3-(2-(2,4-二氟苯氧基)-6-氧代-6H-吡啶并[1,2-b]吡嗪-5-基)-4-甲氧基苯甲酸 | 940891-82-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 3-(2-(2,4-二氟苯氧基)-6-氧代-6H-吡啶并[1,2-b]吡嗪-5-基)-4-甲氧基苯甲酸
• 英文名称: 3-[2-(2,4-difluorophenoxy)-6-oxo-6H-pyrido[1,2-b]pyridazin-5-yl]-4-methoxybenzoic acid
• 英文别名: 3-(2-(2,4-Difluorophenoxy)-6-oxo-6H-pyrido[1,2-b]pyridazin-5-yl)-4-methoxybenzoic acid；3-[2-(2,4-difluorophenoxy)-6-oxopyrido[1,2-b]pyridazin-5-yl]-4-methoxybenzoic acid
• CAS: 940891-82-7
• 化学式: C₂₂H₁₄F₂N₂O₅
• 分子量: 424.36
• InChiKey: ANLJUTWVKGWQHL-UHFFFAOYSA-N

物化性质

• 沸点：
  596.2±60.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  88.4
• 氢给体数：
  1
• 氢受体数：
  9

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  3-(2-(2,4-二氟苯氧基)-6-氧代-6H-吡啶并[1,2-b]吡嗪-5-基)-4-甲氧基苯甲酸 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 3-[2-(2,4-difluorophenoxy)-6-oxo-6H-pyrido[1,2-b]pyridazin-5-yl]-4-methoxy-N-propylbenzamide
  参考文献：
  名称：

  Synthesis, antimycobacterial and antibacterial activity of ciprofloxacin derivatives containing a N-substituted benzyl moiety

  摘要：

  We report herein the design and synthesis of a series of novel ciprofloxacin (CPFX) derivatives with remarkable improvement in lipophilicity by introducing a substituted benzyl moiety to the N atom on the C-7 piperazine ring of CPFX. Antimycobacterial and antibacterial activity of the newly synthesized compounds was evaluated. Results reveal that compound 4f has good in vitro activity against all of the tested Gram-positive strains including MRSA and MRSE (MICs: 0.06-32 mu g/mL) which is two to eightfold more potent than or comparable to the parent drug CPFX (MICs: 0.25-128 mu g/mL), Gram-negative bacteria P. aeruginosa (MICs: 0.5-4 mu g/mL) and M. tuberculosis H37Rv ATCC 27294 (MIC: 1 mu g/mL). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.040
• 作为产物：
  描述：

  4-甲氧基-3-甲基苯甲酸甲酯 在 N-甲基吡咯烷酮 、 N-溴代丁二酰亚胺(NBS) 、 四丁基氟化铵 、 caesium carbonate 、 sodium hydroxide 、 lithium hexamethyldisilazane 、 锌 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N-甲基吡咯烷酮 、 四氯化碳 为溶剂， 反应 7.67h， 生成 3-(2-(2,4-二氟苯氧基)-6-氧代-6H-吡啶并[1,2-b]吡嗪-5-基)-4-甲氧基苯甲酸
  参考文献：
  名称：

  Synthesis, antimycobacterial and antibacterial activity of ciprofloxacin derivatives containing a N-substituted benzyl moiety

  摘要：

  We report herein the design and synthesis of a series of novel ciprofloxacin (CPFX) derivatives with remarkable improvement in lipophilicity by introducing a substituted benzyl moiety to the N atom on the C-7 piperazine ring of CPFX. Antimycobacterial and antibacterial activity of the newly synthesized compounds was evaluated. Results reveal that compound 4f has good in vitro activity against all of the tested Gram-positive strains including MRSA and MRSE (MICs: 0.06-32 mu g/mL) which is two to eightfold more potent than or comparable to the parent drug CPFX (MICs: 0.25-128 mu g/mL), Gram-negative bacteria P. aeruginosa (MICs: 0.5-4 mu g/mL) and M. tuberculosis H37Rv ATCC 27294 (MIC: 1 mu g/mL). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.040

