2-(4-chlorobutyl)-phthalazin-1(2H)-one | 155289-18-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-(4-chlorobutyl)-phthalazin-1(2H)-one
• 英文别名: 2-(4-chlorobutyl)-1(2H)-phthalazinone；2-(4-Chlorobutyl)phthalazin-1-one
• CAS: 155289-18-2
• 化学式: C₁₂H₁₃ClN₂O
• 分子量: 236.701
• InChiKey: SSYMIIQINAYFQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-chloro-5-<4-(2-methoxyphenoxyethyl)-1-piperazinyl>-3(2H)-pyridazinone 、 2-(4-chlorobutyl)-phthalazin-1(2H)-one 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以60%的产率得到2-[4-[5-Chloro-4-[4-[2-(2-methoxyphenoxy)ethyl]piperazin-1-yl]-6-oxopyridazin-1-yl]butyl]phthalazin-1-one
  参考文献：
  名称：

  Synthesis and α1-antagonist activity of derivatives of 4-chloro-5-{4-[2-(2-methoxyphenoxy)-ethyl]-1-piperazinyl}-3(2H)-pyridazinone

  摘要：

  The synthesis and evaluation of the biological activity of new 4-chloro-5-{4-[2-(2-methoxyphenoxy)-ethyl]-1-piperazinyl}-3(2H)-pyridazinone derivatives are reported. The blocking activity of these compounds was determined on the pre- and postsynaptic alpha-adrenoceptors of isolated rat vas deferens. (C) 2000 Editions scientifiques et medicles Elsevier SAS.

  DOI：

  10.1016/s0223-5234(00)00161-6
• 作为产物：
  描述：

  1-溴-4-氯丁烷 、 1-(2H)-酞嗪酮 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以65%的产率得到2-(4-chlorobutyl)-phthalazin-1(2H)-one
  参考文献：
  名称：

  Synthesis and α1-antagonist activity of derivatives of 4-chloro-5-{4-[2-(2-methoxyphenoxy)-ethyl]-1-piperazinyl}-3(2H)-pyridazinone

  摘要：

  The synthesis and evaluation of the biological activity of new 4-chloro-5-{4-[2-(2-methoxyphenoxy)-ethyl]-1-piperazinyl}-3(2H)-pyridazinone derivatives are reported. The blocking activity of these compounds was determined on the pre- and postsynaptic alpha-adrenoceptors of isolated rat vas deferens. (C) 2000 Editions scientifiques et medicles Elsevier SAS.

  DOI：

  10.1016/s0223-5234(00)00161-6

文献信息

• Cyclic Benzamides as Mixed Dopamine D2/Serotonin 5-HT2 Receptor Antagonists: Potential Atypical Antipsychotic Agents
  作者：Mark H. Norman、Greg C. Rigdon、Frank Navas、Barrett R. Cooper

  DOI：10.1021/jm00042a008

  日期：1994.8

  A series of novel 4-(4-(1,2-benzisothiazol-3-yl)-1-piperazinyl)butyl) cyclic amides was prepared and evaluated as potential antipsychotic agents. The target compounds were examined in vitro for their binding affinities to the dopamine D2, serotonin 5-HT2, and serotonin 5-HT1a receptors and in vivo for their ability to antagonize the apomorphine-induced climbing response in mice. Derivatives that exhibited

  制备了一系列新颖的4-（4-（1,2-苯并噻唑-3-基）-1-哌嗪基）丁基）环酰胺，并将其评估为潜在的抗精神病药。在体外检查靶标化合物与多巴胺D2、5-羟色胺5-HT2和5-羟色胺5-HT1a受体的结合亲和力，并在体内拮抗阿朴吗啡诱导的小鼠爬升反应的能力。选择在体外表现出良好的D2 / 5-HT2选择性和在体内具有良好效能的衍生物，以在旨在评估其潜在锥体外系副作用的测试中进行进一步评估。本文讨论的结构修饰着眼于双环酰胺亚基，导致制备各种杂环系统（即邻苯二甲酰亚胺，异吲哚啉酮，异喹啉酮，苯并ze庚酮，吲唑酮，酞嗪酮，4-甲基酞嗪酮，1,1-二甲基苯并异噻唑酮，苯并三嗪酮，高邻苯二甲酰亚胺，苯并异噻唑酮，邻苯二嗪二酮，喹唑啉和饱和邻苯二氮酮。发现该系列中的效力和选择性取决于环的大小，共价连接单元的性质，官能团的相对位置，不饱和度和相对立体化学。通常，在这项研究中检查的环状苯甲酰胺表现出受体结合
• PIPERAZINE AND PIPERIDINE DERIVATIVES, AND THEIR USE AS ANTIPSYCHOTICS
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：EP0625978A1

  公开（公告）日：1994-11-30
• [EN] PIPERAZINE AND PIPERIDINE DERIVATIVES, AND THEIR USE AS ANTIPSYCHOTICS
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：WO1993016073A1

  公开（公告）日：1993-08-19

  (EN) The present invention relates to a group of piperazine and piperidine derivatives, to processes for their preparation, to pharmaceutical compositions containing them and to their use in therapy, in particular in the treatment of psychotic disorders.(FR) La présente invention concerne un groupe de dérivés de pipérazine et de pipéridine, leurs procédés de préparation, des compositions pharmaceutiques les contenant et leur utilisation thérapeutique, notamment dans le traitement des maladies psychotiques.
• Synthesis and α1-antagonist activity of derivatives of 4-chloro-5-{4-[2-(2-methoxyphenoxy)-ethyl]-1-piperazinyl}-3(2H)-pyridazinone
  作者：Giovannella Strappaghetti、Roberta Barbaro、Gabrielle Marucci

  DOI：10.1016/s0223-5234(00)00161-6

  日期：2000.8

  The synthesis and evaluation of the biological activity of new 4-chloro-5-4-[2-(2-methoxyphenoxy)-ethyl]-1-piperazinyl}-3(2H)-pyridazinone derivatives are reported. The blocking activity of these compounds was determined on the pre- and postsynaptic alpha-adrenoceptors of isolated rat vas deferens. (C) 2000 Editions scientifiques et medicles Elsevier SAS.