2-methyl-6-(4-bromophenyl)-4,5-dihydro-3(2H)-pyridazinone | 52239-77-7

• 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: 2-methyl-6-(4-bromophenyl)-4,5-dihydro-3(2H)-pyridazinone
• 英文别名: 6-(4-bromo-phenyl)-2-methyl-4,5-dihydro-2H-pyridazin-3-one；6-(4-Bromophenyl)-2-methyl-4,5-dihydropyridazin-3(2H)-one；6-(4-bromophenyl)-2-methyl-4,5-dihydropyridazin-3-one
• CAS: 52239-77-7
• 化学式: C₁₁H₁₁BrN₂O
• 分子量: 267.125
• InChiKey: LLSHFVSTBZJGDZ-UHFFFAOYSA-N

物化性质

• 沸点：
  345.4±44.0 °C(Predicted)
• 密度：
  1.50±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 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：

  2-methyl-6-(4-bromophenyl)-4,5-dihydro-3(2H)-pyridazinone 在 selenium(IV) oxide 、 tris-(dibenzylideneacetone)dipalladium(0) 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium t-butanolate 作用下， 以 溶剂黄146 、 甲苯 为溶剂， 反应 16.0h， 生成 2-Methyl-6-[4-(4-methyl-1,4-diazepan-1-yl)phenyl]pyridazin-3-one
  参考文献：
  名称：

  Amine-constrained pyridazinone histamine H3 receptor antagonists

  摘要：

  Pyridazinone 1 was recently reported as a potent H3R antagonist with good drug-like properties and in vivo activity. A series of constrained amine analogs of 1 was synthesized to identify compounds with improved pharmacokinetic profiles. From these efforts, a new class of (S)-2-pyrrolidin-1-ylmethyl-1-pyrrolidinyl amides was identified. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.094
• 作为产物：
  描述：

  3-(4-溴苯甲酰)丙酸 、 甲基肼 以 异丙醇 为溶剂， 反应 15.0h， 生成 2-methyl-6-(4-bromophenyl)-4,5-dihydro-3(2H)-pyridazinone
  参考文献：
  名称：

  Amine-constrained pyridazinone histamine H3 receptor antagonists

  摘要：

  Pyridazinone 1 was recently reported as a potent H3R antagonist with good drug-like properties and in vivo activity. A series of constrained amine analogs of 1 was synthesized to identify compounds with improved pharmacokinetic profiles. From these efforts, a new class of (S)-2-pyrrolidin-1-ylmethyl-1-pyrrolidinyl amides was identified. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.094

文献信息

• NOVEL PHENYLPROPIONIC ACID DERIVATIVES AS PEROXISOME PROLIFERATOR-ACTIVATED GAMMA RECEPTOR MODULATORS, METHOD OF THE SAME, AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME
  申请人：Moon Ho-Sang

  公开号：US20100063041A1

  公开（公告）日：2010-03-11

  The present invention provides a novel phenylpropionic acid derivative and a PPAR-γ modulator comprising the same as an active ingredient. The phenylpropionic acid derivative of the present invention has modulatory action on function of PPAR-γ and then exhibits hypoglycemic, hypolipidemic and insulin resistance-reducing effects on PPAR-mediated diseases or disorders. Therefore, the present invention is prophylactically or therapeutically effective for diabetes and metabolic diseases.

  本发明提供了一种新型苯丙酸衍生物，以及包含该衍生物作为活性成分的PPAR-γ调节剂。本发明的苯丙酸衍生物对PPAR-γ的功能具有调节作用，从而在PPAR介导的疾病或紊乱中表现出降糖、降脂和减少胰岛素抵抗的效果。因此，本发明在预防或治疗糖尿病和代谢性疾病方面具有预防或治疗效果。
• [EN] NOVEL PHENYLPROPIONIC ACID DERIVATIVES AS PEROXISOME PROLIFERATOR-ACTIVATED GAMMA RECEPTOR MODULATORS, METHOD OF THE SAME, AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME<br/>[FR] NOUVEAUX DÉRIVÉS D'ACIDE PHÉNYLPROPIONIQUE UTILISÉS EN TANT QUE MODULATEURS DU RÉCEPTEUR GAMMA ACTIVÉ DE LA PROLIFÉRATION DES PEROXISOMES, PROCÉDÉ DE PRÉPARATION DE CEUX-CI ET COMPOSITION PHARMACEUTIQUE LES COMPRENANT
  申请人：DONG A PHARM CO LTD

  公开号：WO2008108602A1

  公开（公告）日：2008-09-12

  [EN] The present invention provides a novel phenylpropionic acid derivative and a PPAR-? modulator comprising the same as an active ingredient. The phenylpropionic acid derivative of the present invention has modulatory action on function of PPAR-? and then exhibits hypoglycemic, hypolipidemic and insulin resistance-reducing effects on PPAR-mediated diseases or disorders. Therefore, the present invention is prophylactically or therapeutically effective for diabetes and metabolic diseases.
  [FR] La présente invention concerne un nouveau dérivé d'acide phénylpropionique et un modulateur du PPAR-? comprenant ledit dérivé en tant qu'ingrédient actif. Le dérivé d'acide phénylpropionique de l'invention présente une action modulatoire sur la fonction du PPAR-? et a par conséquent des effets hypoglycémiques, hypolipidémiques et réducteurs de l'insulinorésistance sur des maladies ou troubles à médiation assurée par le PPAR. Les dérivés de la présente invention s'avèrent être ainsi efficaces d'un point de vue prophylactique ou thérapeutique pour le diabète et les maladies métaboliques.
• Amine-constrained pyridazinone histamine H3 receptor antagonists
  作者：Babu G. Sundar、Thomas Bailey、Edward Bacon、Lisa Aimone、Zeqi Huang、Jacquelyn Lyons、Rita Raddatz、Robert Hudkins

  DOI：10.1016/j.bmcl.2011.06.094

  日期：2011.9

  Pyridazinone 1 was recently reported as a potent H3R antagonist with good drug-like properties and in vivo activity. A series of constrained amine analogs of 1 was synthesized to identify compounds with improved pharmacokinetic profiles. From these efforts, a new class of (S)-2-pyrrolidin-1-ylmethyl-1-pyrrolidinyl amides was identified. (C) 2011 Elsevier Ltd. All rights reserved.