6-(哌嗪-1-基)吡嗪-3(2H)-酮 | 145276-53-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 6-(哌嗪-1-基)吡嗪-3(2H)-酮
• 英文名称: 6-(piperazin-1-yl)pyridazin-3(2H)-one
• 英文别名: 6-piperazin-4-ium-1-ylpyridazin-3-olate
• CAS: 145276-53-5
• 化学式: C₈H₁₂N₄O
• mdl: MFCD06260679
• 分子量: 180.209
• InChiKey: YRRIGGVZFKFXEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  56.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(哌嗪-1-基)吡嗪-3(2H)-酮 在 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 tert-butyl 4-(1-(2,6-dioxopiperidin-3-yl)-6-oxo-1,6-dihydropyridazin-3-yl)piperazine-1-carboxylate
  参考文献：
  名称：

  [EN] AMINE-LINKED C3-GLUTARIMIDE DEGRONIMERS FOR TARGET PROTEIN DEGRADATION
  [FR] DÉGRONIMÈRES DE C3-GLUTARIMIDE LIÉS À UNE AMINE POUR LA DÉGRADATION DE PROTÉINES CIBLES

  摘要：

  这项发明提供了胺连接的C3-戊二酰亚胺Degronimers和Degrons，用于治疗应用，如本文进一步描述的，以及它们的使用方法、组合物以及它们的制备方法。

  公开号：

  WO2017197051A1
• 作为产物：
  描述：

  1-BOC-4-(6-氯-哒嗪-3-基)哌嗪 在 溶剂黄146 作用下， 反应 16.0h， 以65.9%的产率得到6-(哌嗪-1-基)吡嗪-3(2H)-酮
  参考文献：
  名称：

  [EN] AMINE-LINKED C3-GLUTARIMIDE DEGRONIMERS FOR TARGET PROTEIN DEGRADATION
  [FR] DÉGRONIMÈRES DE C3-GLUTARIMIDE LIÉS À UNE AMINE POUR LA DÉGRADATION DE PROTÉINES CIBLES

  摘要：

  这项发明提供了胺连接的C3-戊二酰亚胺Degronimers和Degrons，用于治疗应用，如本文进一步描述的，以及它们的使用方法、组合物以及它们的制备方法。

  公开号：

  WO2017197051A1

文献信息

• Bronchodilator Activity of Theophylline Derivatives Substituted at the 7-Position
  作者：Stefano Corsano、Rossana Scapicchi、Giovannella Strappaghetti

  DOI：10.1002/ardp.19943271006

  日期：——

  Theophylline derivatives with several groups linked at the 7‐position were synthesized and their pharmacological activities were studied on guinea pig. Relaxant action in the tracheal muscle was increased in comparison with that of theophylline when the 3(2H)‐pyridazinone system was linked to 7‐(2‐ethyl)‐theophylline through the piperazine ring, but decreased when the 7‐(2‐ethyl)‐theophylline was linked

  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。
• [DE] PYRIDAZINONDERIVATE<br/>[EN] PYRIDAZINONE DERIVATES<br/>[FR] DÉRIVÉS DE PYRIDAZINONE
  申请人：MERCK PATENT GMBH

  公开号：WO2009006959A1

  公开（公告）日：2009-01-15

  Verbindungen der Formel (I) worin R1, R2, R3, R4, R4' die in Anspruch (1) angegebenen Bedeutungen haben, sind Inhibitoren der Tyrosinkinasen, insbesondere der Met-Kinase und können u.a. zur Behandlung von Tumoren eingesetzt werden.

  公式（I）中的R1，R2，R3，R4，R4'的含义如权利要求书（1）中所述，是酪氨酸激酶抑制剂，特别是Met激酶抑制剂，可用于治疗肿瘤等疾病。
• PYRIDAZINONE DERIVATIVES
  申请人：Dorsch Dieter

  公开号：US20100234354A1

  公开（公告）日：2010-09-16

  Compounds of the formula (I), in which R 1 , R 2 , R, R 4 , R 4′ have the meanings indicated in Claim 1, are inhibitors of tyrosine kinases, in particular Met kinase, and can be employed, inter alia, for the treatment of tumours.

