(2-氨基甲酰基-5-氯苯基)硼酸 | 1313617-51-4

• 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: (2-氨基甲酰基-5-氯苯基)硼酸
• 中文别名: 2-氨基甲酰基-5-氯苯基硼酸
• 英文名称: (2-Carbamoyl-5-chlorophenyl)boronic acid
• CAS: 1313617-51-4
• 化学式: C₇H₇BClNO₃
• mdl: MFCD18311844
• 分子量: 199.401
• InChiKey: ANUCOOWCIFLMDP-UHFFFAOYSA-N

物化性质

• 沸点：
  411.5±55.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.81
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.6
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340+P312,P305+P351+P338,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H315,H319,H335

反应信息

• 作为反应物：
  描述：

  (2-氨基甲酰基-5-氯苯基)硼酸 、 、 4-三氟甲氧基苯硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 水 、 碳酸氢钠 作用下， 以 乙二醇二甲醚 为溶剂， 生成 3-[[4-[1-[3-(2-Carbamoyl-5-chlorophenyl)-6-[4-(trifluoromethoxy)phenyl]indazol-1-yl]ethyl]benzoyl]amino]propanoic acid
  参考文献：
  名称：

  A novel series of indazole-/indole-based glucagon receptor antagonists

  摘要：

  A novel, potent series of glucagon receptor antagonists (GRAs) was discovered. These indazole-and indole-based compounds were designed on an earlier pyrazole-based GRA lead MK-0893. Structure-activity relationship (SAR) studies were focused on the C3 and C6 positions of the indazole core, as well as the benzylic position on the N-1 of indazole. Multiple potent GRAs were identified with excellent in vitro profiles and good pharmacokinetics in rat. Among them, GRA 16d was found to be orally active in blunting glucagon induced glucose excursion in an acute glucagon challenge model in glucagon receptor humanized (hGCGR) mice at 1, 3 and 10 mg/kg (mpk), and significantly lowered acute glucose levels in hGCGR ob/ob mice at 3 mpk dose. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.08.015

文献信息

• A novel series of indazole-/indole-based glucagon receptor antagonists
  作者：Songnian Lin、Fengqi Zhang、Guoqiang Jiang、Sajjad A. Qureshi、Xiaodong Yang、Gary G. Chicchi、Laurie Tota、Alka Bansal、Edward Brady、Maria Trujillo、Gino Salituro、Corey Miller、James R. Tata、Bei B. Zhang、Emma R. Parmee

  DOI：10.1016/j.bmcl.2015.08.015

  日期：2015.10

  A novel, potent series of glucagon receptor antagonists (GRAs) was discovered. These indazole-and indole-based compounds were designed on an earlier pyrazole-based GRA lead MK-0893. Structure-activity relationship (SAR) studies were focused on the C3 and C6 positions of the indazole core, as well as the benzylic position on the N-1 of indazole. Multiple potent GRAs were identified with excellent in vitro profiles and good pharmacokinetics in rat. Among them, GRA 16d was found to be orally active in blunting glucagon induced glucose excursion in an acute glucagon challenge model in glucagon receptor humanized (hGCGR) mice at 1, 3 and 10 mg/kg (mpk), and significantly lowered acute glucose levels in hGCGR ob/ob mice at 3 mpk dose. (C) 2015 Elsevier Ltd. All rights reserved.