide 、 potassium carbonate 作用下， 以 N-甲基乙酰胺 为溶剂， 生成 6-{4-[2-(4-chlorobenzoyl)ethyl]-1-piperazinylcarbonyl}-3,4-dihydrocarbostyril
  参考文献：
  名称：

  Carbostyril derivatives and salts thereof

  摘要：

  新型的卡波斯亚胺衍生物及其盐具有有用的药理活性，例如心肌收缩增强活性（正性肌力活性），冠状动脉血流增加活性，降压活性，抑制去甲肾上腺素诱导的血管收缩活性和抗炎作用，另一方面，它们几乎不具有显著的增加心跳的活性，并且在中枢神经系统活动方面显示出相当低的毒性和低的副作用。

  公开号：

  US04886809A1
• 作为产物：
  描述：

  2-羰基-1 ,2,3,4-四氢喹啉-6-羧酸 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 3,4-dihydro-6-(1-piperazinylcarbonyl)-2(1H)-quinolinone
  参考文献：
  名称：

  Studies on positive inotropic agents. II. Synthesis of (4-substituted 1-piperazinylcarbonyl)-2-(1H)-quinolinone derivatives.

  摘要：

  合成了多种(1-哌嗪基羰基)-2(1H)-喹啉酮衍生物，并对其在犬心脏上的正性肌力活性进行了检查。其中，3, 4-二氢-6-[4-(3-氧代-3-苯基丙基)-1-哌嗪基羰基]-2(1H)-喹啉酮 (XXIj) 和 3, 4-二氢-6-[4-(氧代-4-苯基丁基)-1-哌嗪基羰基]-2(1H)-喹啉酮 (XXIl) 被发现具有强效活性。

  DOI：

  10.1248/cpb.34.682

文献信息

• Morpholino and oxazoline substituted carbostyril derivatives, process
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US04454130A1

  公开（公告）日：1984-06-12

  Novel carbostyril derivatives and their pharmaceutically acceptable salts represented by the formula (1). ##STR1## wherein R.sup.1 is a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a phenyl-lower alkyl group, R.sup.2 and R.sup.3 form, together with the adjacent nitrogen atom and further with an additional oxygen atom, a 5- or 6-membered saturated heterocyclic ring which may have a lower alkyl group or a phenyl-lower alkyl group as the substituent; the carbon-carbon bond between 3- and 4-positions in the carbostyril skeleton being a single or double bond. The derivatives are useful as the active ingredient in cardiotonic compositions.

  新型的羧基喹啉衍生物及其药用盐，由下式（1）所表示。其中R.sup.1为氢原子、较低的烷基基团、较低的烯基基团、较低的炔基基团或苯基-较低的烷基基团，R.sup.2和R.sup.3与相邻的氮原子以及另外一个氧原子一起形成一个5-或6-成员的饱和杂环环，该环可能具有较低的烷基基团或苯基-较低的烷基基团作为取代基；在羧基喹啉骨架的3-和4-位置之间的碳-碳键为单键或双键。这些衍生物可用作心力衰竭组合物中的活性成分。
• Carbostyril derivatives, process for producing the same and cardiotonic
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US04468402A1

  公开（公告）日：1984-08-28

  Novel carbostyril derivatives and their pharmaceutically acceptable salts represented by the formula (I) ##STR1## wherein R.sup.1 is a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a phenyl-lower alkyl group; R.sup.2 and R.sup.3 may be the same or different and each is a lower alkyl group which may have one hydroxy group or one halogen atom as the substituent, or a phenyl-lower alkyl group which may have 1 to 3 substituents selected from the group consisting of a lower alkoxy group and a halogen atom on the phenyl ring, or said phenyl-lower allkyl group may have a lower alkylenedioxy group as the substituent on the phenyl ring; further R.sup.2 and R.sup.3 may form, together with the adjacent nitrogen and without an additional hetero-atom, a 5-or 6 membered saturated heterocyclic ring which may have a lower alkyl group or a phenyl-lower alkyl group as the substituent; the carbon-carbon bond between 3- and 4-positions in the carbostyril skeleton being a single or double bond. The derivatives are useful as the active ingredient in cardiotonic compositions.

