4,5-dichloro-2-o-tolylpyridazin-3(2H)-one

• 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-o-tolylpyridazin-3(2H)-one
• 英文别名: 4,5-dichloro-2-(2-methylphenyl)pyridazin-3(2H)-one；4,5-Dichloro-2-(o-tolyl)pyridazin-3(2H)-one；4,5-dichloro-2-(2-methylphenyl)pyridazin-3-one
• 化学式: C₁₁H₈Cl₂N₂O
• 分子量: 255.103
• InChiKey: OLDGEJJVVDWNOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 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-o-tolylpyridazin-3(2H)-one 生成 5-Amino-4-chloro-2-(2-methylphenyl)pyridazin-3-one
  参考文献：
  名称：

  MAY, HANS-JOACHIM;TRAUT, MARTIN;WEIFENBACH, HARALD;BALDINGER, VERENA;GRIE+

  摘要：

  DOI：
• 作为产物：
  描述：

  4,5-二氯-3-羟基哒嗪 、 2-氯甲苯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4,5-dichloro-2-o-tolylpyridazin-3(2H)-one
  参考文献：
  名称：

  SAR analysis of novel non-peptidic NPBWR1 (GPR7) antagonists

  摘要：

  In this Letter we report on the advances in our NPBWR1 antagonist program aimed at optimizing the 5-chloro-2-(3,5-dimethylphenyl)-4-(4-methoxyphenoxy)pyridazin-3(2H)-one lead molecule previously obtained from a high-throughput screening (HTS)-derived hit. Synthesis and structure-activity relationships (SAR) studies around the 3,5-dimethylphenyl and 4-methoxyphenyl regions resulted in the identification of a novel series of non-peptidic submicromolar NPBWR1 antagonists based on a 5-chloro-4-(4-alkoxyphenoxy)-2-(benzyl)pyridazin-3(2H)-one chemotype. Amongst them, 5-chloro-2-(9H-fluoren-9-yl)-4-(4-methoxyphenoxy)pyridazin-3(2H)-one 9h (CYM50769) inhibited NPW activation of NPBWR1 with a submicromolar IC50, and displayed high selectivity against a broad array of off-targets with pharmaceutical relevance. Our medicinal chemistry study provides innovative non-peptidic selective NPBWR1 antagonists that may enable to clarify the biological role and therapeutic utility of the target receptor in the regulation of feeding behavior, pain, stress, and neuroendocrine function. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.030

文献信息

• Novel Method for Preparing Fluorination Reagent and Its Application to Synthesis of Fluoropyridazinones
  作者：Wen Pei、Wei Yang

  DOI：10.1080/00397910903003466

  日期：2010.2.2

  4-Chloro-5-fluoro-2-aryl-3(2H)-pyridazinones were obtained by the fluorination of 4,5-dichloro-2-aryl-3(2H)-pyridazinones with ethylhexamethylenetetramine fluoride in excellent yields. The ethylhexamethylenetetramine fluoride was synthesized by the reaction of hydrofluoric acid with ethylhexamethylenetetramine hydroxide prepared from ethylhexamethylenetetramine bromide and alkali.

  4-氯-5-氟-2-芳基-3(2H)-哒嗪酮通过4,5-二氯-2-芳基-3(2H)-哒嗪酮与乙基六亚甲基四胺氟化物以优异的产率氟化获得。以乙基六亚甲基四胺溴化物和碱为原料，由氢氟酸与氢氧化乙基六亚甲基四胺反应合成乙基六亚甲基四胺氟化物。
• [EN] COMPOSITIONS AND METHODS FOR VIRAL SENSITIZATION<br/>[FR] COMPOSITIONS ET MÉTHODES DE SENSIBILISATION VIRALE
  申请人：OTTAWA HOSPITAL RES INST

  公开号：WO2016119051A1

  公开（公告）日：2016-08-04

  Provided are compounds that enhance the efficacy of viruses by increasing spread of the virus in cells, increasing the titer of virus in cells, or increasing the antigen expression from a virus, gene or trans-gene expression from a virus, or virus protein expression in cells. Other uses, compositions and methods of using same are also provided.

  提供了一些化合物，通过增加病毒在细胞中的传播、增加细胞中病毒的滴度或增加病毒中抗原的表达、基因或转基因表达、或细胞中病毒蛋白的表达来增强病毒的功效。还提供了其他用途、组合物和使用方法。
• 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。
• Neue 1-Phenyl-4-(1H)-pyridazinimine, ihre Herstellung und Verwendung
  申请人：BASF Aktiengesellschaft

  公开号：EP0227941A1

  公开（公告）日：1987-07-08

  Es werden 1-Phenyl-4-(1H)-pyridazinimine der Formel worin R¹, R² und R³ die in der Beschreibung angegebene Bedeutung haben, sowie deren Herstellung beschrieben. Die Verbindungen eignen sich zur Bekämpfung von Krankheiten.

  1-苯基-4-(1H)-哒嗪亚胺，其式为 式中 R¹、R² 和 R³ 的含义及其制备方法。这些化合物适用于防治疾病。
• Pyridazinones and furan-containing compounds
  申请人：Sloan-Kettering Institute For Cancer Research

  公开号：EP2518063A1

  公开（公告）日：2012-10-31

  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)哒嗪酮化合物和式(II)呋喃化合物、式(I)和(II)化合物的药物组合物、含有这些化合物的试剂盒、合成方法以及通过施用治疗有效量的式(I)或(II)化合物治疗受试者增殖性疾病的方法。这两类化合物都是通过筛选一系列小分子化合物库确定的。