1,3-diphenyl-10H-9-oxa-4-azaphenanthrene | 65023-65-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 1,3-diphenyl-10H-9-oxa-4-azaphenanthrene
• 英文别名: 3,5-Diphenylpyrido<3,2-c>-α-benzopyran；2,4-diphenyl-5H-chromeno[4,3-b]pyridine
• CAS: 65023-65-6
• 化学式: C₂₄H₁₇NO
• mdl: MFCD08278863
• 分子量: 335.405
• InChiKey: LAJOKXIZSXPGTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3-diphenyl-10H-9-oxa-4-azaphenanthrene 在 chromium(VI) oxide 作用下， 以 溶剂黄146 为溶剂， 生成 2,4-diphenyl-5H-chromeno[4,3-b]pyridin-5-one
  参考文献：
  名称：

  Chatterjea,J.N. et al., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1977, vol. 15, p. 430 - 431

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-二氢苯并吡喃-4-酮 在 ammonium acetate 、 溶剂黄146 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 生成 1,3-diphenyl-10H-9-oxa-4-azaphenanthrene
  参考文献：
  名称：

  Synthesis of 2,4-diaryl chromenopyridines and evaluation of their topoisomerase I and II inhibitory activity, cytotoxicity, and structure–activity relationship

  摘要：

  Designed and synthesized were a series of 5H-chromeno[4,3-b]pyridines with substitution at 2- and 4-positions with various 5- or 6-membered heteroaromatics as antitumor agents. They were evaluated for topoisomerase I and II inhibitory activities as well as cytotoxicities against several human cancer cell lines. Structure activity relationship study showed that 2-furyl or 2-thienyl at 2- or 4-position of central pyridine is crucial in displaying topo I or II inhibitory activity and cytotoxicity. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.04.029

文献信息

• 一种合成吡啶、联吡啶、三联吡啶配体的方法
  申请人：南方科技大学

  公开号：CN113861103B

  公开（公告）日：2023-12-22

  一种合成吡啶、联吡啶、三联吡啶配体的方法，所述方法采用光敏剂和钴肟复合物作为催化剂，具有安全、温和、高效和经济的有益效果。同时，钴肟复合物催化剂对水、氧不敏感，对反应要求不高，可大大降低操作难度。
• Katritzky, Alan R.; Marson, Charles M.; Thind, Sukhpal S., Journal of the Chemical Society. Perkin transactions I, 1983, p. 487 - 496
  作者：Katritzky, Alan R.、Marson, Charles M.、Thind, Sukhpal S.、Ellison, Joan

  DOI：——

  日期：——
• KATRITZKY, A. R.;MARSON, C. M.;THIND, S. S;ELLISON, J., J. CHEM. SOC. PERKIN TRANS., 1983, N 3, 487-496
  作者：KATRITZKY, A. R.、MARSON, C. M.、THIND, S. S、ELLISON, J.

  DOI：——

  日期：——
• CHATTERJEA J. N.; SHAW S. C.; SINGH J. N.; SINGH S. N., INDIAN J. CHEM., 1977, B 15, NO 5, 430-431
  作者：CHATTERJEA J. N.、 SHAW S. C.、 SINGH J. N.、 SINGH S. N.

  DOI：——

  日期：——
• Synthesis of 2,4-diaryl chromenopyridines and evaluation of their topoisomerase I and II inhibitory activity, cytotoxicity, and structure–activity relationship
  作者：Uttam Thapa、Pritam Thapa、Radha Karki、Minho Yun、Jae Hun Choi、Yurngdong Jahng、Eunyoung Lee、Kyung-Hwa Jeon、Younghwa Na、Eun-Mi Ha、Won-Jea Cho、Youngjoo Kwon、Eung-Seok Lee

  DOI：10.1016/j.ejmech.2011.04.029

  日期：2011.8

  Designed and synthesized were a series of 5H-chromeno[4,3-b]pyridines with substitution at 2- and 4-positions with various 5- or 6-membered heteroaromatics as antitumor agents. They were evaluated for topoisomerase I and II inhibitory activities as well as cytotoxicities against several human cancer cell lines. Structure activity relationship study showed that 2-furyl or 2-thienyl at 2- or 4-position of central pyridine is crucial in displaying topo I or II inhibitory activity and cytotoxicity. (C) 2011 Elsevier Masson SAS. All rights reserved.