4-羟基-1-异戊基-2-氧代-1,2-二氢-1,8-萘啶-3-羧酸乙酯 | 850814-34-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 4-羟基-1-异戊基-2-氧代-1,2-二氢-1,8-萘啶-3-羧酸乙酯
• 英文名称: ethyl 4-hydroxy-1-(3-methylbutyl)-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate
• 英文别名: Ethyl 4-hydroxy-1-isopentyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate；ethyl 4-hydroxy-1-(3-methylbutyl)-2-oxo-1,8-naphthyridine-3-carboxylate
• CAS: 850814-34-5
• 化学式: C₁₆H₂₀N₂O₄
• 分子量: 304.346
• InChiKey: FQBGHCGZOAYBTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  79.7
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  4-羟基-1-异戊基-2-氧代-1,2-二氢-1,8-萘啶-3-羧酸乙酯 在 氢氧化钾 作用下， 以 甲苯 为溶剂， 反应 17.0h， 生成 3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1-(3-methylbutyl)-1,8-naphthyridin-2(1H)-one
  参考文献：
  名称：

  Inhibitors of HCV NS5B polymerase: synthesis and structure–activity relationships of N-1-heteroalkyl-4-hydroxyquinolon-3-yl-benzothiadiazines

  摘要：

  N-1-Alkylamino and N-1-alkyloxy-4-hydroxyquinolon-3-yl benzothiadiazines were synthesized and evaluated as inhibitors of genotype 1 HCV polymerase. The N-1-alkyloxy derivatives were not potent inhibitors, however N-1-alkylamino derivatives displayed comparable potency to carbon analogs. Analogs with aliphatic substituents were significantly more potent than those with benzylic substituents against genotype la polymerase. The most potent inhibitors contained small alkyl or carbocyclic substituents and exhibited IC50's of 50-100 and 200-400 nM against genotype 1 b and 1 a HCV polymerase, respectively. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.071
• 作为产物：
  描述：

  氯甲酰乙酸乙酯 、 Ethyl 2-[(3-methylbutyl)amino]-3-pyridinecarboxylate 在 三乙胺 、 盐酸 、 sodium ethanolate 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以42%的产率得到4-羟基-1-异戊基-2-氧代-1,2-二氢-1,8-萘啶-3-羧酸乙酯
  参考文献：
  名称：

  Prolyl Hydroxylase Inhibitors

  摘要：

  本发明涉及一种具有公式(I)的特定双环杂环芳基N-取代甘氨酸衍生物，它们是HIF脯氨酸羟化酶的拮抗剂，并且可用于治疗受益于抑制该酶的疾病，贫血是一个例子。

  公开号：

  US20070213335A1

文献信息

• PROLYL HYDROXYLASE INHIBITORS
  申请人：SmithKline Beecham Corporation

  公开号：EP1991227A2

  公开（公告）日：2008-11-19
• US7897612B2
  申请人：——

  公开号：US7897612B2

  公开（公告）日：2011-03-01
• [EN] PROLYL HYDROXYLASE INHIBITORS<br/>[FR] INHIBITEURS DE LA PROLYL HYDROXYLASE
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2007103905A2

  公开（公告）日：2007-09-13

  [EN] The invention described herein relates to certain bicyclic heteroaromatic N-substituted glycine derivatives of formula (I), which are antagonists of HIF prolyl hydroxylases and are useful for treating diseases benefiting from the inhibition of this enzyme, anemia being one example.
  [FR] L'invention concerne certains dérivés hétéroaromatiques bicycliques N-substitués de la glycine de la formule (I), qui sont des antagonistes des prolyl hydroxylases régulant le HIF et sont utilisés dans le traitement de maladies pouvant bénéficier d'une inhibition de ladite enzyme, telle que l'anémie.
• Inhibitors of HCV NS5B polymerase: synthesis and structure–activity relationships of N-1-heteroalkyl-4-hydroxyquinolon-3-yl-benzothiadiazines
  作者：John K. Pratt、Pamela Donner、Keith F. McDaniel、Clarence J. Maring、Warren M. Kati、Hongmei Mo、Tim Middleton、Yaya Liu、Teresa Ng、Qinghua Xie、Rong Zhang、Debra Montgomery、Akhteruzzaman Molla、Dale J. Kempf、William Kohlbrenner

  DOI：10.1016/j.bmcl.2005.01.071

  日期：2005.3

  N-1-Alkylamino and N-1-alkyloxy-4-hydroxyquinolon-3-yl benzothiadiazines were synthesized and evaluated as inhibitors of genotype 1 HCV polymerase. The N-1-alkyloxy derivatives were not potent inhibitors, however N-1-alkylamino derivatives displayed comparable potency to carbon analogs. Analogs with aliphatic substituents were significantly more potent than those with benzylic substituents against genotype la polymerase. The most potent inhibitors contained small alkyl or carbocyclic substituents and exhibited IC50's of 50-100 and 200-400 nM against genotype 1 b and 1 a HCV polymerase, respectively. (c) 2005 Elsevier Ltd. All rights reserved.
• Prolyl Hydroxylase Inhibitors
  申请人：FITCH Duke M.

  公开号：US20070213335A1

  公开（公告）日：2007-09-13

  The invention described herein relates to certain bicyclic heteroaromatic N-substituted glycine derivatives of formula (I) which are antagonists of HIF prolyl hydroxylases and are useful for treating diseases benefiting from the inhibition of this enzyme, anemia being one example.

  本发明涉及一种具有公式(I)的特定双环杂环芳基N-取代甘氨酸衍生物，它们是HIF脯氨酸羟化酶的拮抗剂，并且可用于治疗受益于抑制该酶的疾病，贫血是一个例子。