4-(3,4-Dichloro-benzyl)-2H-phthalazin-1-one | 114897-94-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 4-(3,4-Dichloro-benzyl)-2H-phthalazin-1-one
• 英文别名: 4-[(3,4-dichlorophenyl)methyl]-2H-phthalazin-1-one
• CAS: 114897-94-8
• 化学式: C₁₅H₁₀Cl₂N₂O
• 分子量: 305.163
• InChiKey: NXHSNOLSHHNGHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 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-(3,4-Dichloro-benzyl)-2H-phthalazin-1-one 、 溴乙酸乙酯 生成 Ethyl 2-[4-[(3,4-dichlorophenyl)methyl]-1-oxophthalazin-2-yl]acetate
  参考文献：
  名称：

  XASIMOTO, SINDZI;OKU, AKIO;ITO, JOSIKUNI

  摘要：

  DOI：
• 作为产物：
  描述：

  (Z)-3-(3,4-dichlorobenzylidene)isobenzofuran-1(3H)-one 在 肼 作用下， 以78%的产率得到4-(3,4-Dichloro-benzyl)-2H-phthalazin-1-one
  参考文献：
  名称：

  Anti-HIV activity of stilbene-related heterocyclic compounds

  摘要：

  Viral transcription has not been routinely targeted in the development of new antiviral drugs. This crucial step of the viral cycle depends on the concerted action of cellular and viral proteins such as NF-kappa B and Tat. In the present study, stilbene-related heterocyclic compounds including benzalphthalide, phthalazinone, imidazoindole and pyrimidoisoindole derivatives are tested for their anti-HIV activity. Original assays based on recombinant viruses were used to evaluate HIV replication inhibition and stably transfected cell lines were used to evaluate inhibition of Tat and NF-kappa B proteins. Some of the stilbene-related heterocyclic compounds analysed displayed anti-HIV activity through interference with NF-kappa B and Tat function. Moreover, compounds inhibiting both targets displayed a stronger activity on viral replication. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.087

文献信息

• Vasorelaxant activity of phthalazinones and related compounds
  作者：Esther del Olmo、Bianca Barboza、Ma Inés Ybarra、José Luis López-Pérez、Rosalía Carrón、Ma Angeles Sevilla、Cinthia Boselli、Arturo San Feliciano

  DOI：10.1016/j.bmcl.2006.02.003

  日期：2006.5

  Several series of dihydrostilbenamide, imidazo[2,1-a]isoindole, pyrimido[2,1-a]isoindole and phthalazinone derivatives were obtained and their vasorelaxant activity was measured on isolated rat aorta rings pre-contracted with phenylephrine (10(-5) M). Some phthalazinones attained, practically, the total relaxation of the organ at micromolar concentrations. For the most potent compound 9h (EC50 = 0.43 mu M) the affinities for alpha(1A), alpha(1B) and alpha(1D) adrenergic sub-receptors were determined. (C) 2006 Elsevier Ltd. All rights reserved.
• XASIMOTO, SINDZI;OKU, AKIO;ITO, JOSIKUNI
  作者：XASIMOTO, SINDZI、OKU, AKIO、ITO, JOSIKUNI

  DOI：——

  日期：——
• Anti-HIV activity of stilbene-related heterocyclic compounds
  作者：Luis M. Bedoya、Esther del Olmo、Rocío Sancho、Bianca Barboza、Manuela Beltrán、Ana E. García-Cadenas、Sonsoles Sánchez-Palomino、José L. López-Pérez、Eduardo Muñoz、Arturo San Feliciano、José Alcamí

  DOI：10.1016/j.bmcl.2006.04.087

  日期：2006.8

  Viral transcription has not been routinely targeted in the development of new antiviral drugs. This crucial step of the viral cycle depends on the concerted action of cellular and viral proteins such as NF-kappa B and Tat. In the present study, stilbene-related heterocyclic compounds including benzalphthalide, phthalazinone, imidazoindole and pyrimidoisoindole derivatives are tested for their anti-HIV activity. Original assays based on recombinant viruses were used to evaluate HIV replication inhibition and stably transfected cell lines were used to evaluate inhibition of Tat and NF-kappa B proteins. Some of the stilbene-related heterocyclic compounds analysed displayed anti-HIV activity through interference with NF-kappa B and Tat function. Moreover, compounds inhibiting both targets displayed a stronger activity on viral replication. (c) 2006 Elsevier Ltd. All rights reserved.