4-p-chlorophenylmethyl-6-methylpyridazin-3(2H)-one | 74819-19-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-p-chlorophenylmethyl-6-methylpyridazin-3(2H)-one
• 英文别名: 4-[(4-Chlorophenyl)methyl]-6-methyl-2H-pyridazin-3-one；5-[(4-chlorophenyl)methyl]-3-methyl-1H-pyridazin-6-one
• CAS: 74819-19-5
• 化学式: C₁₂H₁₁ClN₂O
• mdl: MFCD00173970
• 分子量: 234.685
• InChiKey: MQKYKHDHVYEVRU-UHFFFAOYSA-N

物化性质

• 熔点：
  178 °C(Solv: benzene (71-43-2))
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-p-chlorophenylmethyl-6-methylpyridazin-3(2H)-one 在 三氯氧磷 作用下， 反应 5.0h， 以80%的产率得到4-p-chlorophenylmethyl-3-chloro-6-methylpyridazine
  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：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 4-p-chlorophenylmethyl-6-methylpyridazin-3(2H)-one
  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

• A bio-based click reaction leading to the dihydropyridazinone platform for nitrogen-containing scaffolds
  作者：Jia-Yue Chen、Yao-Bing Huang、Bin Hu、Ke-Ming Li、Ji-Long Zhang、Xuan Zhang、Xia-Yun Yan、Qiang Lu

  DOI：10.1039/d3gc00213f

  日期：——

  The first biomass-based click reaction is reported to synthesize DHMP from biomass and through DHMP transformation.

  首次报道了基于生物质的点击反应，从生物质中通过 DHMP 转化合成 DHMP。
• 6-Methyl-2,4-Disubstituted Pyridazin-3(<i>2H</i>)-ones: A Novel Class of Small-Molecule Agonists for Formyl Peptide Receptors
  作者：Agostino Cilibrizzi、Mark T. Quinn、Liliya N. Kirpotina、Igor A. Schepetkin、Jeff Holderness、Richard D. Ye、Marie-Josephe Rabiet、Claudio Biancalani、Nicoletta Cesari、Alessia Graziano、Claudia Vergelli、Stefano Pieretti、Vittorio Dal Piaz、Maria Paola Giovannoni

  DOI：10.1021/jm900592h

  日期：2009.8.27

  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.
• Synthesis of Some 3-Mercaptopyridazine Derivatives
  作者：M. Fekry Ismail、Nabil A. Shams、Omar M. El Sawy

  DOI：10.1055/s-1980-29042

  日期：——
• ISMAIL M. F.; SHAMS N. A.; EL-SAWY O. M., SYNTHESIS, 1980, NO 5, 410-412
  作者：ISMAIL M. F.、 SHAMS N. A.、 EL-SAWY O. M.

  DOI：——

  日期：——
• 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：——