6-氧代-3-苯基-1H-哒嗪-5-甲酰胺 | 87769-56-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 6-氧代-3-苯基-1H-哒嗪-5-甲酰胺
• 英文名称: 2,3-dihydro-3-oxo-6-phenyl-4-pyridazinecarboxamide
• 英文别名: 4-(Aminocarbonyl)-6-phenyl-3(2H)-pyridazinone；6-Phenyl-3-oxo-2H-pyridazine-4-carboxamide；3-Oxo-6-phenyl-2,3-dihydropyridazine-4-carboxamide；6-oxo-3-phenyl-1H-pyridazine-5-carboxamide
• CAS: 87769-56-0
• 化学式: C₁₁H₉N₃O₂
• 分子量: 215.211
• InChiKey: MNHJGWMXKBMNTD-UHFFFAOYSA-N

物化性质

• 熔点：
  300 °C
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-氧代-3-苯基-1H-哒嗪-5-甲酰胺 在 三氯氧磷 作用下， 反应 3.0h， 以100%的产率得到3-chloro-6-phenylpyridazine-4-carbonitrile
  参考文献：
  名称：

  5-Aryl-pyrazolo[3,4-b]pyridines: potent inhibitors of glycogen synthase kinase-3 (GSK-3)

  摘要：

  A novel series of pyrazolo[3,4-b]pyridines has been identified that are potent inhibitors of glycogen synthase kinase-3 (GSK-3). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00134-3
• 作为产物：
  描述：

  diethyl phenacylmalonate 在 ammonium hydroxide 、 溴 、 一水合肼 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 生成 6-氧代-3-苯基-1H-哒嗪-5-甲酰胺
  参考文献：
  名称：

  3-Aminopyridazine derivatives with atypical antidepressant, serotonergic and dopaminergic activities

  摘要：

  Minaprine [3-[(beta-morpholinoethyl)amino]-4-methyl-6-phenylpyridazine dihydrochloride] is active in most animal models of depression and exhibits in vivo a dual dopaminomimetic and serotoninomimetic activity profile. In an attempt to dissociate these two effects and to characterize the responsible structural requirements, a series of 47 diversely substituted analogues of minaprine were synthesized and tested for their potential antidepressant, serotonergic, and dopaminergic activities. The structure-activity relationships show that dopaminergic and serotonergic activities can be dissociated. Serotonergic activity appears to be correlated mainly with the substituent in the 4-position of the pyridazine ring whereas the dopaminergic activity appears to be dependent on the presence, or in the formation, of a para-hydroxylated aryl ring in the 6-position of the pyridazine ring.

  DOI：

  10.1021/jm00123a004

文献信息

• Synthesis of 4-amino-6-phenyl-3(2<i>H</i>)-pyridazinones: A general procedure
  作者：Ila Sircar

  DOI：10.1002/jhet.5570200607

  日期：1983.11

  A method for the synthesis of 3,4-dichloro-6-phenylpyridazine 5 was described. The compound 5 was used as an intermediate for the synthesis of a series of 4-amino-6-phenyl-3(2H)-pyridazinones.

  描述了合成3，4-二氯-6-苯基哒嗪5的方法。化合物5用作合成一系列4-氨基-6-苯基-3（2H）-哒嗪酮的中间体。
• Substituted 6-phenyl-3(2H)-pyridazinones useful as cardiotonic agents
  申请人：Warner-Lambert Company

  公开号：US04404203A1

  公开（公告）日：1983-09-13

  Substituted 6-phenyl-3(2H)-pyridazinone compounds are useful as cardiotonic agents. Said compounds cause a significant increase in myocardial contractility in the anesthetized dog. Said compounds are produced by reacting substituted benzoylpropionic acids with suitably substituted hydrazines to provide 6-phenyl-4,5-dihydro-3(2H)-pyridazinones which are dehydrogenated to the desired product. The intermediate 6-phenyl-4,5-dihydro-3(2H)-pyridazinones are themselves useful as cardiotonic agents.

  取代的6-苯基-3(2H)-吡啶酮化合物可用作心脏强效剂。该化合物在麻醉犬的心肌收缩力中引起显著增加。该化合物是通过将取代的苯甲酰丙酸与适当取代的肼反应得到6-苯基-4,5-二氢-3(2H)-吡啶酮，然后脱氢得到所需产物。中间体6-苯基-4,5-二氢-3(2H)-吡啶酮本身也可用作心脏强效剂。
• Pyridazine derivatives having a psychotropic action and compositions
  申请人：Sanofi

  公开号：US04565814A1

  公开（公告）日：1986-01-21

  This invention relates to pyridazine derivatives substituted in the 4-position by a cyano group having psychotropic activity. It also relates to a process for the preparation of these products and their application as medicaments. ##STR1##

  本发明涉及一种在4位被氰基取代的吡啶嗪衍生物，具有精神药物活性。它还涉及制备这些产品的过程以及它们作为药物的应用。##STR1##
• Pyridazine derivatives having a psychotropic action, and medicaments in
  申请人：Sanofi

  公开号：US04631280A1

  公开（公告）日：1986-12-23

  The invention relates to pyridazine derivatives substituted in the 4-position by a cyano group. It also relates to a process for the preparation of these products and their application as medicaments. ##STR1##

  本发明涉及在4位被氰基取代的吡嗪衍生物。它还涉及制备这些产品的过程以及它们作为药物的应用。##STR1##
• ORGANIC COMPOUNDS
  申请人：Bäschlin Daniel Kaspar

  公开号：US20130012485A1

  公开（公告）日：2013-01-10

  Compounds of the formula (I) are provided: wherein V, W, X, Y, Z, R 3 , R 4 , R 5 , R 6 , R 7 and m are as defined in the specification; and pharmaceutically acceptable salts and prodrugs thereof. The compounds may be useful in the treatment or prevention of various diseases and conditions in which dipeptidylpeptidase-IV (DPP-IV) is implicated.

  提供了化学式（I）的化合物： 其中V、W、X、Y、Z、R3、R4、R5、R6、R7和m的定义如规范中所述；以及其药学上可接受的盐和前药。这些化合物可能在治疗或预防各种与二肽基肽酶-IV（DPP-IV）有关的疾病和病况中有用。