文献信息

• P38 kinase inhibiting agents
  申请人：Chen Meng-Hsin

  公开号：US20070129372A1

  公开（公告）日：2007-06-07

  Compounds described by the chemical formula (I) or pharmaceutically acceptable salts thereof: are inhibitors of p38 and are useful in the treatment of inflammation such as in the treatment of rheumatoid arthritis, rheumatoid spondylitis, osteoarthritis, gouty arthritis and other arthritic conditions; inflamed joints, eczema, psoriasis or other inflammatory skin conditions such as sunburn; inflammatory eye conditions including conjunctivitis; pyresis, pain and other conditions associated with inflammation.

  化学式（I）描述的化合物或其药用盐：是p38的抑制剂，可用于治疗炎症，如治疗类风湿关节炎、类风湿脊柱炎、骨关节炎、痛风性关节炎和其他关节炎症状；发炎关节、湿疹、牛皮癣或其他炎症性皮肤病症，如晒伤；包括结膜炎在内的炎症性眼部疾病；发热、疼痛和其他与炎症相关的病症。
• P38 Kinase Inhibiting Agents
  申请人：Chen Meng-Hsin

  公开号：US20090088436A1

  公开（公告）日：2009-04-02

  Compounds described by the chemical formula (I) or pharmaceutically acceptable salts thereof: are inhibitors of p38 and are useful in the treatment of inflammation such as in the treatment of rheumatoid arthritis, rheumatoid spondylitis, osteoarthritis, gouty arthritis and other arthritic conditions; inflamed joints, eczema, psoriasis or other inflammatory skin conditions such as sunburn; inflammatory eye conditions including conjunctivitis; pyresis, pain and other conditions associated with inflammation.

  化学式(I)或其药学上可接受的盐所描述的化合物：是p38的抑制剂，可用于治疗炎症，如类风湿性关节炎、类风湿性脊柱炎、骨关节炎、痛风性关节炎和其他关节炎症状；发炎的关节、湿疹、牛皮癣或其他炎症性皮肤病，如晒伤；炎症性眼部疾病，包括结膜炎；与炎症相关的发热、疼痛和其他症状。
• P38 KINASE INHIBITING AGENTS
  申请人：Merck & Co., Inc.

  公开号：EP1963314A2

  公开（公告）日：2008-09-03
• US7482345B2
  申请人：——

  公开号：US7482345B2

  公开（公告）日：2009-01-27
• [EN] P38 KINASE INHIBITING AGENTS<br/>[FR] AGENTS INHIBITEURS DE KINASE P38
  申请人：MERCK & CO INC

  公开号：WO2007067478A2

  公开（公告）日：2007-06-14

  [EN] Compounds described by the chemical formula (I) or pharmaceutically acceptable salts thereof: (I) are inhibitors of p38 and are useful in the treatment of inflammation such as in the treatment of rheumatoid arthritis, rheumatoid spondylitis, osteoarthritis, gouty arthritis and other arthritic conditions; inflamed joints, eczema, psoriasis or other inflammatory skin conditions such as sunburn; inflammatory eye conditions including conjunctivitis; pyresis, pain and other conditions associated with inflammation.
  [FR] La présente invention concerne des composés décrits par la formule chimique (I) ou des sels pharmaceutiquement acceptables de ceux-ci : (I) qui sont des inhibiteurs de p38 et sont utiles dans le traitement de l'inflammation tel que le traitement de la polyarthrite rhumatoïde, la spondylarthrite ankylosante, l'arthrose, l'arthrite goutteuse et d'autres conditions arthritiques ; les articulations enflammées, l'eczéma, le psoriasis ou d'autres conditions inflammatoires de la peau telles que l'érythème solaire ; les conditions inflammatoires oculaires comprenant la conjonctivite ; le pyrosis, la douleur et d'autres conditions associées à l'inflammation.