4,5-dichloro-2-(3-chlorophenyl)-2H-pyridazin-3-one | 41931-11-7

• 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: 4,5-dichloro-2-(3-chlorophenyl)-2H-pyridazin-3-one
• 英文别名: 4,5-Dichlor-1-(3-chlor-phenyl)-pyridazon；SKI-104188；4,5-dichloro-2-(3-chlorophenyl)pyridazin-3(2H)-one；4,5-dichloro-2-(3-chlorophenyl)pyridazin-3-one
• CAS: 41931-11-7
• 化学式: C₁₀H₅Cl₃N₂O
• mdl: MFCD00793805
• 分子量: 275.521
• InChiKey: VQHZUCIFWLYMID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  4,5-dichloro-2-(3-chlorophenyl)-2H-pyridazin-3-one 在 sodium hexamethyldisilazane 、 三乙胺 作用下， 以 乙醇 为溶剂， 生成 Tert-butyl 4-[1-(3-chlorophenyl)-5-cyclopentyloxy-6-oxopyridazin-4-yl]piperazine-1-carboxylate
  参考文献：
  名称：

  The optimization of pyridazinone series of glucan synthase inhibitors

  摘要：

  A detailed structure-activity relationship study of a novel series of pyridazine-based small molecule glucan synthase inhibitors is described. The optimization of the PK profile of this series led to the discovery of compound 11g, which demonstrated in vivo potency ip in a lethal fungal infection model. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.091
• 作为产物：
  描述：

  3,4-二氯-5-羟基-5H-呋喃-2-酮 、 间氯苯肼 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 4,5-dichloro-2-(3-chlorophenyl)-2H-pyridazin-3-one
  参考文献：
  名称：

  Design, synthesis and SAR analysis of novel potent and selective small molecule antagonists of NPBWR1 (GPR7)

  摘要：

  Novel smallmolecule antagonists ofNPBWR1 (GPR7) are herein reported. A high-throughput screening (HTS) of the Molecular Libraries-Small Molecule Repository library identified 5-chloro-4-(4-methoxyphenoxy)-2-(p-tolyl)pyridazin-3(2H)-one as a NPBWR1 hit antagonist with micromolar activity. Design, synthesis and structure-activity relationships study of the HTS-derived hit led to the identification of 5-chloro-2-(3,5-dimethylphenyl)-4-(4-methoxyphenoxy) pyridazin-3(2H)-one lead molecule with sub-micromolar antagonist activity at the target receptor and high selectivity against a panel of therapeutically relevant off-target proteins. This lead molecule may provide a pharmacological tool to clarify the molecular basis of the in vivo physiological function and therapeutic utility of NPBWR1 in diverse disease areas including inflammatory pain and eating disorders. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.074

文献信息

• Biological Evaluation and Molecular Docking Studies of Synthesized 5-Substituted-2-chlorophenyl-4-chloro Derivatives Bearing Pyridazinone Moiety
  作者：Minaxi Saini、Dinesh Kumar Mehta、Rina Das

  DOI：10.2174/1570178616666190705152605

  日期：2020.2.19

  Chemical modification of pyridazinone may lead to a potent therapeutic agent. In this study, biological properties of pyridazinone derivatives were evaluated by assessing their antimicrobial and in-vitro antioxidant activities. The reaction of a mucochloric acid and 3-chloro-phenylhydrazine hydrochloride led to the formation of 5-aryl-4-chloro-2-(3-chloro-phenyl)-2H-pyridazin-3-one derivatives 2(a-j)