  新型的羧基苯丙酰衍生物及其药学上可接受的盐，其化学式为(I) ##STR1## 其中R.sup.1是氢原子、低级烷基、低级烯基、低级炔基或苯基-低级烷基；R.sup.2和R.sup.3可以相同也可以不同，每个都是低级烷基，可能具有一个羟基或一个卤素原子作为取代基，或者是苯基-低级烷基，可能在苯环上有1-3个取代基，所选取代基来自低级烷氧基和卤素原子的群，或者所述苯基-低级烷基可能具有低级烷基二氧基基团作为苯环上的取代基；此外，R.sup.2和R.sup.3可以与相邻的氮原子一起形成一个5-或6-成员饱和杂环，该杂环可能具有低级烷基或苯基-低级烷基作为取代基；羧基苯丙酰骨架中3-和4-位置之间的碳-碳键可以是单键或双键。这些衍生物在心脏强效药物组合物中作为活性成分是有用的。
• Carbostyril derivatives and their salts
  申请人：Otsuka Pharmaceutical Co. Ltd.

  公开号：US04487772A1

  公开（公告）日：1984-12-11

  Carbostyril derivatives of the general formula ##STR1## wherein R.sup.1 is a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a phenyl-lower alkyl group and R.sup.2 and R.sup.3 may be the same or different and each is a substituted or unsubstituted lower alkyl group, or R.sup.2 and R.sup.3 may form, together with the adjacent nitrogen atom, a 5- or 6-membered saturated heterocyclic ring which may be substituted or unsubstituted. The derivatives are useful as the active ingredient in cardiotonic compositions.

  通式为##STR1##的Carbostyril衍生物，其中R.sup.1是氢原子、低烷基、低烯基、低炔基或苯基-低烷基，R.sup.2和R.sup.3可能相同或不同，且每个都是取代或未取代的低烷基，或R.sup.2和R.sup.3可能与相邻的氮原子一起形成5或6成员饱和杂环环，该环可能是取代或未取代的。该衍生物可用作强心剂组合物中的活性成分。
• Carbostyril derivatives and salts thereof, processes for preparing the same and cardiotonic composition containing the same
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0202760A2

  公开（公告）日：1986-11-26

  Carbostyril derivatives and salts thereof having excellent positive inotropic activity, increasing activity of coronary blood flow, as well as hypotensive activity in one hand, and also they do not have substantially increasing activity of heart beat as their characteristic property, as well as they have less side-effects in the central nervous system, such as they have less vomiting effect, decreasing effect in motor function and tremor effect.

  羧甲吡啶衍生物及其盐类具有极佳的正性肌力活性、增加冠状动脉血流量的活性以及单手降压活性，而且它们不以大幅增加心跳活性为其特征特性，同时它们在中枢神经系统中的副作用较小，例如它们的呕吐效应、运动功能下降效应和震颤效应较小。
• Carbostyril derivatives and salts thereof, process for preparing them, and cardiotonic composition containing same
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0255134A2

  公开（公告）日：1988-02-03

  Novel carbostyril derivatives and salts thereof having useful pharmacological activities such as myocardial contraction increasing activity (positive inotropic activity), coronary blood flow increasing activity, hypotensive activity, activity for inhibiting vasoconstriction induced by norepinephrine, and anti-inflammatory effect in one hand, while they do not possess activity for increasing heart beat at all substantially as well as show quite low toxicity and low side-effects in central nervous system activities, process for preparing them and a cardiotonic composition containing them as active ingredient are disclosed

  新型卡波胆碱衍生物及其盐类，一方面具有有益的药理活性，如增加心肌收缩的活性（正性肌力活性）、增加冠状动脉血流量的活性、降血压活性、抑制去甲肾上腺素引起的血管收缩的活性，另一方面还具有抗炎作用、一方面具有抗炎作用，另一方面完全不具有增加心脏跳动的活性，而且在中枢神经系统活性方面显示出相当低的毒性和低的副作用。