3-[(4-methylphenyl)amino]-4-nitropyridin-1-ium-1-olate | 13959-40-5

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 3-[(4-methylphenyl)amino]-4-nitropyridin-1-ium-1-olate
• 英文别名: N-(4-methylphenyl)-4-nitro-1-oxidopyridin-1-ium-3-amine
• CAS: 13959-40-5
• 化学式: C₁₂H₁₁N₃O₃
• 分子量: 245.238
• InChiKey: JUBKQZJPLAIMSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  83.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[(4-methylphenyl)amino]-4-nitropyridin-1-ium-1-olate 在 甲酸铵 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以65.6%的产率得到3-N-(4-methylphenyl)pyridine-3,4-diamine
  参考文献：
  名称：

  [EN] IMIDAZO[4,5-C]PYRIDINE AND PYRROLO[2,3-C]PYRIDINE DERIVATIVES AS SSAO INHIBITORS
  [FR] DÉRIVÉS D'IMIDAZO[4,5-C]PYRIDINE ET DE PYRROLO[2,3-C]PYRIDINE EN TANT QU'INHIBITEURS SSAO

  摘要：

  式(I)的化合物是半羧肼敏感胺氧化酶（SSAO）活性的抑制剂，可用于治疗炎症、炎症性疾病、免疫或自身免疫性疾病，或抑制肿瘤生长。

  公开号：

  WO2014140592A1
• 作为产物：
  描述：

  3-溴-4-硝基吡啶-N-氧化物 、 乙烷,三氯氟- 以 乙醇 为溶剂， 反应 12.0h， 以76%的产率得到3-[(4-methylphenyl)amino]-4-nitropyridin-1-ium-1-olate
  参考文献：
  名称：

  Pyridine Analogues of Nimesulide: Design, Synthesis, and in Vitro and in Vivo Pharmacological Evaluation as Promising Cyclooxygenase 1 and 2 Inhibitors

  摘要：

  Nonsteroidal anti-inflammatory drugs (NSAIDs) represent one of the most prescribed medications, although the chronic use of such pharmacological agents is commonly associated with numerous side effects. The demonstration that the use of COX-2 selective or preferential inhibitors is associated with a better tolerability opened new horizons in the search of safer drugs for the management of inflammation. In the present study, we report the synthesis and the pharmacological evaluation of pyridine analogues of nimesulide, a COX-2 preferential inhibitor. The cyclooxygenases (COXs) inhibitory activities were evaluated in vitro using a human whole blood model. According to the in vitro results, a selection of compounds exhibiting moderate to high COX-2/COX-1 selectivity ratio (from weak COX-2 preferential inhibitors to compounds displaying a celecoxib-like selectivity profile) were further evaluated in vivo in a model of A carrageenan-induced pleurisy in rats. Some of the selected compounds displayed similar or improved anti-inflammatory properties when compared to nimesulide and celecoxib.

  DOI：

  10.1021/jm900702b

文献信息

• [EN] IMIDAZO[4,5-C]PYRIDINE AND PYRROLO[2,3-C]PYRIDINE DERIVATIVES AS SSAO INHIBITORS<br/>[FR] DÉRIVÉS D'IMIDAZO[4,5-C]PYRIDINE ET DE PYRROLO[2,3-C]PYRIDINE EN TANT QU'INHIBITEURS SSAO
  申请人：PROXIMAGEN LTD

  公开号：WO2014140592A1

  公开（公告）日：2014-09-18

  The compounds of formula (I) are inhibitors of semicarbazide- sensitive amine oxidase (SSAO) activity useful in the treatment of inflammation, an inflammatory disease, an immune or an autoimmune disorder, or inhibition of tumour growth.

  式(I)的化合物是半羧肼敏感胺氧化酶（SSAO）活性的抑制剂，可用于治疗炎症、炎症性疾病、免疫或自身免疫性疾病，或抑制肿瘤生长。
• NEW COMPOUNDS
  申请人：Proximagen Limited

  公开号：US20150258101A1

  公开（公告）日：2015-09-17

  The present invention provides certain compounds according to formula (I) which are inhibitors of SSAO activity wherein V, W, X, Y, Z, R 1 and R 2 are as defined in the specification.

  本发明提供了一些按照式(I)的化合物，这些化合物是SSAO活性的抑制剂，其中V、W、X、Y、Z、R1和R2如规范中所定义。
• [EN] IMIDAZO[4,5-C]PYRIDINE DERIVED SSAO INHIBITORS<br/>[FR] INHIBITEURS D'UNE SSAO DÉRIVÉS D'UNE IMIDAZO[4,5-C]PYRIDINE
  申请人：PROXIMAGEN LTD

  公开号：WO2016042332A1

  公开（公告）日：2016-03-24

  A compound of formula (I) or a pharmaceutically acceptable salt, or N-oxide thereof and the use of the same in therapy: wherein Z, Y, R1, W, V, and R3 are as defined in claim 1.

  化合物的公式（I）或其药用盐，或N-氧化物及其在治疗中的应用：其中Z、Y、R1、W、V和R3如权利要求1中定义的。
• IMIDAZO[4,5-C]PYRIDINE AND PYRROLO[2,3-C]PYRIDINE DERIVATIVES AS SSAO INHIBITORS
  申请人：PROXIMAGEN LIMITED

  公开号：US20160046622A1

  公开（公告）日：2016-02-18

  The compounds of formula (I) are inhibitors of semicarbazide-sensitive amine oxidase (SSAO) activity useful in the treatment of inflammation, an inflammatory disease, an immune or an autoimmune disorder, or inhibition of tumour growth.

  式(I)的化合物是半卡巴肼敏感胺氧化酶（SSAO）活性的抑制剂，可用于治疗炎症、炎症性疾病、免疫或自身免疫性疾病，或抑制肿瘤生长。
• Substituted imidazo[4,5-c]pyridines as SSAO inhibitors
  申请人：Proximagen Limited

  公开号：US10065954B2

  公开（公告）日：2018-09-04

  Specific compounds of formula (Ia): and pharmaceutically acceptable salts thereof. Pharmaceutical compositions of the specific compounds of formula (Ia) and pharmaceutically acceptable salts thereof. A method for inhibiting tumor growth in a subject that includes administering to the subject an effective amount of a compound selected from the specific compounds of formula (Ia) and pharmaceutically acceptable salts thereof. A method for modulating semicarbazide-sensitive amine oxidase activity in a subject that includes administering to the subject an effective amount of a compound selected from the specific compounds of formula (Ia) and pharmaceutically acceptable salts thereof.

  式 (Ia) 的特定化合物： 及其药学上可接受的盐类。式（Ia）的特定化合物及其药学上可接受的盐的药物组合物。一种抑制受试者肿瘤生长的方法，包括向受试者施用有效量的选自式(Ia)特定化合物及其药学上可接受的盐的化合物。一种调节受试者体内对氨基脲敏感的胺氧化酶活性的方法，包括向受试者施用有效量的选自式(Ia)特定化合物及其药学上可接受的盐的化合物。