3,4-diphenylpyridazine | 37385-32-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3,4-diphenylpyridazine
• 英文别名: 3,4-diphenyl-pyridazine；3,4-Diphenyl-pyridazin；3,4-Diphenylpyridazin；Diphenylpyridazine
• CAS: 37385-32-3
• 化学式: C₁₆H₁₂N₂
• 分子量: 232.285
• InChiKey: LZJLXDNGANKYIE-UHFFFAOYSA-N

物化性质

• 熔点：
  106-107 °C
• 沸点：
  407.5±24.0 °C(Predicted)
• 密度：
  1.125±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-溴-6-苯基-3(2H)-吡嗪酮 在 palladium on activated charcoal 、 四(三苯基膦)钯 甲酸铵 、 sodium carbonate 、 三氯氧磷 作用下， 以 甲醇 、 乙二醇二甲醚 为溶剂， 生成 3,4-diphenylpyridazine
  参考文献：
  名称：

  哒嗪类。第 26 部分：4-溴-6-氯-3-苯基哒嗪的高效和区域选择性 Pd 催化芳基化

  摘要：

  4-bromo-6-chloro-3-phenylpyridazine 4-bromo-6-chloro-3-phenylpyridazine 的区域选择性芳基化已经使用 Suzuki 交叉偶联反应进行。该路线允许获得一系列广泛的药理学有用的哒嗪衍生物，并证实了氯哒嗪在涉及 5-溴-3(2H)-哒嗪酮的交叉偶联反应中作为羰基部分的掩蔽基团的有用性。

  DOI：

  10.1055/s-2002-19761

文献信息

• Boron Trifluoride-Mediated Cycloaddition of 3-Bromotetrazine and Silyl Enol Ethers: Synthesis of 3-Bromo-pyridazines
  作者：Simon D. Schnell、Jorge A. González、Jan Sklyaruk、Anthony Linden、Karl Gademann

  DOI：10.1021/acs.joc.1c01384

  日期：2021.9.3

  regiocontrol remains difficult. We achieved the Lewis acid-mediated inverse electron demand Diels–Alder reaction between 3-monosubstituted s-tetrazine and silyl enol ethers and obtained functionalized pyridazines. In the case of 1-monosubstituted silyl enol ethers, exclusive regioselectivity was observed. Downstream functionalization of the resulting 3-bromo-pyridazines was demonstrated utilizing several cross-coupling

  哒嗪是药物化学或作物保护剂的重要支架，但选择性制备具有高区域控制的 3-溴哒嗪仍然很困难。我们实现了 3-单取代s-四嗪和甲硅烷基烯醇醚之间的路易斯酸介导的逆电子需求 Diels-Alder 反应，并获得了功能化的哒嗪。在 1-单取代的甲硅烷基烯醇醚的情况下，观察到排他性区域选择性。所得 3-溴-哒嗪的下游功能化利用几种交叉偶联方案来合成 3,4-二取代哒嗪，并能很好地控制取代模式。
• [EN] PHENYLPYRIDAZINE DERIVATIVES AS LIGANDS FOR GABA RECEPTORS<br/>[FR] DERIVES DE PHENYLPYRIDAZINE UTILISES EN TANT QUE LIGANDS POUR DES RECEPTEURS GABA
  申请人：MERCK SHARP & DOHME

  公开号：WO2004014865A1

  公开（公告）日：2004-02-19

  A class of 4-phenylpyridazine derivatives of Formula (I), being selective ligands for GABAA receptors, in particular having high affinity for the α2 and/or α3 and or α5 subunit thereof, are accordingly of benefit in the treatment and/or prevention of adverse conditions of the central nervous system, including anxiety, convulsions and cognitive disorders.

  Formula (I)的4-苯基吡啶并衍生物是GABAA受体的选择性配体，特别是对其α2和/或α3和/或α5亚基具有高亲和力，因此在治疗和/或预防中枢神经系统的不良状况，包括焦虑、抽搐和认知障碍方面具有益处。
• GUANIDINE DERIVATIVE AND MEDICAL USE THEREOF
  申请人：Toray Industries, Inc.

  公开号：US20190233376A1

  公开（公告）日：2019-08-01

  A compound has a guanidine skeleton that inhibits the protease activity of MALT1 and exerts a therapeutic or prophylactic effect on autoimmune disease such as psoriasis or allergic disease such as atopic dermatitis. The guanidine derivative is typified by the following formula or a pharmacologically acceptable salt thereof.

  一种化合物具有一种胍啶骨架，能抑制MALT1的蛋白酶活性，并对自身免疫性疾病如银屑病或过敏性疾病如特应性皮炎产生治疗或预防作用。该胍啶衍生物以以下公式或其药理学上可接受的盐为代表。
• RECYCLABLE CHIRAL CATALYST FOR ASYMMETRIC NITROALDOL REACTION AND PROCESS FOR THE PREPARATION THEREOF
  申请人：COUNCIL OF SCIENTIFIC 7 INDUSTRIAL RESEARCH

  公开号：US20150368181A1

  公开（公告）日：2015-12-24

  The present invention relates to preparation of highly efficient chiral recyclable homogeneous catalysts generated in situ by the reaction of chiral oligomeric [H 4 ] ligands and a metal salt taken in 1:1 molar ratio for asymmetric nitroaldol reaction, wherein nitroaldol reactions of various aldehydes such as aromatic, aliphatic α,β-unsaturated aldehydes, alicyclic aldehydes and nitroalkenes were carried out to produce optically active β-nitroalcohols in high yield and with moderate to excellent enantioselectivity (ee up to >95%) in presence of a base and an optically active chiral recyclable homogeneous catalyst represented by the following formula (I).

  本发明涉及通过手性寡聚[H4]配体与金属盐在1:1摩尔比下反应生成原位高效手性可回收均相催化剂的制备，用于不对称硝基醛醇反应，其中对各种醛（如芳香族、脂肪族α,β-不饱和醛、脂环醛和硝基烯烃）进行硝基醛醇反应，以高产率和中等到优异对映选择性（ee高达>95%）在碱和以下式（I）所示的手性可回收均相催化剂存在下产生光学活性β-硝基醇。
• Gas-phase thermolysis of condensed-1,2,4-triazines: interesting routes toward heterocyclic ring systems
  作者：Hanan Al-Awadi、Maher R. Ibrahim、Nouria A. Al-Awadi、Yehia A. Ibrahim

  DOI：10.1016/j.tet.2007.10.040

  日期：2007.12

  Gas-phase thermolysis of thieno[2,3-e][1,2,4]triazines gave benzonitrile, isothiazole, pyridazine, and thieno[2,3-d]thiazole derivatives. Similar transformation of benzo[1,2,4]triazine and phenanthro[9,10-e][1,2,4]triazine derivatives into their corresponding condensed thiazoles has been achieved by heating at 350 °C with sulfur. A mechanism for these pyrolytic transformations was proposed.

  噻吩并[2,3- e ] [1,2,4]三嗪在气相中热解得到苄腈，异噻唑，哒嗪和噻吩并[2,3- d ]噻唑衍生物。苯并[1,2,4]三嗪和菲[9,10- e ] [1,2,4]三嗪衍生物通过与硫一起在350°C加热而相似地转化为相应的缩合噻唑。提出了这些热解转化的机理。