N-丙基蒽-1-胺 | 1026660-69-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: N-丙基蒽-1-胺
• 英文名称: N-propylanthracen-1-amine
• CAS: 1026660-69-4
• 化学式: C₁₇H₁₇N
• 分子量: 235.329
• InChiKey: WSVQPVLWNZAYPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-丙基蒽-1-胺 、 5-(ethylamino)-4-methyl-2-nitrosophenol 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以43%的产率得到N-(2-methyl-7-propylamino-3H-naphtho[2,3-a]phenoxazin-3-ylidene)ethanaminium chloride
  参考文献：
  名称：

  Synthesis of naphtho[2,3-a]phenoxazinium chlorides: Structure–activity relationships of these heterocycles and benzo[a]phenoxazinium chlorides as new antimicrobials

  摘要：

  Synthesised functionalised naphtho[2,3-a]phenoxazinium chlorides revealed great fluorescence with maximum emission wavelengths between 630 and 676 nm, in ethanol and water at physiological pH. Naphtho[2,3-a]phenoxazines, as well as a series of benzo[a]phenoxazines, were evaluated against Saccharomyces cerevisiae, in a broth microdilution assay. This family of compounds exhibited antifungal activity depending both on the substituents of the heterocycle nucleus as well as on its size. The best activities were obtained for four-ring systems, and particularly for 5,9-diaminobenzo[a]phenoxazines with R = Me, R, = H and R-2 = Et. As for R-3 substitution, the greatest efficiency was obtained for R-3 = (CH2)Cl, with a MIC of 3.75 mu M. The linkage of different amino acids to the functional group of the 5-amino position of diaminobenzo[a]phenoxazinium moiety resulted in compounds with diverse antimicrobial efficiencies, depending on the polar character of the amino acid, on its linkage position and on the size of the alkyl chain linker. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.12.013
• 作为产物：
  描述：

  1-氨基蒽 、 溴丙烷 以 乙醇 为溶剂， 反应 14.0h， 以21%的产率得到N-丙基蒽-1-胺
  参考文献：
  名称：

  Synthesis of naphtho[2,3-a]phenoxazinium chlorides: Structure–activity relationships of these heterocycles and benzo[a]phenoxazinium chlorides as new antimicrobials

  摘要：

  Synthesised functionalised naphtho[2,3-a]phenoxazinium chlorides revealed great fluorescence with maximum emission wavelengths between 630 and 676 nm, in ethanol and water at physiological pH. Naphtho[2,3-a]phenoxazines, as well as a series of benzo[a]phenoxazines, were evaluated against Saccharomyces cerevisiae, in a broth microdilution assay. This family of compounds exhibited antifungal activity depending both on the substituents of the heterocycle nucleus as well as on its size. The best activities were obtained for four-ring systems, and particularly for 5,9-diaminobenzo[a]phenoxazines with R = Me, R, = H and R-2 = Et. As for R-3 substitution, the greatest efficiency was obtained for R-3 = (CH2)Cl, with a MIC of 3.75 mu M. The linkage of different amino acids to the functional group of the 5-amino position of diaminobenzo[a]phenoxazinium moiety resulted in compounds with diverse antimicrobial efficiencies, depending on the polar character of the amino acid, on its linkage position and on the size of the alkyl chain linker. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.12.013

文献信息

• Synthesis of naphtho[2,3-a]phenoxazinium chlorides: Structure–activity relationships of these heterocycles and benzo[a]phenoxazinium chlorides as new antimicrobials
  作者：Vânia H.J. Frade、Maria J. Sousa、João C.V.P. Moura、M. Sameiro T. Gonçalves

  DOI：10.1016/j.bmc.2007.12.013

  日期：2008.3.15

  Synthesised functionalised naphtho[2,3-a]phenoxazinium chlorides revealed great fluorescence with maximum emission wavelengths between 630 and 676 nm, in ethanol and water at physiological pH. Naphtho[2,3-a]phenoxazines, as well as a series of benzo[a]phenoxazines, were evaluated against Saccharomyces cerevisiae, in a broth microdilution assay. This family of compounds exhibited antifungal activity depending both on the substituents of the heterocycle nucleus as well as on its size. The best activities were obtained for four-ring systems, and particularly for 5,9-diaminobenzo[a]phenoxazines with R = Me, R, = H and R-2 = Et. As for R-3 substitution, the greatest efficiency was obtained for R-3 = (CH2)Cl, with a MIC of 3.75 mu M. The linkage of different amino acids to the functional group of the 5-amino position of diaminobenzo[a]phenoxazinium moiety resulted in compounds with diverse antimicrobial efficiencies, depending on the polar character of the amino acid, on its linkage position and on the size of the alkyl chain linker. (C) 2007 Elsevier Ltd. All rights reserved.