2-(1,3-benzodioxol-5-yl)-2-(4,6-dimethyl-2,3-dihydropyridazin-3-on-2-yl)acetic acid | 188065-23-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(1,3-benzodioxol-5-yl)-2-(4,6-dimethyl-2,3-dihydropyridazin-3-on-2-yl)acetic acid
• 英文别名: 2-(1,3-benzodioxol-5-yl)-2-(3,5-dimethyl-6-oxopyridazin-1-yl)acetic acid
• CAS: 188065-23-8
• 化学式: C₁₅H₁₄N₂O₅
• 分子量: 302.287
• InChiKey: ZHWJOQGLDXUSDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  88.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-异丙基苯磺酰胺 、 2-(1,3-benzodioxol-5-yl)-2-(4,6-dimethyl-2,3-dihydropyridazin-3-on-2-yl)acetic acid 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 N,N'-羰基二咪唑 作用下， 生成 2-(1,3-benzodioxol-5-yl)-2-(2,3-dihydro-4,6-dimethylpyridazin-3-on-2-yl)N-(4-isopropylphenylsulfonyl)acetamide
  参考文献：
  名称：

  Pyridazinones with a pendant acylsulfonamide moiety as endothelin receptor antagonists

  摘要：

  Highly active endothelin receptor antagonists can be obtained by replacing the aryloxy group of L-749,329 by diversely substituted pyridazinone residues. The syntheses and structure-activity relationships of the new aryl-oxopyridazinyl-N-(4-arylsulfonyl)-acetamides 2 are reported. 2p with a simple dimethylpyridazinone moiety was one of the most potent compounds in vitro. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(96)00617-8
• 作为产物：
  描述：

  methyl 2-(benzo[d][1,3]dioxol-5-yl)-2-hydroxyacetate 在 sodium hydroxide 、 三溴化磷 、 caesium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 2-(1,3-benzodioxol-5-yl)-2-(4,6-dimethyl-2,3-dihydropyridazin-3-on-2-yl)acetic acid
  参考文献：
  名称：

  Pyridazinones with a pendant acylsulfonamide moiety as endothelin receptor antagonists

  摘要：

  Highly active endothelin receptor antagonists can be obtained by replacing the aryloxy group of L-749,329 by diversely substituted pyridazinone residues. The syntheses and structure-activity relationships of the new aryl-oxopyridazinyl-N-(4-arylsulfonyl)-acetamides 2 are reported. 2p with a simple dimethylpyridazinone moiety was one of the most potent compounds in vitro. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(96)00617-8

文献信息

• Endothelin receptor antagonists
  申请人：Merck Patent Gesellschaft mit Beschrankter Haftung

  公开号：US05883090A1

  公开（公告）日：1999-03-16

  This invention relates to pyridizinone derivatives of formula I ##STR1## wherein the various substituents are defined in the specification, and salts thereof, which have useful pharmacological properties, in particular endothelin receptor-antagonistic properties. The compounds are thus useful for the treatment of illnesses associated with endothelin activities, such as hypertension, cardiac insufficiency, coronary heart disease, renal, cerebral and myocardial ischaemia, renal insufficiency, cerebral infarct, subarachnoid haemorrhage, arteriosclerosis pulmonary high blood pressure, inflammations, asthma, prostate hyperplasia, endotoxic shock and in complications after the administration of immunosuppressants which produce renal vasoconstriction.

  本发明涉及公式I的吡啶嗪酮衍生物以及其盐，其中各种取代基在规范中定义，并具有有用的药理特性，特别是内皮素受体拮抗特性。因此，这些化合物可用于治疗与内皮素活动相关的疾病，如高血压、心脏衰竭、冠心病、肾脏、脑和心肌缺血、肾功能不全、脑梗死、蛛网膜下腔出血、动脉硬化性肺高压、炎症、哮喘、前列腺增生、内毒素休克以及免疫抑制剂治疗后产生肾血管收缩的并发症。
• US5883090A
  申请人：——

  公开号：US5883090A

  公开（公告）日：1999-03-16
• Pyridazinones with a pendant acylsulfonamide moiety as endothelin receptor antagonists
  作者：Dieter Dorsch、Werner W.K.R. Mederski、Mathias Osswald、Ralf M. Devant、Claus-Jochen Schmitges、Maria Christadler、Claudia Wilm

  DOI：10.1016/s0960-894x(96)00617-8

  日期：1997.2

  Highly active endothelin receptor antagonists can be obtained by replacing the aryloxy group of L-749,329 by diversely substituted pyridazinone residues. The syntheses and structure-activity relationships of the new aryl-oxopyridazinyl-N-(4-arylsulfonyl)-acetamides 2 are reported. 2p with a simple dimethylpyridazinone moiety was one of the most potent compounds in vitro. (C) 1997, Elsevier Science Ltd.