  哒嗪酮的化学修饰可产生有效的治疗剂。在这项研究中，哒嗪酮衍生物的生物学特性通过评估其抗微生物和体外抗氧化活性进行了评估。粘氯酸和3-氯-苯基肼盐酸盐的反应导致形成5-芳基-4-氯-2-（3-氯-苯基）-2H-哒嗪-3-酮衍生物2（aj）。使用亲核取代反应合成目标化合物。使用GRIP批量对接方法，在V-Life Science MDS 4.6软件的帮助下，对合成的化合物进行了电子分子对接研究，以找出哪种衍生物具有更好的对接。通过FTIR，1HNMR，13C-NMR，MS和元素分析对新合成的化合物进行表征。筛选了新型合成化合物的抗菌和体外抗氧化活性研究。化合物2f和2g对金黄色葡萄球菌和白色念珠菌具有MIC为12.5μg/ mL的良好抗菌性能，IC50为50.84的体外抗氧化活性。分子对接分析以更好的相互作用模式进一步支持了实验结果。
• Substituted 2-phenyl-3(2h)-pyridazinones
  申请人：Schohe-Loop Rudolf

  公开号：US20060004015A1

  公开（公告）日：2006-01-05

  The invention relates to substituted 2-phenyl-3(2h)-pyridazinones, to a method for the production thereof, and to their use as medicaments used in the prophylaxis and/or treatment of diseases in humans and/or animals.

  本发明涉及替代的2-苯基-3（2H）-吡啶嗪酮，其制备方法，以及其作为用于预防和/或治疗人类和/或动物疾病的药物的用途。
• PYRIDAZINONES AND FURAN-CONTAINING COMPOUNDS
  申请人：Djaballah Hakim

  公开号：US20100210649A1

  公开（公告）日：2010-08-19

  The present invention is directed to pyridazinone compounds of formula (I) and furan compounds of formula (II), pharmaceutical compositions of compounds of formula (I) and (II), kits containing these compounds, methods of syntheses, and a method of treatment of a proliferative disease in a subject by administration of a therapeutically effective amount of a compound of formulae (I) or (II). Both classes of compounds were identified through screening of a collection of small molecule libraries.

  本发明涉及式(I)的吡啶二酮化合物和式(II)的呋喃化合物，以及式(I)和(II)化合物的制药组合物、包含这些化合物的试剂盒、合成方法，以及通过给予式(I)或(II)化合物的治疗有效量来治疗受体内增生性疾病的方法。这两类化合物是通过筛选小分子库的集合而确定的。
• Pyridazinone Derivatives Useful as Glucan Synthase Inhibitors
  申请人：Ting Pauline C.

  公开号：US20090170861A1

  公开（公告）日：2009-07-02

  In its many embodiments, the present invention provides -substituted pyridazinone compounds as glucan synthase inhibitors, methods of preparing such compounds, pharmaceutical including one or more of such compounds, methods of preparing pharmaceutical formulations including one or more such compounds or one or more such compounds along with other antifungal agents, and methods of treatment, prevention, inhibition, or amelioration of one or more fungal infections associated with glucan synthase using such compounds or pharmaceutical compositions.

  在其多种实施方式中，本发明提供了取代的吡啶嗪酮化合物作为葡聚糖合成酶抑制剂，制备这种化合物的方法，包括一种或多种这种化合物的制药物，制备包括一种或多种这种化合物或一种或多种这种化合物与其他抗真菌药物共同使用的制药配方的方法，以及使用这种化合物或制药组合物治疗、预防、抑制或改善与葡聚糖合成酶相关的一种或多种真菌感染的方法。
• Pyridazinone derivatives useful as glucan synthase inhibitors
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP2586778A2

  公开（公告）日：2013-05-01

  In its many embodiments, the present invention provides -substituted pyridazinone compounds as glucan synthase inhibitors, methods of preparing such compounds, pharmaceutical including one or more of such compounds, methods of preparing pharmaceutical formulations including one or more such compounds or one or more such compounds along with other antifungal agents, and methods of treatment, prevention, inhibition, or amelioration of one or more fungal infections associated with glucan synthase using such compounds or pharmaceutical compositions.

  在其许多实施方案中，本发明提供了作为葡聚糖合成酶抑制剂的-取代哒嗪酮化合物、制备此类化合物的方法、包括一种或多种此类化合物的药物、制备包括一种或多种此类化合物或一种或多种此类化合物与其他抗真菌剂的药物制剂的方法，以及使用此类化合物或药物组合物治疗、预防、抑制或改善与葡聚糖合成酶相关的一种或多种真菌感染的方法。