6-(2-methoxyphenyl)-4,5-dihydropyridazin-3(2H)-one | 39499-63-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-(2-methoxyphenyl)-4,5-dihydropyridazin-3(2H)-one
• 英文别名: 6-(2-methoxy-phenyl)-4,5-dihydro-2H-pyridazin-3-one；6-(o-methoxyphenyl)-4,5-dihydro-3(2H)-pyridazinone；3-(2-methoxyphenyl)-4,5-dihydro-1H-pyridazin-6-one
• CAS: 39499-63-3
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: HZFNOSJNELIYPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(2-methoxyphenyl)-4,5-dihydropyridazin-3(2H)-one 在 (+)-1,2-双((2S,5S)-2,5-二苯基膦)乙烷 、 氢气 、 nickel(II) acetate tetrahydrate 作用下， 20.0 ℃ 、2.03 MPa 条件下， 以97 %的产率得到(S)-6-(2-methoxyphenyl)tetrahydropyridazin-3(2H)-one
  参考文献：
  名称：

  镍催化不对称氢化对映选择性合成手性环肼

  摘要：

  已开发出一种高效的 Ni-( S , S )-Ph-BPE 络合物，可催化环状N-酰基腙的不对称氢化，以高产率生产各种手性环状肼，具有高达 >99% 对映体过量的出色对映选择性。此外，氢化不仅可以在较低的催化剂负载量（S/C = 3000）下顺利进行，而且对映选择性没有任何降低，而且还可以应用于 RIP-1 激酶抑制剂的不对称合成。

  DOI：

  10.1021/acs.orglett.3c01009
• 作为产物：
  描述：

  4-(2-甲氧基苯基)-4-氧代丁酸 在 一水合肼 作用下， 以 乙醇 为溶剂， 以0.82 g的产率得到6-(2-methoxyphenyl)-4,5-dihydropyridazin-3(2H)-one
  参考文献：
  名称：

  镍催化不对称氢化对映选择性合成手性环肼

  摘要：

  已开发出一种高效的 Ni-( S , S )-Ph-BPE 络合物，可催化环状N-酰基腙的不对称氢化，以高产率生产各种手性环状肼，具有高达 >99% 对映体过量的出色对映选择性。此外，氢化不仅可以在较低的催化剂负载量（S/C = 3000）下顺利进行，而且对映选择性没有任何降低，而且还可以应用于 RIP-1 激酶抑制剂的不对称合成。

  DOI：

  10.1021/acs.orglett.3c01009

文献信息

• New pyrano[2,3-<i>c</i>]pyridazine derivatives with antimicrobial activity synthesized using piperidine as the organocatalyst
  作者：Nadia G. Kandile、Howida T. Zaky

  DOI：10.3109/14756366.2013.877896

  日期：2015.1.2

  A simple and efficient method for the synthesis of highly diverse pyrano[2,3-c]pyridazines was achieved by a one pot multicomponent reaction using piperidine as the organocatalyst. The synthesis of a series of heterocyclic derivatives with varying functionality (e. g. thiazine, tetrazole and pyrimidine) incorporating the pyrano[2,3-c]pyridazine moiety were achieved via reaction of 2a-e with different reagents. The structures of the synthesized derivatives were elucidated by FTIR, MS, H-1 and C-13 NMR spectroscopy. A number of the newly synthesized targeted compounds 2b-e, 3a-c and 4a-c were evaluated for their in vitro antibacterial activity and were compared with chloramphenicol and nystatin as broad spectrum reference standard antibiotics. Tests were carried out against Staphylococcus aureus (MTCC3160) and Enterococcusi fecalis as Gram-positive bacteria, and Escherichia coli (MTCC1652) and Klebsiella pneumonia as Gram-negative bacteria. Antifungal potential against Candida albicans, and Aspergillus albicans strains were also evaluated. The results revealed that compounds 3a and 3c showed strong significant activity relative to the reference against these bacterial and fungal strains.