2-(4-fluorophenyl)-4,6-dimethylnicotinonitrile | 913195-54-7

• 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
• 英文名称: 2-(4-fluorophenyl)-4,6-dimethylnicotinonitrile
• 英文别名: 2-(4-Fluorophenyl)-4,6-dimethylpyridine-3-carbonitrile；2-(4-fluorophenyl)-4,6-dimethylpyridine-3-carbonitrile
• CAS: 913195-54-7
• 化学式: C₁₄H₁₁FN₂
• 分子量: 226.253
• InChiKey: YMOLJGNXHSMIJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  36.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-fluorophenyl)-4,6-dimethylnicotinonitrile 、 N,N-二甲基甲酰胺二甲基缩醛 在 硫酸 作用下， 生成 8-(4-fluorophenyl)-6-methyl-2H-[2,7]naphthyridin-1-one
  参考文献：
  名称：

  Synthesized pyridine compound derivatives decreased TNF alpha and adhesion molecules and ameliorated HSV-induced inflammation in a mouse model

  摘要：

  Synthesized pyridine compound derivatives (SK94, SK126) from a natural lead source were administered to mice to test for possible anti-TNF alpha and anti-inflammatory activities. Lipopolysaccharide (LPS)-induced TNF alpha production was analyzed in the endothelial cells, Raw 264.7 cells, and serum of normal mice after treatment with SK compounds. These compounds were also orally administered to a herpes simplex virus (HSV)-induced Behcet's disease mouse model to investigate their anti-inflammatory therapeutic effect. TNF alpha production was inhibited in a dose-dependent manner in the SK94 treated cells. E-selectin, VCAM-1, and ICAM-1 mRNA levels were also down-regulated. Treatment with 30 mg/kg SK94 inhibited 55% of the TNF alpha production in LPS challenged Balb/c mice (n = 8). SK94 and SK126 were administered to the Behcet's disease-like mice for five consecutive days and SK94 improved in five out of six mice (83%), while it only improved in one out of nine mice (11%) in the pH 1.2 saline (artificial gastric juice) group (P<0.005), four out of ten mice (40%) in the thalidomide group (P<0.05), and six out of seven (86%) in the SK126 group (P<0.005). Soluble ICAM-1 was inhibited by 23.8% in the sera of SK94 treated mice and by 34.6% in SK126 treated mice when compared to artificial gastric juice. Based on these findings, SK compounds could be candidates for clinical trials. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ejphar.2011.01.062

文献信息

• Synthesized pyridine compound derivatives decreased TNF alpha and adhesion molecules and ameliorated HSV-induced inflammation in a mouse model
  作者：Bunsoon Choi、Joohyon Kim、Eun-So Lee、Dongsik Bang、Seonghyang Sohn

  DOI：10.1016/j.ejphar.2011.01.062

  日期：2011.4

  Synthesized pyridine compound derivatives (SK94, SK126) from a natural lead source were administered to mice to test for possible anti-TNF alpha and anti-inflammatory activities. Lipopolysaccharide (LPS)-induced TNF alpha production was analyzed in the endothelial cells, Raw 264.7 cells, and serum of normal mice after treatment with SK compounds. These compounds were also orally administered to a herpes simplex virus (HSV)-induced Behcet's disease mouse model to investigate their anti-inflammatory therapeutic effect. TNF alpha production was inhibited in a dose-dependent manner in the SK94 treated cells. E-selectin, VCAM-1, and ICAM-1 mRNA levels were also down-regulated. Treatment with 30 mg/kg SK94 inhibited 55% of the TNF alpha production in LPS challenged Balb/c mice (n = 8). SK94 and SK126 were administered to the Behcet's disease-like mice for five consecutive days and SK94 improved in five out of six mice (83%), while it only improved in one out of nine mice (11%) in the pH 1.2 saline (artificial gastric juice) group (P<0.005), four out of ten mice (40%) in the thalidomide group (P<0.05), and six out of seven (86%) in the SK126 group (P<0.005). Soluble ICAM-1 was inhibited by 23.8% in the sera of SK94 treated mice and by 34.6% in SK126 treated mice when compared to artificial gastric juice. Based on these findings, SK compounds could be candidates for clinical trials. (C) 2011 Elsevier B.V. All rights reserved.