N-(2-butoxy-4-(3-(diethylamino)propoxy)phenyl)-3-(4-(4-chlorophenoxy)phenyl)-1-ethyl-1H-pyrazole-5-carboxamide | 1609174-10-8

• 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: N-(2-butoxy-4-(3-(diethylamino)propoxy)phenyl)-3-(4-(4-chlorophenoxy)phenyl)-1-ethyl-1H-pyrazole-5-carboxamide
• 英文别名: N-[2-butoxy-4-[3-(diethylamino)propoxy]phenyl]-5-[4-(4-chlorophenoxy)phenyl]-2-ethylpyrazole-3-carboxamide
• CAS: 1609174-10-8
• 化学式: C₃₅H₄₃ClN₄O₄
• 分子量: 619.204
• InChiKey: JTCNJOMLJOKABH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  44
• 可旋转键数：
  17
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  77.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-丁氧基-4-氟-1-硝基苯 在 tin(II) chloride dihdyrate 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 mineral oil 为溶剂， 反应 28.0h， 生成 N-(2-butoxy-4-(3-(diethylamino)propoxy)phenyl)-3-(4-(4-chlorophenoxy)phenyl)-1-ethyl-1H-pyrazole-5-carboxamide
  参考文献：
  名称：

  Pyrazole-5-carboxamides, novel inhibitors of receptor for advanced glycation end products (RAGE)

  摘要：

  In an effort to develop novel inhibitors of receptor for advanced glycation end products (RAGE) for the treatment of Alzheimer's disease, a series of pyrazole-5-carboxamides were designed, synthesized and biologically evaluated. Analyses of the extensive structure activity relationship (SAR) led us to identify a 4-fluorophenoxy analog (40) that exhibited improved in vitro RAGE inhibitory activity and more favorable aqueous solubility than the parent 2-aminopyrimidine, 1. Surface plasmon resonance (SPR) and molecular docking study strongly supported the RAGE inhibitory activity of pyrazole-5-carboxamides. The brain A beta-lowering effect of 40 is also described. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.03.072

文献信息

• Pyrazole-5-carboxamides, novel inhibitors of receptor for advanced glycation end products (RAGE)
  作者：Young Taek Han、Kyeojin Kim、Gyeong-In Choi、Hongchan An、Dohyun Son、Hee Kim、Hee-Jin Ha、Jun-Hyeng Son、Suk-Jae Chung、Hyun-Ju Park、Jeewoo Lee、Young-Ger Suh

  DOI：10.1016/j.ejmech.2014.03.072

  日期：2014.5

  In an effort to develop novel inhibitors of receptor for advanced glycation end products (RAGE) for the treatment of Alzheimer's disease, a series of pyrazole-5-carboxamides were designed, synthesized and biologically evaluated. Analyses of the extensive structure activity relationship (SAR) led us to identify a 4-fluorophenoxy analog (40) that exhibited improved in vitro RAGE inhibitory activity and more favorable aqueous solubility than the parent 2-aminopyrimidine, 1. Surface plasmon resonance (SPR) and molecular docking study strongly supported the RAGE inhibitory activity of pyrazole-5-carboxamides. The brain A beta-lowering effect of 40 is also described. (C) 2014 Elsevier Masson SAS. All rights reserved.