8-tert-butyl-2-oxo-3-(3,4,5-trimethoxyphenyl)-2H-chromene-6-carbaldehyde | 1425492-80-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 8-tert-butyl-2-oxo-3-(3,4,5-trimethoxyphenyl)-2H-chromene-6-carbaldehyde
• 英文别名: 8-Tert-butyl-2-oxo-3-(3,4,5-trimethoxyphenyl)chromene-6-carbaldehyde；8-tert-butyl-2-oxo-3-(3,4,5-trimethoxyphenyl)chromene-6-carbaldehyde
• CAS: 1425492-80-3
• 化学式: C₂₃H₂₄O₆
• 分子量: 396.44
• InChiKey: BPFNSDVCUOXNSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  8-tert-butyl-2-oxo-3-(3,4,5-trimethoxyphenyl)-2H-chromene-6-carbaldehyde 、 1,3-环己二酮 、 丙二腈 在 4-二甲氨基吡啶 作用下， 以 乙醇 为溶剂， 以60%的产率得到(±)-2-amino-8'-tert-butyl-2',5-dioxo-3'-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetrahydro-2'H,4H-4,6'-bichromene-3-carbonitrile
  参考文献：
  名称：

  Design and synthesis of new series of coumarin–aminopyran derivatives possessing potential anti-depressant-like activity

  摘要：

  A new series of coumarin based aminopyran derivatives were designed, synthesized and evaluated for their preclinical antidepressant effect on Swiss albino mice. Among the series, compounds 21, 25, 26, 27, 32 and 33 exhibited significant activity profile in forced swimming test (FST). Compound 27 was most efficacious, which at a very low dose of 0.5 mg/kg reduced the time of immobility by 86.5% as compared to the standard drug fluoxetine (FXT) which reduced the immobility time by 69.8% at the dose of 20 mg/kg, ip. In addition, all active compounds were screened in dose dependent manner (at doses of 0.25, 0.5, 1 mg/kg ip) in FST and tail suspension test (TST). Interestingly, all active compounds did not caused any significant alteration of locomotor activity in mice as compared to control, indicating that the hybrids did not produce any motor impairment effects. The results indicate that coumarin-aminopyran derivatives may have potential therapeutic value for the management of mental depression. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.11.036
• 作为产物：
  描述：

  2-叔丁基苯酚 在 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.5h， 生成 8-tert-butyl-2-oxo-3-(3,4,5-trimethoxyphenyl)-2H-chromene-6-carbaldehyde
  参考文献：
  名称：

  Hybrids of coumarin–indole: design, synthesis and biological evaluation in Triton WR-1339 and high-fat diet induced hyperlipidemic rat models

  摘要：

  新型香豆素-吲哚杂合物的降脂活性已被证实。

  DOI：

  10.1039/c6md00283h

文献信息

• Discovery of coumarin–monastrol hybrid as potential antibreast tumor-specific agent
  作者：Koneni V. Sashidhara、Srinivasa Rao Avula、Komal Sharma、Gopala Reddy Palnati、Surendar Reddy Bathula

  DOI：10.1016/j.ejmech.2012.11.044

  日期：2013.2

  Development of new, targeted antibreast cancer drug which can treat both the hormone receptor (positive and negative) breast cancers is a very challenging task. The concept of molecular hybridization led us to discover a novel class of coumarin monastrol hybrid, as a novel breast cancer agent which selectively induce apoptosis in both primary and metastatic breast cancer cell lines. (C) 2012 Elsevier Masson SAS. All rights reserved.