1-[α-(4-nitro-benzylidenamino)-benzyl]-[2]naphthol | 97035-68-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[α-(4-nitro-benzylidenamino)-benzyl]-[2]naphthol
• 英文别名: 1-[[(4-Nitrophenyl)methylideneamino]-phenylmethyl]naphthalen-2-ol
• CAS: 97035-68-2
• 化学式: C₂₄H₁₈N₂O₃
• 分子量: 382.419
• InChiKey: GTTZQDSEZBQADM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  78.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[α-(4-nitro-benzylidenamino)-benzyl]-[2]naphthol 在 碘苯二乙酸 作用下， 以 甲醇 为溶剂， 以72%的产率得到3-(4-nitrophenyl)-1-phenyl-1H-benzo[f][1,3]benzoxazine
  参考文献：
  名称：

  Synthesis, antimicrobial and cytotoxicity study of 1,3-disubstituted-1H-naphtho[1,2-e][1,3]oxazines

  摘要：

  A series of new 1,3-disubstituted-1H-naphtho[1,2-e][1,3]oxazines (3 and 7) was synthesized in good yields and the structure was determined with the help of NMR, 2D-NMR, HRMS studies and X-ray crystallography. These compounds were tested in vitro for their antibacterial activity against Gram-positive and Gram-negative bacteria and as well as for antifungal activity. The compounds 3c, 3e, 7a, 7d and 7k showed significant antibacterial activity and 71 showed moderate antifungal activity. The cytotoxicity of 1,3-disubstituted-1H-naphtho[1,2-e][1,3]oxazines showed that 3e and 7e are more effective against breast, lung and colon cell proliferation. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.08.018
• 作为产物：
  描述：

  N-亚苄基-(2-羟基-1-萘)苄胺 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 生成 1-[α-(4-nitro-benzylidenamino)-benzyl]-[2]naphthol
  参考文献：
  名称：

  Synthesis, antimicrobial and cytotoxicity study of 1,3-disubstituted-1H-naphtho[1,2-e][1,3]oxazines

  摘要：

  A series of new 1,3-disubstituted-1H-naphtho[1,2-e][1,3]oxazines (3 and 7) was synthesized in good yields and the structure was determined with the help of NMR, 2D-NMR, HRMS studies and X-ray crystallography. These compounds were tested in vitro for their antibacterial activity against Gram-positive and Gram-negative bacteria and as well as for antifungal activity. The compounds 3c, 3e, 7a, 7d and 7k showed significant antibacterial activity and 71 showed moderate antifungal activity. The cytotoxicity of 1,3-disubstituted-1H-naphtho[1,2-e][1,3]oxazines showed that 3e and 7e are more effective against breast, lung and colon cell proliferation. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.08.018

文献信息

• Betti, Gazzetta Chimica Italiana, 1907, vol. 37 II, p. 7,10
  作者：Betti

  DOI：——

  日期：——
• Desai, N.C.; Shukla, H.K.; Langalia, N.A., Journal of the Indian Chemical Society, 1984, vol. 61, p. 711 - 713
  作者：Desai, N.C.、Shukla, H.K.、Langalia, N.A.、Thaker, K.A.

  DOI：——

  日期：——
• Synthesis of 1-(α-Aminobenzyl)-2-naphthol Derivatives, their Structure in Crystal and in Solution
  作者：К. Е. Metlushka、D. N. Sadkova、L. N. Shaimardanova、A. I. Tufatullin、V. F. Zheltukhin、О. N. Kataeva、V. А. Alfonsov

  DOI：10.1002/jhet.1978

  日期：2015.1

  The series of tautomeric 1,3‐diarylnaphthoxazines (the Betti base precursors) was obtained by the interaction of 2‐naphthols and 1,3,5‐trisaryl‐2,4‐diazapenta‐1,4‐dienes. Their structure has been established in solid state and solution.
• Synthesis, antimicrobial and cytotoxicity study of 1,3-disubstituted-1H-naphtho[1,2-e][1,3]oxazines
  作者：Vikas Verma、Kuldeep Singh、Devinder Kumar、Thomas M. Klapötke、Jörg Stierstorfer、Balasubramanian Narasimhan、Asif Khurshid Qazi、Abid Hamid、Sundeep Jaglan

  DOI：10.1016/j.ejmech.2012.08.018

  日期：2012.10

  A series of new 1,3-disubstituted-1H-naphtho[1,2-e][1,3]oxazines (3 and 7) was synthesized in good yields and the structure was determined with the help of NMR, 2D-NMR, HRMS studies and X-ray crystallography. These compounds were tested in vitro for their antibacterial activity against Gram-positive and Gram-negative bacteria and as well as for antifungal activity. The compounds 3c, 3e, 7a, 7d and 7k showed significant antibacterial activity and 71 showed moderate antifungal activity. The cytotoxicity of 1,3-disubstituted-1H-naphtho[1,2-e][1,3]oxazines showed that 3e and 7e are more effective against breast, lung and colon cell proliferation. (C) 2012 Elsevier Masson SAS. All rights reserved.