4-硝基-3-苯氧基吡啶N-氧化物 | 13959-53-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-硝基-3-苯氧基吡啶N-氧化物
• 英文名称: 4-nitro-3-phenoxypyridine N-oxide
• 英文别名: 4-nitro-1-oxido-3-phenoxypyridin-1-ium
• CAS: 13959-53-0
• 化学式: C₁₁H₈N₂O₄
• 分子量: 232.196
• InChiKey: NVUHQWKIIRKNTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-硝基-3-苯氧基吡啶N-氧化物 在 sodium hydroxide 、 双氧水 、 铁粉 、 溶剂黄146 作用下， 以 乙醚 为溶剂， 反应 8.5h， 生成
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of derivatives structurally related to nimesulide

  摘要：

  The present work reports the synthesis of a series of compounds structurally related to the antiinflammatory and antihistaminic agent nimesulide (I), in which the p-nitrophenyl moiety has been replaced by pyridine (1a-c) and pyridine N-oxide (2a-c). In addition, two compounds (3a, 4a) have been synthesized in which the p-nitro group of I was substituted by a cyano and a 1H-tetrazol-5-yl group, respectively. Representative 1a and 2a were also modified by replacing the methanesulfonamido group with an acetamido group (5a, 6a). The pharmacological evaluation of compounds 1-6 in comparison to I, indicates that such modifications are detrimental to the activity. Moreover 3a and 4a caused bronchoconstriction and hypotension, thus behaving as histaminic-like rather then antihistaminic agents.

  DOI：

  10.1016/0223-5234(96)89162-8
• 作为产物：
  描述：

  3-溴吡啶 在 硫酸 、 potassium tert-butylate 、 双氧水 、 硝酸 、 溶剂黄146 作用下， 以 叔丁醇 为溶剂， 反应 26.5h， 生成 4-硝基-3-苯氧基吡啶N-氧化物
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of derivatives structurally related to nimesulide

  摘要：

  The present work reports the synthesis of a series of compounds structurally related to the antiinflammatory and antihistaminic agent nimesulide (I), in which the p-nitrophenyl moiety has been replaced by pyridine (1a-c) and pyridine N-oxide (2a-c). In addition, two compounds (3a, 4a) have been synthesized in which the p-nitro group of I was substituted by a cyano and a 1H-tetrazol-5-yl group, respectively. Representative 1a and 2a were also modified by replacing the methanesulfonamido group with an acetamido group (5a, 6a). The pharmacological evaluation of compounds 1-6 in comparison to I, indicates that such modifications are detrimental to the activity. Moreover 3a and 4a caused bronchoconstriction and hypotension, thus behaving as histaminic-like rather then antihistaminic agents.

  DOI：

  10.1016/0223-5234(96)89162-8

文献信息

• [EN] COMPOUNDS COMPRISING N-METHYL-2-PYRIDONE, AND PHARMACEUTICALLY ACCEPTABLE SALTS<br/>[FR] COMPOSÉS COMPRENANT DE LA N-MÉTHYL-2-PYRIDONE ET SES SELS PHARMACEUTIQUEMENT ACCEPTABLES
  申请人：UNIV DUNDEE

  公开号：WO2020216779A1

  公开（公告）日：2020-10-29

  The present invention concerns compounds comprising N-methyl-2-pyridone, and pharmaceutically-acceptable salts and compositions of such compounds. Such compounds are useful in anti-inflammatory and anti-cancer therapies. Therefore, the present invention also concerns such compounds for use as medicaments, particularly for the treatment of inflammatory diseases and oncology.

  本发明涉及包含N-甲基-2-吡啶酮的化合物，以及这些化合物的药用盐和组合物。这些化合物在抗炎和抗癌疗法中很有用。因此，本发明还涉及将这些化合物用作药物，特别是用于治疗炎症性疾病和肿瘤学。
• Phenoxypyridinamine compounds which are use as a dermatological
  申请人：Hoechst-Roussel Pharmaceuticals Inc.

  公开号：US04959377A1

  公开（公告）日：1990-09-25

  There are described compounds of the formula ##STR1## where n is 0 or 1; X is hydrogen, loweralkyl, loweralkoxy, halogen, formyl, loweralkylcarbonyl, loweralkyoxycarbonyl, loweralkoxycarbonylloweralkyl or hydroxymethyl; Y is hydrogen or halogen;and R is hydrogen, loweralkyl arylloweralkyl or loweralkylcarbonyl, which compounds are useful as topical antiinflammatory agents for the treatment of various dermatoses.

  描述了一种化合物，其化学式为##STR1##其中n为0或1；X为氢、较低的烷基、较低的烷氧基、卤素、甲酰基、较低的烷基羰基、较低的烷氧羰基、较低的烷氧羰基较低的烷基或羟甲基；Y为氢或卤素；R为氢、较低的烷基芳基较低的烷基或较低的烷基羰基，这些化合物可用作治疗各种皮肤病的局部抗炎药。
• Pyridinic sulfonamide derivatives method of production and use thereof
  申请人：Delarge Jacques

  公开号：US20050020642A1

  公开（公告）日：2005-01-27

  New pyridinic sulfonamide derivatives represented by a general formula (I), wherein R1, represents a mono- or polyhalogenated C1-12-alkyl or a mono- or poly-halogenated C3-8-cycloalkyl group. The method of production of such derivatives and their use as active therapeutic substance in the treatment of diseases such as inflammation, arthrosis, cancer, angiogenesis and asthma are also reported.

  新的吡啶磺酰胺衍生物由通式（I）表示，其中R1表示单卤化或多卤化的C1-12烷基或单卤化或多卤化的C3-8环烷基。还报告了这些衍生物的生产方法以及它们作为活性治疗物质治疗炎症、关节炎、癌症、血管生成和哮喘等疾病的用途。
• Phenoxypyridinamines and related compounds, a process for their preparation and their use as medicaments
  申请人：HOECHST-ROUSSEL PHARMACEUTICALS INCORPORATED

  公开号：EP0405487A1

  公开（公告）日：1991-01-02

  The present invention relates to compounds of the formula where n is 0 or 1; X is hydrogen, loweralkyl, loweralkoxy, halogen, formyl, loweralkylcarbonyl, loweralkoxycarbonyl, loweralkoxycarbonylloweralkyl or hydroxymethyl; Y is hydrogen or halogen; Z is NO₂ or NHR, were R is hydrogen, loweralkyl, arylloweralkyl or loweralkylcarbonyl, and to a process for their preparation. The compounds are useful as topical antiinflammatory agents for the treatment of various dermatoses.

  本发明涉及式如下的化合物 式中 n 是 0 或 1； X是氢、低级烷基、低级烷氧基、卤素、甲酰基、低级烷基羰基、低级烷氧基羰基、低级烷氧基羰基低级烷基或羟甲基； Y 是氢或卤素 Z 是 NO₂ 或 NHR，其中 R 是氢、低级烷基、芳基低级烷基或低级烷基羰基、 及其制备工艺。这些化合物可用作治疗各种皮肤病的局部消炎剂。
• PYRIDINIC SULFONAMIDE DERIVATIVES, METHOD OF PRODUCTION AND USE THEREOF
  申请人：Université de Liège

  公开号：EP1432684B1

  公开（公告）日：2009-03-25