N-(4-bromo-2-fluorophenyl)-2-hydroxyacetamide | 1001004-08-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-bromo-2-fluorophenyl)-2-hydroxyacetamide
• CAS: 1001004-08-5
• 化学式: C₈H₇BrFNO₂
• 分子量: 248.051
• InChiKey: WKZUMWIONLOREP-UHFFFAOYSA-N

物化性质

• 沸点：
  394.9±42.0 °C(Predicted)
• 密度：
  1.766±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(4-bromo-2-fluorophenyl)-2-hydroxyacetamide 在 四(三苯基膦)钯 、 sodium hydride 、 碳酸氢钠 作用下， 以 水 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 2.25h， 生成 7-(pyridin-3-yl)-2H-benzo[b][1,4]oxazin-3(4H)-one
  参考文献：
  名称：

  Heteroatom insertion into 3,4-dihydro-1H-quinolin-2-ones leads to potent and selective inhibitors of human and rat aldosterone synthase

  摘要：

  Aldosterone synthase (CYP11B2) catalyzes the conversion of 11-deoxycorticosterone to aldosterone via corticosterone and 18-hydroxycorticosterone. CYP11B2 is regarded as a new target for several cardiovascular diseases which are associated with chronically elevated aldosterone levels such as hypertension, congestive heart failure and myocardial fibrosis. In this paper, we optimized heterocycle substituted 3,4-dihydropyridin-2(1H)-ones as CYP11B inhibitors by systematic introduction of heteroatoms and by bioisosteric exchange of the lactame moiety by a sultame moiety. The most promising compounds regarding inhibition of human CYP11B2 and selectivity versus human enzymes CYP11B1, CYP17, and CYP19 were tested for inhibition of rat CYP11B2. Thus, we discovered compounds 4 and 9 which show potent inhibition of hCYP11B2 (IC50 < 1 nM) and the corresponding rat enzyme (4: 64%, 9: 51% inhibition, at 2 mu M). (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.12.022
• 作为产物：
  描述：

  4-溴-2-氟苯胺 在 sodium hydroxide 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 1.0h， 生成 N-(4-bromo-2-fluorophenyl)-2-hydroxyacetamide
  参考文献：
  名称：

  Inhibitors of the Human Aldosterone Sythase CYP11B2

  摘要：

  该发明提供了一般式(I)的化合物，这些化合物是人类醛固酮合成酶的抑制剂，还包括含有这些化合物的药物组合物，以及使用这些化合物治疗高醛固酮症和/或由11β-羟化酶（CYP11B1）介导的疾病或疾病的方法。

  公开号：

  US20110112067A1

文献信息

• Inhibitors of the Human Aldosterone Sythase CYP11B2
  申请人：Hartmann Rolf W.

  公开号：US20110112067A1

  公开（公告）日：2011-05-12

  The invention provides compounds of the general formula (I) which are inhibitors of the human aldosterone synthase, and also pharmaceutical compositions containing these compounds, and a method of treating of hyperaldosteronism and/or disorders or diseases that are mediated by 11β-hydroxylase (CYP11B1) with these compounds.

  该发明提供了一般式(I)的化合物，这些化合物是人类醛固酮合成酶的抑制剂，还包括含有这些化合物的药物组合物，以及使用这些化合物治疗高醛固酮症和/或由11β-羟化酶（CYP11B1）介导的疾病或疾病的方法。
• 6-Pyridin-3-YL-3,4-Dihydro-1H-Quinolin-2-One Derivatives and Related Compounds as Inhibitors of the Human Aldosterone Synthase CYP11B2
  申请人：Hartmann Rolf W.

  公开号：US20110118241A1

  公开（公告）日：2011-05-19

  The invention provides compounds of the general formula (I) which are inhibitors of the human aldosterone synthase, and also pharmaceutical compositions containing these compounds, and the use of these compounds and other heteroaryl substituted quinolinone derivatives for the treatment of hyperaldosteronism and/or disorders or diseases that are mediated by 11 β-hydroxylase (CYP11 B1).

  本发明提供了一般式(I)的化合物，它们是人类醛固酮合成酶的抑制剂，还提供了含有这些化合物的制药组合物以及使用这些化合物和其他杂环取代喹啉酮衍生物治疗高醛固酮症和/或11β-羟化酶(CYP11B1)介导的疾病或疾病的方法。
• 6-pyridin-3-yl-3,4-dihydro-1h-quinolin-2-one derivatives and related compounds as inhibitors of the human aldosterone synthase CYP11B2
  申请人：Hartmann Rolf W.

  公开号：US08685960B2

  公开（公告）日：2014-04-01

  The invention provides compounds of the general formula (I) which are inhibitors of the human aldosterone synthase, and also pharmaceutical compositions containing these compounds, and the use of these compounds and other heteroaryl substituted quinolinone derivatives for the treatment of hyperaldosteronism and/or disorders or diseases that are mediated by 11 β-hydroxylase (CYP11 B1).

  本发明提供了一般式（I）的化合物，这些化合物是人类醛固酮合成酶的抑制剂，还提供了含有这些化合物的药物组合物，以及使用这些化合物和其他杂环取代喹啉酮衍生物治疗高醛固酮症和/或由11β-羟化酶（CYP11 B1）介导的紊乱或疾病的方法。
• Inhibitors of the human aldosterone synthase CYP11B2
  申请人：Hartmann Rolf W.

  公开号：US08541404B2

  公开（公告）日：2013-09-24

  The invention provides compounds of the general formula (I) which are inhibitors of the human aldosterone synthase, and also pharmaceutical compositions containing these compounds, and a method of treating of hyperaldosteronism and/or disorders or diseases that are mediated by 11β-hydroxylase (CYP11B1) with these compounds.

  本发明提供了一般式(I)的化合物，它们是人类醛固酮合酶的抑制剂，还提供了包含这些化合物的制药组合物，并提供了一种使用这些化合物治疗高醛固酮症和/或由11β-羟化酶（CYP11B1）介导的紊乱或疾病的方法。
• [EN] 6-PYRIDIN-3-YL-3,4-DIHYDRO-1H-QUINOLIN-2-ONE DERIVATIVES AND RELATED COMPOUNDS AS INHIBITORS OF THE HUMAN ALDOSTERONE SYNTHASE CYP11B2<br/>[FR] DÉRIVÉS DE 6-PYRIDIN-3-YL-3,4-DIHYDRO-1H-QUINOLIN-2-ONE ET COMPOSÉS APPARENTÉS EN TANT QU'INHIBITEURS DE L'ALDOSTÉRONE SYNTHASE CYP11B2 HUMAINE
  申请人：UNIV SAARLAND

  公开号：WO2009135651A8

  公开（公告）日：2010-01-21