3-[(tert-butoxycarbonyl)sulfamoyl]benzoic acid | 1133846-14-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-[(tert-butoxycarbonyl)sulfamoyl]benzoic acid
• 英文别名: 3-[(2-Methylpropan-2-yl)oxycarbonylsulfamoyl]benzoic acid；3-[(2-methylpropan-2-yl)oxycarbonylsulfamoyl]benzoic acid
• CAS: 1133846-14-6
• 化学式: C₁₂H₁₅NO₆S
• 分子量: 301.32
• InChiKey: QQIUHPDZPJSMAI-UHFFFAOYSA-N

物化性质

• 密度：
  1.356±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  118
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (1S,2S)-1-(4-fluorophenyl)-1-(6-fluoro-pyridin-3-yl)-1,2-propanediamine 、 3-[(tert-butoxycarbonyl)sulfamoyl]benzoic acid 在 2-氯-1,3-二甲基氯化咪唑啉 、 三乙胺 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 0.33h， 以893 mg的产率得到
  参考文献：
  名称：

  Discovery of pyridone-containing imidazolines as potent and selective inhibitors of neuropeptide Y Y5 receptor

  摘要：

  A series of 2-pyridone-containing imidazoline derivatives was synthesized and evaluated as neuropeptide Y Y5 receptor antagonists. Optimization of the 2-pyridone structure on the 2-position of the imidazoline ring led to identification of 1-(difluoromethyl)-5-[(4S,5S)-4-(4-fluorophenyl)-4-(6-fluoropyridin- 3-yl)-5-methyl-4,5-dihydro-1H-imidazol-2-yl] pyridin-2(1H)-one (7m). Compound 7m displayed statistically significant inhibition of food intake in an agonist-induced food intake model in SD rats and no adverse cardiovascular effects in anesthetized dogs. In addition, markedly higher brain penetrability and a lower plasma Occ90 value were observed in P-gp-deficient mdr1a (-/-) mice compared to mdr1a (+/+) mice after oral administration of 7m. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.05.069

文献信息

• Discovery of pyridone-containing imidazolines as potent and selective inhibitors of neuropeptide Y Y5 receptor
  作者：Makoto Ando、Nagaaki Sato、Tsuyoshi Nagase、Keita Nagai、Shiho Ishikawa、Hirobumi Takahashi、Norikazu Ohtake、Junko Ito、Mioko Hirayama、Yuko Mitobe、Hisashi Iwaasa、Akira Gomori、Hiroko Matsushita、Kiyoshi Tadano、Naoko Fujino、Sachiko Tanaka、Tomoyuki Ohe、Akane Ishihara、Akio Kanatani、Takehiro Fukami

  DOI：10.1016/j.bmc.2009.05.069

  日期：2009.8

  A series of 2-pyridone-containing imidazoline derivatives was synthesized and evaluated as neuropeptide Y Y5 receptor antagonists. Optimization of the 2-pyridone structure on the 2-position of the imidazoline ring led to identification of 1-(difluoromethyl)-5-[(4S,5S)-4-(4-fluorophenyl)-4-(6-fluoropyridin- 3-yl)-5-methyl-4,5-dihydro-1H-imidazol-2-yl] pyridin-2(1H)-one (7m). Compound 7m displayed statistically significant inhibition of food intake in an agonist-induced food intake model in SD rats and no adverse cardiovascular effects in anesthetized dogs. In addition, markedly higher brain penetrability and a lower plasma Occ90 value were observed in P-gp-deficient mdr1a (-/-) mice compared to mdr1a (+/+) mice after oral administration of 7m. (C) 2009 Elsevier Ltd. All rights reserved.