3-(2-nitrophenoxy)dihydrofuran-2-one | 58835-34-0

• 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: 3-(2-nitrophenoxy)dihydrofuran-2-one
• 英文别名: 2(3H)-furanone, dihydro-3-(2-nitrophenoxy)-；Dihydro-3-(2-nitrophenoxy)-2-(3H)-furanone；3-(2-nitrophenoxy)oxolan-2-one
• CAS: 58835-34-0
• 化学式: C₁₀H₉NO₅
• mdl: MFCD27925957
• 分子量: 223.185
• InChiKey: IRDJQUIZRNCGMP-UHFFFAOYSA-N

物化性质

• 沸点：
  451.6±35.0 °C(Predicted)
• 密度：
  1.416±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  3-(2-nitrophenoxy)dihydrofuran-2-one 在 palladium on activated charcoal 咪唑 、 sodium hydroxide 、 三丁基膦 、 氢气 、 sodium hydride 、 1,1'-azodicarbonyl-dipiperidine 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 65.0 ℃ 、310.26 kPa 条件下， 反应 18.0h， 生成 Benzeneacetic acid, 2-[2-[3,4-dihydro-3-oxo-4-(5-oxohexyl)-2H-1,4-benzoxazin-2-yl]ethoxy]-
  参考文献：
  名称：

  Benzoxazinones as PPARγ Agonists. 2. SAR of the Amide Substituent and In Vivo Results in a Type 2 Diabetes Model

  摘要：

  A series of benzoxazinones has been synthesized and tested for PPARgamma agonist activity. Synthetic approaches were developed to provide either racemic or chiral compounds. In vitro functional potency could be measured through induction of the aP2 gene, a target of PPARgamma. These studies revealed that compounds with large aliphatic chains at the nitrogen of the benzoxazinone were the most potent. Substitution of the chain was tolerated and in many cases enhanced the in vitro potency of the compound. Select compounds were further tested for metabolic stability, oral bioavailability in rats, and efficacy in db/db mice after 11 days of dosing. In vivo analysis with 13 and 57 demonstrated that the series has potential for the treatment of type 2 diabetes.

  DOI：

  10.1021/jm0301888
• 作为产物：
  描述：

  硝苯酚 在 potassium carbonate 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-(2-nitrophenoxy)dihydrofuran-2-one
  参考文献：
  名称：

  Biologically active 4H-benzo [1,4] oxazin-3-ones

  摘要：

  该发明涉及4h-苯并[1,4]噁嗪-3-酮，可用作过氧化物酶体增殖激活受体γ（PPARγ）激动剂或拮抗剂。还公开了包括本发明化合物的药物组合物以及治疗NIDDM和肥胖等疾病的方法。

  公开号：

  US06908908B2

文献信息

• Benzoxazine antimicrobial agents
  申请人：Ortho Pharmaceutical Corporation

  公开号：US05696117A1

  公开（公告）日：1997-12-09

  The invention relates to benzoxazine and pyrido-oxazine antibacterial compounds of the general formula: ##STR1## wherein the moiety Q is a fused phenyl or fused pyridyl moiety as herein described, pharmaceutical compositions containing the compounds, methods for their production and their use in treating bacterial infections.

  该发明涉及一般式为：##STR1##的苯并噁嗪和吡啶噁嗪抗菌化合物，其中基团Q是如本文所述的融合苯或融合吡啶基团，含有这些化合物的药物组合物，其生产方法以及在治疗细菌感染中的应用。
• Biologically active 4H-benzo [1,4]oxazin-3-ones
  申请人：——

  公开号：US20020165228A1

  公开（公告）日：2002-11-07

  The invention is directed to 4h-benzo[1,4]oxazin-3-ones useful as peroxisome proliferator activated receptor gamma (PPAR&ggr;) agonists or antagonists. Pharmaceutical compositions comprising compounds of the present invention and methods of treating conditions such as NIDDM and obesity are also disclosed.

  该发明涉及作为过氧化物酶体增殖物激活受体γ（PPARγ）激动剂或拮抗剂有用的4H-苯并［1,4］噁唑啉-3-酮。还公开了包含本发明化合物的药物组合物以及治疗NIDDM和肥胖等疾病的方法。
• Novel benzoxazinones as peroxisome proliferator activated receptor gamma modulators and method of treatment
  申请人：——

  公开号：US20020103193A1

  公开（公告）日：2002-08-01

  The invention is directed to benzoxazinone derivatives useful as peroxisome proliferator activated receptor gamma (PPAR&ggr;) modulators. Pharmaceutical compositions comprising compounds of the present invention and methods of treating conditions such as NIDDM and obesity are also disclosed.

  这项发明涉及对苯并噁唑酮衍生物的利用，其作为过氧化物酶体增殖物激活受体γ（PPARγ）调节剂。还公开了包含本发明化合物的药物组合物以及治疗NIDDM和肥胖等疾病的方法。
• [EN] BENZOXAZINE ANTIMICROBIAL AGENTS<br/>[FR] AGENTS ANTIMICROBIENS A BASE DE BENZOXAZINE
  申请人：ORTHO PHARMACEUTICAL CORPORATION

  公开号：WO1997017333A1

  公开（公告）日：1997-05-15

  (EN) The invention relates to benzoxazine and pyrido-oxazine antibacterial compounds of general formula (1), wherein the moiety Q is a fused phenyl or fused pyridyl moiety as herein described, pharmaceutical compositions containing the compounds, methods for their production and their use in treating bacterial infections.(FR) L'invention porte sur des composés antimicrobiens de benzoxazine et de pyrido-oxazyne de formule générale (1), dans laquelle la fraction Q est une fraction phényle condensée ou pyridyle condensée telle que spécifiée dans la description, des compositions pharmaceutiques contenant ces composés, leurs procédés de fabrication et leur utilisation dans le traitement des infections bactériennes.

  该发明涉及通式（1）的苯并噁唑和吡啶并噁唑抗菌化合物，其中基团Q是如本说明中所述的融合苯基或融合吡啶基团，以及含有这些化合物的制药组合物、其制备方法和在治疗细菌感染中的使用。
• Biologically active 4H-benzo &lsqb;1,4&rsqb;oxazin-3-ones
  申请人：Ortho-McNeil Pharmaceutical, Inc.

  公开号：US06555536B2

  公开（公告）日：2003-04-29

  The invention is directed to 4h-benzo[1,4]oxazin-3-ones useful as peroxisome proliferator activated receptor gamma (PPAR&ggr;) agonists or antagonists. Pharmaceutical compositions comprising compounds of the present invention and methods of treating conditions such as NIDDM and obesity are also disclosed.

  本发明涉及4h-苯并[1,4]噁唑-3-酮，其可用作过氧化物酶体增殖物激活受体γ（PPAR&ggr;）的激动剂或拮抗剂。本发明还公开了包含本发明化合物的制药组合物以及治疗NIDDM和肥胖等疾病的方法。