3-氯-N-(4,6-二甲基-2-吡啶基)苯甲酰胺 | 94843-57-9

• 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: 3-氯-N-(4,6-二甲基-2-吡啶基)苯甲酰胺
• 英文名称: N-(4,6-dimethyl-2-pyridinyl)-3-chlorobenzamide
• 英文别名: 3-chloro-N-(4,6-dimethylpyridin-2-yl)benzamide
• CAS: 94843-57-9
• 化学式: C₁₄H₁₃ClN₂O
• mdl: MFCD01351480
• 分子量: 260.723
• InChiKey: XBKSAWQCFGREFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  3-氯-N-(4,6-二甲基-2-吡啶基)苯甲酰胺 在 吡啶 、 tetraphosphorus decasulfide 作用下， 反应 0.17h， 以73%的产率得到3-Chloro-N-(4,6-dimethyl-pyridin-2-yl)-thiobenzamide
  参考文献：
  名称：

  Non-carboxylic antiinflammatory compounds. III. N-(4,6-Dimethylpyridin-2-yl)arylcarboxamides and arylthiocarboxamides acting as brain edema inhibitors

  摘要：

  Pharmacomodulation of the non-carboxylic NSAID N-(4,6-dimethylpyridin-2-yl)benzamide 1 led to the synthesis of structurally related furan, thiophene and pyrrole carboxamides 3-14. The derivatives benzenethiocarboxamides 15-18 and heteroaryl-thiocarboxamides 19-22 were also prepared by oxygen/sulfur exchange; this reaction was more efficiently carried out by P4S10 than by Lawesson's reagent. The 20 synthesized compounds were evaluated against peripheral edema by a foot-pad carrageenin-induced edema test. Amides 3-5, 8, 9, 11, 12 and 14 were most active, exhibiting > 90% inhibition after oral administration of 0.8 mmol . kg(-1). Two amides, 3 and 5, were selected for evaluation of their inhibitory activity in PLA(2)-induced brain edema and were found to be more potent than dexamethasone after LP administration.

  DOI：

  10.1016/0223-5234(96)88310-3
• 作为产物：
  描述：

  2-氨基-4,6-二甲基吡啶 、 3-氯苯甲酰氯 在 三乙胺 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 以72%的产率得到3-氯-N-(4,6-二甲基-2-吡啶基)苯甲酰胺
  参考文献：
  名称：

  N-（4,6-二甲基-2-吡啶基）苯甲酰胺的合成及其中心多巴胺能作用。

  摘要：

  合成了N-（4,6-二甲基-2-吡啶基）苯甲酰胺1-24和相应的三级衍生物29-33，并通过测试它们对幼稚和再固定化小鼠运动的影响来研究其对多巴胺的抑制作用。与原丙酰胺不同，它们没有显示出任何抗多巴胺能的特性，但是一些二级衍生物反而显示了突触后多巴胺能激动作用。随后研究了后一种化合物对利血平诱导的运动障碍的阿扑吗啡逆转以及对大鼠脑HVA水平的影响。化合物11在6-羟基多巴胺损伤的小鼠中引起的相反盘旋表明涉及直接机制。

  DOI：

  10.1021/jm50001a004

文献信息

• COMPOSITIONS AND METHODS FOR TREATMENT OF VIRAL DISEASES
  申请人：Johansen Lisa M.

  公开号：US20100009970A1

  公开（公告）日：2010-01-14

  The present invention features compositions, methods, and kits useful in the treatment of viral diseases. In certain embodiments, the viral disease is caused by a single stranded RNA virus, a flaviviridae virus, or a hepatic virus. In particular embodiments, the viral disease is viral hepatitis (e.g., hepatitis A, hepatitis B, hepatitis C, hepatitis D, hepatitis E) and the agent or combination of agents includes sertraline, a sertraline analog, UK-416244, or a UK-416244 analog. Also featured are screening methods for identification of novel compounds that may be used to treat a viral disease.

  本发明涉及用于治疗病毒性疾病的组合物、方法和试剂盒。在某些实施方式中，病毒性疾病是由单链RNA病毒、黄病毒科病毒或肝病毒引起的。在特定实施方式中，病毒性疾病是病毒性肝炎（例如甲型肝炎、乙型肝炎、丙型肝炎、丁型肝炎、戊型肝炎），药剂或药剂组合包括舍曲林、舍曲林类似物、UK-416244或UK-416244类似物。还包括用于鉴定可用于治疗病毒性疾病的新化合物的筛选方法。
• Non-acidic antiinflammatory compounds II. Synthesis and activity of 6-amino-2,4-lutidine derivatives
  作者：J ROBERT、S ROBERTPIESSARD、M DUFLOS、G LEBAUT、E KHETTAB、N GRIMAUD、J PETIT、L WELIN

  DOI：10.1016/0223-5234(94)90107-4

  日期：——

  Benzamides I, phenylalkanamides II and cinnamamides III are structurally related to the antiinflammatory N-(4,6-dimethylpyridin-2-yl)benzamide 1. These were synthesized and the transformation of the 2-aminopyridine nucleus of benzamides I into a 2-imino-1,2-dihydropyridine structure (compounds IV) was also carried out. Of the 49 new derivatives, the 3-fluorobenzamide 9 was the most potent in the oral treatment of carrageenen-induced peripheral edema; IC50 = 12.2 mg.kg(-1). It was 3 times as active as benzamide 1, but the latter nevertheless had a better therapeutic index (LD(50)/IC50) of 52 against 23. Benzamide 1, a non-acidic antiinflammatory compound devoid of any blocking activity on cyclooxygenase, markedly reduces the production of reactive oxygen species in rat peritoneal macrophages. This compound probably acts at the membrane, perhaps by interference with transmembrane events.
• Non-acidic anti-inflammatory compounds: activity of N-(4,6-dimethyl-2-pyridinyl) benzamides and derivatives
  作者：Sylvie Robert-Piessard、Guillaume Le Baut、Jacqueline Courant、Jean-Daniel Brion、Louis Sparfel、Saïd Bouhayat、Jean-Yves Petit、René-Yann Sanchez、Marcel Juge、Nicole Grimaud、Lucien Welin

  DOI：10.1016/0223-5234(90)90159-z

  日期：1990.2
• ROBERT-PIESSARD, SYLVIE;LE, BAUT GUILLAUME;COURANT, JACQUELINE;BRION, JEA+, EUR. J. MED. CHEM., 25,(1990) N, C. 9-19
  作者：ROBERT-PIESSARD, SYLVIE、LE, BAUT GUILLAUME、COURANT, JACQUELINE、BRION, JEA+

  DOI：——

  日期：——
• BOUHAYAT, SAID;PIESSARD, S.;LE, BAUT, G.;SPARFEL, L.;PETIT, J. -Y.;PIRIOU+, J. MED. CHEM., 1985, 28, N 5, 555-559
  作者：BOUHAYAT, SAID、PIESSARD, S.、LE, BAUT, G.、SPARFEL, L.、PETIT, J. -Y.、PIRIOU+

  DOI：——

  日期：——