3-(3-fluoroanilino)-2,2-dimethyl-3H-benzo[g][1]benzofuran-4,5-dione | 1037059-35-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: 3-(3-fluoroanilino)-2,2-dimethyl-3H-benzo[g][1]benzofuran-4,5-dione
• CAS: 1037059-35-0
• 化学式: C₂₀H₁₆FNO₃
• 分子量: 337.35
• InChiKey: YPQOGTSGKDUVDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-bromo-2,2-dimethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-dione 、 3-氟苯胺 以 氯仿 为溶剂， 反应 0.5h， 以70%的产率得到3-(3-fluoroanilino)-2,2-dimethyl-3H-benzo[g][1]benzofuran-4,5-dione
  参考文献：
  名称：

  邻萘呋喃醌的新芳基氨基衍生物的 1H 和 13C 化学位移的完整和明确分配

  摘要：

  3-溴-nor-β-拉帕酮与芳胺反应合成了六种新的nor-β-拉帕酮。这些衍生物对几种细胞系具有有效的抗癌特性。在这里，我们报告了新化合物的 1H 和 13C 化学位移的完整明确分配。使用一维和二维 NMR 技术（1H、13C、1H1H COSY、1H13C HSQC 和 1H13C HMBC）的组合进行分配。版权所有 © 2008 John Wiley & Sons, Ltd.

  DOI：

  10.1002/mrc.2250

文献信息

• Synthesis and anti-Trypanosoma cruzi activity of derivatives from nor-lapachones and lapachones
  作者：Eufrânio N. da Silva Júnior、Maria Cecília B.V. de Souza、Michelle C. Fernandes、Rubem F.S. Menna-Barreto、Maria do Carmo F.R. Pinto、Francisco de Assis Lopes、Carlos Alberto de Simone、Carlos Kleber Z. Andrade、Antônio V. Pinto、Vitor F. Ferreira、Solange L. de Castro

  DOI：10.1016/j.bmc.2008.03.032

  日期：2008.5

  New naphthoquinone derivatives were synthesized and assayed against bloodstream trypomastigote forms of Trypanosoma cruzi, the etiological agent of Chagas' disease. The compounds were rationalized based on hybrid drugs and appear as important compounds against this parasite. From nor-lapachol were prepared five substituted ortho-naphthofuranquinones, a non-substituted para-naphthofuranquinone, a new oxyrane and an azide and from alpha-lapachone a new non-substituted para-naphthofuranquinone. Other five substituted ortho-naphthofuranquinones recently designed as cytotoxic, were also evaluated. The most active compounds were the ortho naphthofuranquinones 3-(4-methoxyphenylamino)-2,3-dihydro-2,2-dimethylnaphtho[1,2-b]furan-4,5-dione and 3-(3-nitrophenylamino)-2,3-dihydro-2,2-dimethylnaphtho[1,2-b]furan-4,5-dione with trypanocidal activity higher than that of benznidazole, the standard drug. The compounds were rationalized based on hybrid drugs and appear as important compounds against T. cruzi. The trypanocidal activity of these substances endowed with redox properties representing a good starting point for a medicinal chemistry program aiming the chemotherapy of Chagas' disease. (c) 2008 Elsevier Ltd. All rights reserved.
• Complete and unambiguous assignments of¹H and¹³C chemical shifts of new arylamino derivatives of<i>ortho</i>-naphthofuranquinones
  作者：Eufrânio N. da Silva Júnior、Maria Cecília B. V. de Souza、Antônio V. Pinto、Maria do Carmo F. R. Pinto、Christiane M. Nogueira、Vitor F. Ferreira、Rodrigo B. V. Azeredo

  DOI：10.1002/mrc.2250

  日期：2008.12

  Six new nor‐β‐lapachones have been synthesized from reaction of 3‐bromo‐nor‐β‐lapachone with arylamines. These derivatives have potent anticancer properties against several cell lines. Here, we report complete unambiguous assignments of 1H and 13C chemical shifts of the new compounds. The assignments were made using a combination of one‐ and two‐dimensional NMR techniques (1H, 13C, 1H1H COSY, 1H13C

  3-溴-nor-β-拉帕酮与芳胺反应合成了六种新的nor-β-拉帕酮。这些衍生物对几种细胞系具有有效的抗癌特性。在这里，我们报告了新化合物的 1H 和 13C 化学位移的完整明确分配。使用一维和二维 NMR 技术（1H、13C、1H1H COSY、1H13C HSQC 和 1H13C HMBC）的组合进行分配。版权所有 © 2008 John Wiley & Sons, Ltd.