3-chloro-4-[3-(4-chloroanilino)-3-oxopropyl]-5-[(5-propan-2-yl-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridine-2-carbonyl)amino]benzoic acid | 1070886-33-7

• 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-chloro-4-[3-(4-chloroanilino)-3-oxopropyl]-5-[(5-propan-2-yl-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridine-2-carbonyl)amino]benzoic acid
• CAS: 1070886-33-7
• 化学式: C₂₆H₂₆Cl₂N₄O₄S
• 分子量: 561.489
• InChiKey: ZSWWTEQGMPHIOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  140
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,5-二硝基-4-甲基苯甲酸甲酯 在 copper(I) oxide 、 盐酸 、 iron(III) chloride 、 N-溴代丁二酰亚胺(NBS) 、 亚硝酸特丁酯 、 (PhCOO)2O 、 水 、 铁粉 、 sodium hydride 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 copper dichloride 、 lithium hydroxide 、 锌 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 四氯化碳 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 166.17h， 生成 3-chloro-4-[3-(4-chloroanilino)-3-oxopropyl]-5-[(5-propan-2-yl-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridine-2-carbonyl)amino]benzoic acid
  参考文献：
  名称：

  Orally active zwitterionic factor Xa inhibitors with long duration of action

  摘要：

  We have optimized 2-aminomethylphenylamine derivative as a factor Xa inhibitor. Several polar functional groups were introduced in the central phenyl ring, and we focused on zwitter ionic compound showing continuous inhibitory activity in oral administration test. In vitro and oral activities were improved by optimization of S1 and S4 ligands. Incorporating the interaction with S1-beta pocket enhanced in vitro factor Xa inhibitory activity to less than 1 nM. Many zwitter ionic compounds showed long duration of action and potent inhibitory activity and high AUC values in oral administration tests to monkeys. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.021

文献信息

• Orally active zwitterionic factor Xa inhibitors with long duration of action
  作者：Akiyoshi Mochizuki、Tsutomu Nagata、Hideyuki Kanno、Daisuke Takano、Masamichi Kishida、Makoto Suzuki、Toshiharu Ohta

  DOI：10.1016/j.bmcl.2011.10.021

  日期：2011.12

  We have optimized 2-aminomethylphenylamine derivative as a factor Xa inhibitor. Several polar functional groups were introduced in the central phenyl ring, and we focused on zwitter ionic compound showing continuous inhibitory activity in oral administration test. In vitro and oral activities were improved by optimization of S1 and S4 ligands. Incorporating the interaction with S1-beta pocket enhanced in vitro factor Xa inhibitory activity to less than 1 nM. Many zwitter ionic compounds showed long duration of action and potent inhibitory activity and high AUC values in oral administration tests to monkeys. (C) 2011 Elsevier Ltd. All rights reserved.