[5-(4-Chloro-benzyl)-3-methyl-6-oxo-6H-pyridazin-1-yl]-acetic acid ethyl ester | 75256-56-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [5-(4-Chloro-benzyl)-3-methyl-6-oxo-6H-pyridazin-1-yl]-acetic acid ethyl ester
• 英文别名: ethyl 2-[5-[(4-chlorophenyl)methyl]-3-methyl-6-oxopyridazin-1-yl]acetate
• CAS: 75256-56-3
• 化学式: C₁₆H₁₇ClN₂O₃
• 分子量: 320.776
• InChiKey: MVQCFQRIVQBFHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  59
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [5-(4-Chloro-benzyl)-3-methyl-6-oxo-6H-pyridazin-1-yl]-acetic acid ethyl ester 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 [5-(4-Chloro-benzyl)-3-methyl-6-oxo-6H-pyridazin-1-yl]-acetic acid
  参考文献：
  名称：

  6-Methyl-2,4-Disubstituted Pyridazin-3(2H)-ones: A Novel Class of Small-Molecule Agonists for Formyl Peptide Receptors

  摘要：

  Following a ligand-based drug design approach, a potent mixed formyl peptide receptor I (FPR1) and formyl peptide receptor-like I (FPRL1) agonist (14a) and a potent and specific FPRL1 agonist (14x) were identified. These compounds belong to a large series of pyridazin-3(2H)-one derivatives substituted with methyl group at position 6 and a methoxy benzyl at position 4. At position 2, an acetamide side chain is essential for activity. Likewise, the presence of lipophilic and/or electronegative substituents in the position para to the aryl group at the end of the chain plays a critical role for activity. Affinity for FPR1 receptors was evaluated by measuring intracellular calcium flux in HL-60 cells transfected with FPR1, FPRL1, and FPRL2, Agonists were able to activate intracellular calcium mobilization and chemotaxis in human neutrophils. The most potent chemotactic agent (EC50 = 0.6 mu M) was the mixed FPR/FPRL1 agonist 14h.

  DOI：

  10.1021/jm900592h
• 作为产物：
  描述：

  4-氯苯甲醛 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 [5-(4-Chloro-benzyl)-3-methyl-6-oxo-6H-pyridazin-1-yl]-acetic acid ethyl ester
  参考文献：
  名称：

  Ismail, M. F.; El Khamry, A. A.; Shams, N. A., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 3, p. 203 - 205

  摘要：

  DOI：

文献信息

• ISMAIL M. F.; EL KHAMRY A. A.; SHAMS N. A.; EL SAWY O. M., INDIAN J. CHEM., 1980, B 19, NO 3, 203-205
  作者：ISMAIL M. F.、 EL KHAMRY A. A.、 SHAMS N. A.、 EL SAWY O. M.

  DOI：——

  日期：——