2-methyl-4-chloro-5-(1-piperazinyl)-3(2H)-pyridazinone | 150800-64-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-methyl-4-chloro-5-(1-piperazinyl)-3(2H)-pyridazinone
• 英文别名: 4-chloro-2-methyl-5-(1-piperazinyl)-3(2H)-pyridazinone；4-chloro-2-methyl-5-piperazin-1-ylpyridazin-3-one
• CAS: 150800-64-9
• 化学式: C₉H₁₃ClN₄O
• mdl: MFCD06016858
• 分子量: 228.681
• InChiKey: CKVIKRRXSRYSMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.555
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methyl-4-chloro-5-(1-piperazinyl)-3(2H)-pyridazinone 在 palladium on activated charcoal 氢氧化钾 、 氢气 作用下， 以 甲醇 为溶剂， 以50%的产率得到2-methyl-5-(1-piperazinyl)-3(2H)-pyridazinone
  参考文献：
  名称：

  7位取代的茶碱衍生物的支气管扩张活性

  摘要：

  合成了7-位连接多个基团的茶碱衍生物，并在豚鼠身上研究了它们的药理活性。当 3 (2H)-哒嗪酮系统通过哌嗪环与 7-(2-乙基)-茶碱相连时，与茶碱相比，气管肌肉的松弛作用增加，但当 7-(2-乙基)-茶碱与 7-(2-乙基)-茶碱相连时，气管肌肉的松弛作用减弱。 ) -茶碱通过氨基与 3 (2H) -哒嗪酮环相连。

  DOI：

  10.1002/ardp.19943271006
• 作为产物：
  描述：

  哌嗪 、 4,5-二氯-2-甲基哒嗪-3-酮 在 水 、 二氯甲烷 、 乙醚 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以Thus 3.44 g (60%) of the desired compound are obtained的产率得到2-methyl-4-chloro-5-(1-piperazinyl)-3(2H)-pyridazinone
  参考文献：
  名称：

  3(2H)-pyridazinone derivatives and process for the preparation thereof

  摘要：

  外消旋或光学活性的新3(2H)-吡啶嗪衍生物，其制备方法，包含它们的制药组合物，以及将所述3(2H)-吡啶嗪衍生物用于治疗疾病和用于制备适用于治疗疾病的制药组合物的用途。根据本发明，新的3(2H)-吡啶嗪衍生物对应于通式(I)，##STR1##

  公开号：

  US05395934A1

文献信息

• Structure-Activity Relationships in a Series of 8-Substituted Xanthines as Bronchodilator and A1-Adenosine Receptor Antagonists
  作者：Stefano Corsano、Giovannella Strappaghetti、Rossana Scapicchi、Antonio Lucacchini、Generoso Senatore

  DOI：10.1002/ardp.19953280905

  日期：——

  Four new derivatives of 8‐piperazine ethyl xanthine were synthesized and their bronchospasmolytic activity and A1‐adenosine affinity were studied. Their relaxant action in the tracheal muscle was lower than that of theophylline and that of theophylline derivatives substituted at the 7‐position. Only compound 9, where the methyl group in the 1‐position of the theophylline was substituted by an isobutyl

  合成了 8-哌嗪乙基黄嘌呤的四种新衍生物，并研究了它们的支气管痉挛活性和 A1-腺苷亲和力。它们在气管肌肉中的松弛作用低于茶碱和 7 位取代的茶碱衍生物。只有化合物 9，其中茶碱 1 位的甲基被异丁基取代，对 A1-腺苷受体显示出良好的亲和力。
• Synthesis and biological activity of new 1,4-benzodioxan-arylpiperazine derivatives. Further validation of a pharmacophore model for α1-adrenoceptor antagonists
  作者：Roberta Barbaro、Laura Betti、Maurizio Botta、Federico Corelli、Gino Giannaccini、Laura Maccari、Fabrizio Manetti、Giovannella Strappaghetti、Stefano Corsano

  DOI：10.1016/s0968-0896(01)00286-3

  日期：2002.2

  compounds 2-17 based on their fitting to a pharmacophore model for alpha(1)-adrenoceptor antagonists recently proposed by our research group. In a parallel way, the same compounds have been used to further test the predictive power and statistical significance of the model itself. The accuracy of the results obtained also in this case revealed the robustness of the calculated pharmacophore model and

  一系列WB4101（1）相关的苯并二恶烷（2-17）已通过用带有环取代基的N-烷基哌嗪（取代或未取代的苯基，吡啶或哒嗪酮环，呋喃基部分）在第二个氮原子处。这些化合物的结合谱已通过放射性配体受体结合试验分别在prazosin和rauwolscine的alpha（1）-和alpha（2）-肾上腺素受体处进行了评估。此外，基于我们的研究小组最近提出的化合物2-17与a（1）-肾上腺素受体拮抗剂药效团模型的拟合，已经得出了化合物2-17的结构活性关系。以并行的方式，相同的化合物已被用于进一步测试模型本身的预测能力和统计学意义。
• 3(2H)-pyridazinone derivatives and process for the preparation thereof
  申请人：EGIS Gyogyszergyar

  公开号：US05395934A1

  公开（公告）日：1995-03-07

  Racemic or optically active new 3(2H)-pyridazinone derivatives, a process for the preparation thereof, pharmaceutical compositions comprising the same, to the use of the said 3(2H)-pyridazinone derivatives for the treatment of diseases and for the preparation of pharmaceutical compositions suitable for the treatment of diseases. The new 3(2H)-pyridazinone derivatives according to the invention correspond to the general formula (I), ##STR1##

  光学活性的新3(2H)-吡啶并咪唑酮衍生物，其制备方法，包含它们的药物组合物，以及将所述3(2H)-吡啶并咪唑酮衍生物用于治疗疾病和用于制备适用于治疗疾病的药物组合物。根据本发明，新的3(2H)-吡啶并咪唑酮衍生物对应于一般式(I)。
• Design, synthesis, and α1-adrenoceptor binding properties of new arylpiperazine derivatives bearing a flavone nucleus as the terminal heterocyclic molecular portion
  作者：Laura Betti、Monia Floridi、Gino Giannaccini、Fabrizio Manetti、Chiara Paparelli、Giovannella Strappaghetti、Maurizio Botta

  DOI：10.1016/j.bmc.2003.12.033

  日期：2004.3

  Following our research project aimed at obtaining new compounds with high affinity and selectivity toward alpha(1)-adrenoceptors (AR), a new class of piperazine derivatives was designed, synthesized and biologically tested. The new compounds 1-13 are characterized by a flavone system linked, through an ethoxy or propoxy spacer, to a phenyl- or pyridazinone-piperazine moiety. Biological data showed an interesting profile for the phenylpiperazine subclass found to have a nanomolar affinity toward alpha(1)-AR, and less pronounced affinity for alpha(2)-AR and the 5-HT1A serotoninergic receptor. A discussion on the structure-activity relationship (SAR) of such compounds is also reported, on the basis of the flavone substitution pattern, length and functionalization of the spacer, and disruption of the phenylpiperazine system. (C) 2004 Elsevier Ltd. All rights reserved.
• US5395934A
  申请人：——

  公开号：US5395934A

  公开（公告）日：1995-03-07