  公式（I）的化合物，其中R1，R2，R3，R4，R4'具有权利要求书1中所示的含义，是酪氨酸激酶的抑制剂，特别是Met激酶，并可用于肿瘤的治疗等方面。
• Antihypertensives
  申请人：Pfizer Limited

  公开号：EP0055583A1

  公开（公告）日：1982-07-07

  Antihypertensives of the formula:- or a pharmaceutically-acceptable acid-addition salt thereof, wherein "Het" is a pyrimidinyl, pyrazinyl, pyridazinyl or triazinyl group linked to the piperazine ring by one of its carbon atoms, said group being optionally substituted by one or two substituents selected from C1-C4 alkyl, C1-C4 alkoxy, hydroxy, aryl, aryloxy, C1-C4 alkyl substituted by aryl, C1-C4 alkoxy substituted by aryl, C1-C4 alkylthio, halo and -NR'R where R1 is hydrogen or C1-C4 alkyl and R2 is hydrogen, C1-C4 alkyl, C3-C7 cycloalkyl, aryl or C1-C4 alkyl substituted by aryl, or R1 and R2 taken together with the nitrogen atom to which they are attached represent a 1-pyrrolidinyl group or a 6-membered saturated heterocyclic group optionally containing a further heteroatom selected from 0, S and N, or said group "Het" is optionally substituted by a single 6,7-dimethoxy-1,2,3,4-tetrahydro- isoquinol-2-yl group.

  式中的抗高血压药 或其药学上可接受的酸加成盐，其中 "Het "为嘧啶基、吡嗪基、哒嗪基或三嗪基，通过其一个碳原子与哌嗪环相连，所述基团可任选被一个或两个取代基取代，这些取代基选自C1-C4烷基、C1-C4烷氧基、羟基、芳基、芳氧基、被芳基取代的C1-C4烷基、被芳基取代的C1-C4烷氧基、C1-C4烷硫基、卤素和-NR'R，其中R1为氢或C1-C4烷基，R2为氢、C1-C4烷基、C3-C7环烷基、芳基或被芳基取代的C1-C4烷基，或 R1和R2连同它们所连接的氮原子代表1-吡咯烷基团或任选含有选自0、S和N的另一个杂原子的6元饱和杂环基团，或所述基团 "Het "任选被一个6,7-二甲氧基-1,2,3,4-四氢-异喹啉-2-基团取代。
• Discovery of 2-(4-Pyridin-2-ylpiperazin-1-ylmethyl)-1<i>H</i>-benzimidazole (ABT-724), a Dopaminergic Agent with a Novel Mode of Action for the Potential Treatment of Erectile Dysfunction
  作者：Marlon Cowart、Steven P. Latshaw、Pramila Bhatia、Jerome F. Daanen、Jeffrey Rohde、Sherry L. Nelson、Meena Patel、Teodozyi Kolasa、Masaki Nakane、Marie E. Uchic、Loan N. Miller、Marc A. Terranova、Renjie Chang、Diana L. Donnelly-Roberts、Marian T. Namovic、Peter R. Hollingsworth、Brenda R. Martino、James J. Lynch、James P. Sullivan、Gin C. Hsieh、Robert B. Moreland、Jorge D. Brioni、Andrew O. Stewart

  DOI：10.1021/jm030505a

  日期：2004.7.1

  A new class of agents with potential utility for the treatment of erectile dysfunction has been discovered, guided by the hypothesis that selective D-4 agonists are erectogenic but devoid of the side effects typically associated with dopaminergic agents. The lead agent 2-(4-pyridin-2-ylpiperazin-1-ylmethyl)-1H-benzimidazole (1, ABT-724) was discovered by optimization of a series of benzimidazole arylpiperazines. This highly selective D-4 agonist was found to be very potent and efficacious in vivo, eliciting penile erections in rats at a dose of 0.03 mumol/kg, with a positive response rate of 77% erectile incidence. Even at high doses, it was devoid of side effects in animal models of central nervous system behaviors, emesis, or nausea. The structure-activity relationship of the parent benzimidazole series leading to 1 is described, with the detailed in vitro and in vivo profiles described. Distinctive structural features were discovered that are associated with D-4 selective agonism in this series of analogues.