5-(4-methylphenyl)tetrazolo[1,5-a]quinoline-4-carboxylic acid | 943240-99-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 5-(4-methylphenyl)tetrazolo[1,5-a]quinoline-4-carboxylic acid
• 英文别名: 5-(4-Methylphenyl)tetrazolo[1,5-a]quinoline-4-carboxylic acid
• CAS: 943240-99-1
• 化学式: C₁₇H₁₂N₄O₂
• 分子量: 304.308
• InChiKey: JJASRYNQLYCXNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  80.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(4-methylphenyl)tetrazolo[1,5-a]quinoline-4-carboxylic acid 在 氯化亚砜 作用下， 反应 3.0h， 生成
  参考文献：
  名称：

  Design, synthesis, and structure–affinity relationship studies in NK1 receptor ligands based on azole-fused quinolinecarboxamide moieties

  摘要：

  The substituent in position 2 of the quinoline nucleus of NK(1) receptor ligands 5 has been constrained into different five-membered heterocyclic moieties in order to obtain information on the binding site pocket interacting with this apparently critical portion of ligands 5. This structure-affinity relationship study led to the discovery of novel tricyclic NK(1) receptor ligands 6 showing affinity in the nanomolar range to the sub-micromolar one. The systematic structure variation suggests that electronic features of the tricyclic moiety play a role in modulating the interaction of these amide derivatives with their receptor. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.067
• 作为产物：
  描述：

  ethyl 5-(4-methylphenyl)tetrazolo[1,5-a]quinoline-4-carboxylate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以83%的产率得到5-(4-methylphenyl)tetrazolo[1,5-a]quinoline-4-carboxylic acid
  参考文献：
  名称：

  Design, synthesis, and structure–affinity relationship studies in NK1 receptor ligands based on azole-fused quinolinecarboxamide moieties

  摘要：

  The substituent in position 2 of the quinoline nucleus of NK(1) receptor ligands 5 has been constrained into different five-membered heterocyclic moieties in order to obtain information on the binding site pocket interacting with this apparently critical portion of ligands 5. This structure-affinity relationship study led to the discovery of novel tricyclic NK(1) receptor ligands 6 showing affinity in the nanomolar range to the sub-micromolar one. The systematic structure variation suggests that electronic features of the tricyclic moiety play a role in modulating the interaction of these amide derivatives with their receptor. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.067

文献信息

• [EN] HETEROTRICYCLIC AMIDE DERIVATIVES AS NEUROKININ-l (NKl) RECEPTOR LIGANDS<br/>[FR] DERIVES D'AMIDE HETEROTRICYCLIQUES EN TANT QUE LIGANDS DU RECEPTEUR DE NEUROKININE-1 (NK1)
  申请人：UNIV SIENA

  公开号：WO2007074491A1

  公开（公告）日：2007-07-05

  (EN) The present invention relates to compounds of formula 1, method of preparation and uses thereof.(FR) La présente invention concerne des composés de formule 1, ainsi que leur procédé de fabrication et leurs utilisations.

  本发明涉及公式1的化合物，其制备方法和用途。
• Design, synthesis, and structure–affinity relationship studies in NK1 receptor ligands based on azole-fused quinolinecarboxamide moieties
  作者：Andrea Cappelli、Germano Giuliani、Maurizio Anzini、Daniela Riitano、Gianluca Giorgi、Salvatore Vomero

  DOI：10.1016/j.bmc.2008.05.067

  日期：2008.7

  The substituent in position 2 of the quinoline nucleus of NK(1) receptor ligands 5 has been constrained into different five-membered heterocyclic moieties in order to obtain information on the binding site pocket interacting with this apparently critical portion of ligands 5. This structure-affinity relationship study led to the discovery of novel tricyclic NK(1) receptor ligands 6 showing affinity in the nanomolar range to the sub-micromolar one. The systematic structure variation suggests that electronic features of the tricyclic moiety play a role in modulating the interaction of these amide derivatives with their receptor. (c) 2008 Elsevier Ltd. All rights reserved.