1-(4-methylanilino)-4-phenylphthalazine | 78351-61-8

• 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: 1-(4-methylanilino)-4-phenylphthalazine
• 英文别名: N-(4-methylphenyl)-4-phenylphthalazin-1-amine
• CAS: 78351-61-8
• 化学式: C₂₁H₁₇N₃
• 分子量: 311.386
• InChiKey: IGUVJKICKDRMPR-UHFFFAOYSA-N

物化性质

• 沸点：
  537.7±45.0 °C(Predicted)
• 密度：
  1.208±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-methylanilino)-4-phenylphthalazine 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and biological activity of aminophthalazines and aminopyridazines as novel inhibitors of PGE2 production in cells

  摘要：

  This Letter reports the synthesis and biological evaluation of a collection of aminophthalazines as a novel class of compounds capable of reducing production of PGE(2) in HCA-7 human adenocarcinoma cells. A total of 28 analogs were synthesized, assayed for PGE2 reduction, and selected active compounds were evaluated for inhibitory activity against COX-2 in a cell free assay. Compound 2xxiv (R-1 = H, R-2 = p-CH3O) exhibited the most potent activity in cells (EC50 = 0.02 mu M) and minimal inhibition of COX-2 activity (3% at 5 mu M). Furthermore, the anti-tumor activity of analog 2vii was analyzed in xenograft mouse models exhibiting good anti-cancer activity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.030
• 作为产物：
  描述：

  1,4-二氯酞嗪 在 bis-triphenylphosphine-palladium(II) chloride 、 水 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 1.5h， 生成 1-(4-methylanilino)-4-phenylphthalazine
  参考文献：
  名称：

  Synthesis and biological activity of aminophthalazines and aminopyridazines as novel inhibitors of PGE2 production in cells

  摘要：

  This Letter reports the synthesis and biological evaluation of a collection of aminophthalazines as a novel class of compounds capable of reducing production of PGE(2) in HCA-7 human adenocarcinoma cells. A total of 28 analogs were synthesized, assayed for PGE2 reduction, and selected active compounds were evaluated for inhibitory activity against COX-2 in a cell free assay. Compound 2xxiv (R-1 = H, R-2 = p-CH3O) exhibited the most potent activity in cells (EC50 = 0.02 mu M) and minimal inhibition of COX-2 activity (3% at 5 mu M). Furthermore, the anti-tumor activity of analog 2vii was analyzed in xenograft mouse models exhibiting good anti-cancer activity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.030

文献信息

• Method for treating a patient having precancerous lesion with 4-phenylphthalazine derivatives
  申请人：Cell Pathways, Inc.

  公开号：US06207666B1

  公开（公告）日：2001-03-27

  Derivatives of 4-phenylphthalazine are useful for the treatment of patients having precancerous lesions. These compounds are also useful to inhibit the growth of neoplastic cells.

  4-苯基邻菲啉的衍生物对于治疗患有癌前病变的患者非常有用。这些化合物也可用于抑制肿瘤细胞的生长。
• XAYASI, EHJSAKU;OISI, EHTSUO;MORINAKA, YASUE;MORIMOTO, KUNI;KANAYAMA, TOS+
  作者：XAYASI, EHJSAKU、OISI, EHTSUO、MORINAKA, YASUE、MORIMOTO, KUNI、KANAYAMA, TOS+

  DOI：——

  日期：——
• JPS5653659A
  申请人：——

  公开号：JPS5653659A

  公开（公告）日：1981-05-13
• JPS5653660A
  申请人：——

  公开号：JPS5653660A

  公开（公告）日：1981-05-13
• US6207666B1
  申请人：——

  公开号：US6207666B1

  公开（公告）日：2001-03-27