2-(2-硝基苯氧基)戊酸乙酯 | 330666-67-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(2-硝基苯氧基)戊酸乙酯
• 英文名称: 2-(2-Nitro-phenoxy)-pentanoic acid ethyl ester
• 英文别名: Ethyl 2-(2-nitrophenoxy)pentanoate
• CAS: 330666-67-6
• 化学式: C₁₃H₁₇NO₅
• 分子量: 267.282
• InChiKey: KAVCJJPJRSXJDS-UHFFFAOYSA-N

物化性质

• 沸点：
  374.8±17.0 °C(Predicted)
• 密度：
  1.171±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-硝基苯氧基)戊酸乙酯 在 sodium tetrahydroborate 、 palladium 10% on activated carbon 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以900 mg的产率得到2-propyl-4-hydroxy-2H-benzo[b][1,4]oxazin-3(4H)-one
  参考文献：
  名称：

  2-硝基苯酚和3-羟基-2-硝基吡啶类苯并恶嗪衍生物的合成及抗菌活性

  摘要：

  摘要 苯并恶嗪类 (BXs) 是禾本科物种中常见的生物碱，是一种天然防御物质，可用于开发新型抗菌剂。在这里，BXs 类似物是由 2-硝基苯酚（苯并恶嗪酮系列）和 3-羟基-2-硝基吡啶（吡哆嗪酮系列）合成的，并针对真菌和医学细菌进行了测试。为了使类似物官能化，对起始材料进行足够的亲核取代，然后由钯/碳催化的还原性环化。其次，生物测定表明吡哆嗪酮系列具有良好的抗菌活性，尤其是对粪肠球菌（最低抑菌浓度-MIC：7.8-15.6 μg.mL-1）和鲍曼不动杆菌（MIC 31.25-125 μg.mL-1）。反过来，抗真菌活性 与化合物 2e 相关，化合物 2e 对白色念珠菌、光滑念珠菌和热带念珠菌的 MIC 为 62.5 μg.mL-1。所有类似物都符合利平斯基的规则，并预计具有低毒性。图形概要

  DOI：

  10.1080/00397911.2018.1554146
• 作为产物：
  描述：

  2-溴戊酸乙酯 、 硝苯酚 在 potassium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 2-(2-硝基苯氧基)戊酸乙酯
  参考文献：
  名称：

  2-硝基苯酚和3-羟基-2-硝基吡啶类苯并恶嗪衍生物的合成及抗菌活性

  摘要：

  摘要 苯并恶嗪类 (BXs) 是禾本科物种中常见的生物碱，是一种天然防御物质，可用于开发新型抗菌剂。在这里，BXs 类似物是由 2-硝基苯酚（苯并恶嗪酮系列）和 3-羟基-2-硝基吡啶（吡哆嗪酮系列）合成的，并针对真菌和医学细菌进行了测试。为了使类似物官能化，对起始材料进行足够的亲核取代，然后由钯/碳催化的还原性环化。其次，生物测定表明吡哆嗪酮系列具有良好的抗菌活性，尤其是对粪肠球菌（最低抑菌浓度-MIC：7.8-15.6 μg.mL-1）和鲍曼不动杆菌（MIC 31.25-125 μg.mL-1）。反过来，抗真菌活性 与化合物 2e 相关，化合物 2e 对白色念珠菌、光滑念珠菌和热带念珠菌的 MIC 为 62.5 μg.mL-1。所有类似物都符合利平斯基的规则，并预计具有低毒性。图形概要

  DOI：

  10.1080/00397911.2018.1554146

文献信息

• Benzoxazine and benzothiazine derivatives and pharmaceutical compositions containing them
  申请人：Bhuniya Debnath

  公开号：US20050113368A1

  公开（公告）日：2005-05-26

  The present invention relates to novel antidiabetic, hypolipidemic, antiobesity and hypocholesterolemic compounds of formula (I) their derivatives, their analogs, their tautomeric forms, their stereoisomers, their polymorphs, their pharmaceutically acceptable salts, their pharmaceutically acceptable solvates and pharmaceutically acceptable compositions containing them, to a process for preparing such compounds. More particularly, the present invention relates to novel alkyl carboxylic acids of the general, their derivatives, their analogs, their tautomeric forms, their stereoisomers, their polymorphs, their pharmaceutically acceptable salts, their pharmaceutically acceptable solvates and pharmaceutically acceptable compositions containing them, to a process for preparing such compounds. The present invention also relates to processes for the preparation of the compounds of formula (I), novel intermediates, processes for their preparation, their use in the preparation of the above said compounds and their use as antidiabetic, hypolipidemic, antiobesity and hypocholesterolemic compounds.

  本发明涉及公式（I）的新型抗糖尿病、降脂、抗肥胖和降胆固醇化合物及其衍生物、类似物、互变异构体、立体异构体、多晶形态、药学上可接受的盐、药学上可接受的溶剂和包含它们的药学上可接受的组合物，以及制备这些化合物的方法。更具体地说，本发明涉及一般的烷基羧酸及其衍生物、类似物、互变异构体、立体异构体、多晶形态、药学上可接受的盐、药学上可接受的溶剂和包含它们的药学上可接受的组合物，以及制备这些化合物的方法。本发明还涉及公式（I）化合物的制备方法、新型中间体的制备方法、以及它们在制备上述化合物和作为抗糖尿病、降脂、抗肥胖和降胆固醇化合物的用途。
• Synthesis and antimicrobial activity of some new 4-hydroxy-2H-1,4-benzoxazin-3(4H)-ones
  作者：Seçkin Özden、Aydin Murat Öztürk、Hakan Göker、Nurten Altanlar

  DOI：10.1016/s0014-827x(00)00098-7

  日期：2000.12

  Some 4-hydroxy-2H-1,4-benzoxazin-3(4H)-ones were synthesized and evaluated for their antimicrobial activities against Staphylococcus aureus, Escherichia coli and Candida albicans. Compounds 9, and 10 exhibited the best activity against Candida albicans. (C) 2000 Published by Elsevier Science S.A. All rights reserved.
• Modified Benzoxazinones in the System <i>Oryza sativa</i>−<i>Echinochloa crus-galli</i>: An Approach to the Development of Biorational Herbicide Models
  作者：Francisco A. Macías、Nuria Chinchilla、Rosa M. Varela、José M. G. Molinillo、David Marín、João M. De Siqueira

  DOI：10.1021/jf802735m

  日期：2008.11.12

  The utility of benzoxazinones and some of their synthetic derivatives in the search for new leads for herbicide model development has been explored. The work described focuses on obtaining derivatives that present selectivity in the system Oryza sativa-Echinochloa crus-galli. To achieve this goal the influence of lipophilicity in this system has been studied by preparing 14 ester derivatives at the N-4 position of D-DIBOA along with other compounds with different functionalization and chain lengths at position C-2. These compounds have been tested in the aforementioned system, and the dose-response profiles have been compared. The most active compound was 2-ethyl-4-hydroxy(2H)-1,4-benzoxazin-3(4H)-one, which presented higher selectivity than the specific herbicide Cotanil-35. These results confirm the potential of D-DIBOA as a lead herbicide for the control of Echinochloa spp. in rice crops.
• BENZOXAZINE AND BENZOTHIAZINE DERIVATIVES AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
  申请人：Dr. Reddy's Laboratories Ltd.

  公开号：EP1436268A1

  公开（公告）日：2004-07-14
• US7365064B2
  申请人：——

  公开号：US7365064B2

  公开（公告）日：2008-04-29