2,4,6-trimethylbenzenesulfonic acid compound with (3-fluoropyridin-1-ium-1-yl)amide (1:1) | 104642-45-7

• 英文名称: 2,4,6-trimethylbenzenesulfonic acid compound with (3-fluoropyridin-1-ium-1-yl)amide (1:1)
• CAS: 104642-45-7
• 化学式: C₅H₅FN₂*C₉H₁₂O₃S
• 分子量: 312.365
• InChiKey: YJYFFRIBASWYGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  苯甲酰氯 、 2,4,6-trimethylbenzenesulfonic acid compound with (3-fluoropyridin-1-ium-1-yl)amide (1:1) 在 sodium hydroxide 作用下， 反应 24.0h， 生成 N-Benzoylimino-3-fluor-pyridiniumylid
  参考文献：
  名称：

  Synthesis of N-(3,6-dihydro-1(2H)-pyridinyl)benzamides with hyperglycemic-hypoglycemic activity

  摘要：

  A group of N-(3,6-dihydro-1(2H)-pyridinyl)benzamides 7 were synthesized to determine the effect that the position and physicochemical properties of substituents attached to the heterocyclic ring have on blood glucose levels. 5-Methyl-N-(3,6-dihydro-1(2H)-pyridinyl)benzamide 7b was the most active hyperglycemic agent, elevating blood glucose 124% and 116% at 2 and 4 h, respectively, after a 100 mg/kg po dose. The most active hypoglycemic agent was the 4-acetyl analogue 7o, which was about 50% as active as chlorpropamide, lowering blood glucose 19% at 4 h after a 100 mg/kg po dose. A correlation between blood glucose levels and the partition coefficient P was not observed.

  DOI：

  10.1021/jm00384a018
• 作为产物：
  描述：

  3-氟吡啶 、 2,4,6-三甲基苯磺酰羟胺 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 2,4,6-trimethylbenzenesulfonic acid compound with (3-fluoropyridin-1-ium-1-yl)amide (1:1)
  参考文献：
  名称：

  Synthesis of N-(3,6-dihydro-1(2H)-pyridinyl)benzamides with hyperglycemic-hypoglycemic activity

  摘要：

  A group of N-(3,6-dihydro-1(2H)-pyridinyl)benzamides 7 were synthesized to determine the effect that the position and physicochemical properties of substituents attached to the heterocyclic ring have on blood glucose levels. 5-Methyl-N-(3,6-dihydro-1(2H)-pyridinyl)benzamide 7b was the most active hyperglycemic agent, elevating blood glucose 124% and 116% at 2 and 4 h, respectively, after a 100 mg/kg po dose. The most active hypoglycemic agent was the 4-acetyl analogue 7o, which was about 50% as active as chlorpropamide, lowering blood glucose 19% at 4 h after a 100 mg/kg po dose. A correlation between blood glucose levels and the partition coefficient P was not observed.

  DOI：

  10.1021/jm00384a018

文献信息

• 吡唑[1,5-a]并吡啶-3-羧酸衍生物的合成
  申请人：重庆大学

  公开号：CN109232565A

  公开（公告）日：2019-01-18

  吡唑[1，5‑a]并吡啶‑3‑羧酸衍生物的合成，属于有机合成领域，本发明采用三甲基磺酰氯为原料与叔丁氧羰基羟胺反应得化合物3，然后与三氟乙酸反应得化合物4的混合液，不进行分离、洗涤、干燥，直接将混合液与吡嗪反应得化合物6，继续丙炔酸乙酯反应，反应后的水相经乙酸乙酯萃取，萃取后的有机提取物用无水MgSO4进行干燥并蒸发，剩余的残渣溶进行重结晶(乙酸乙酯、甲苯或石油醚)、分离、洗涤、干燥得化合物8，进一步与NaOH反应得化合物9。该路线第二步与第三步连投，不仅降低了过程的危险性，且收率超过70％。无论原料是否为对称结构，都能准确地得到目标产物，适合工业化生产。