9-(diethylamino)benzo[a]phenoxazin-7-ium nitrate | 20811-65-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 9-(diethylamino)benzo[a]phenoxazin-7-ium nitrate
• 英文别名: 9-diethylamino-benzo[a]phenoxazinylium; nitrate；9-Diaethylamino-benzo[a]phenoxazinylium; Nitrat；Ammonium, (9H-benzo(a)phenoxazin-9-ylidiene)diethyl-, nitrate；benzo[a]phenoxazin-9-ylidene(diethyl)azanium;nitrate
• CAS: 20811-65-8
• 化学式: C₂₀H₁₉N₂O*NO₃
• 分子量: 365.389
• InChiKey: JMBZWRBJQXNRNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.66
• 重原子数：
  27
• 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：
  87.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  9-(diethylamino)benzo[a]phenoxazin-7-ium nitrate 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 (5Z)-N,N-diethyl-5-(4-methoxyphenyl)imino-benzo[a]phenoxazin-9-amine
  参考文献：
  名称：

  5-苯基亚氨基苯并[ a ]吩恶嗪衍生物的合成及体外抗原生动物活性

  摘要：

  合成了一系列5-苯基亚氨基苯并[ a ]吩恶嗪衍生物。评价了对恶性疟原虫K1，克鲁斯锥虫，多氏利什曼原虫和杜氏布鲁氏锥虫的体外原生动物活性。N，N-二乙基-5-（（4-甲氧基苯基）亚氨基）-5 H-苯并[ a ]苯恶嗪-9-胺显示IC 50  = 0.040μmolL -1，对恶性疟原虫K1的选择指数为1425 。

  DOI：

  10.1016/j.bmcl.2011.07.112
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 硝酸 作用下， 生成 9-(diethylamino)benzo[a]phenoxazin-7-ium nitrate
  参考文献：
  名称：

  Chemotherapeutic Dyes. III. 5-Heterocyclicamino-9-dialkylaminobenzo [a]phenoxazines¹

  摘要：

  DOI：

  10.1021/ja01123a003

文献信息

• Improved emission performance of benzo[<i>a</i>]phenoxazine in aqueous solution through host–guest interaction
  作者：Shu-Yi Li、Wen-Li Wang、Chang Wang、Ru Sun、Jian-Feng Ge

  DOI：10.1039/d3ob01427d

  日期：——

  chemistry in fluorescence enhancement under aqueous conditions, two benzo[a]phenoxazine derivatives with the adamantyl group were prepared. After they formed stable complexes with methyl-β-cyclodextrin, their emissions at 625–825 nm were greatly increased and fluorescence quantum yields reached 11.5–12.6% in aqueous solution. Furthermore, they were successfully applied in fluorescence labeling of organelles

  为了评估主客体化学在水性条件下荧光增强中的贡献，制备了两种带有金刚烷基的苯并[ a ]吩恶嗪衍生物。它们与甲基-β-环糊精形成稳定的配合物后，其在625-825 nm处的发射大大增加，水溶液中的荧光量子产率达到11.5-12.6%。此外，它们还成功应用于HeLa细胞细胞器的荧光标记。
• Discovery of Novel Benzo[<i>a</i>]phenoxazine SSJ-183 as a Drug Candidate for Malaria
  作者：Jian-Feng Ge、Chika Arai、Mei Yang、Abu Bakar Md.、Jun Lu、Nasser S. M. Ismail、Sergio Wittlin、Marcel Kaiser、Reto Brun、Susan A. Charman、Tien Nguyen、Julia Morizzi、Isamu Itoh、Masataka Ihara

  DOI：10.1021/ml100120a

  日期：2010.10.14

  Malaria is a serious infectious disease caused by protozoan parasites in tropical and subtropical regions. Even inhabitants of temperate zones are exposed to the danger of malaria infection because of travel and global warming. Novel, effective,safe, and inexpensive drugs are required to treat malaria and. . contribute to the global goal of eradication. A search for new antimalarial-agents has by the synthesis of by biological evaluations. The derivative SSJ-183(5) having a 4-aminopyridine group, showed an IC50 value against Plasmodium falciparum of 7.6 nM and a selectivity index of > 7300: Cure was acheived by three oral doses of 5 at 100 mg/kg to mice infected with the Plasmodium berghei ANKA strain. The safety of 5 was supported acute toxicity testing in mice with single doses up to 2000 mg/kg po, chromosome aberration test, in vitro as well as in vivo micronucleus tests and phototoxicity studies in mice. Thus, 5 is a promising candidate as a new antimalarial agent.
• Afanas'eva,G.B.; Postovskii,I.Y., Journal of Organic Chemistry USSR (English Translation), 1965, vol. 1, p. 1173 - 1179
  作者：Afanas'eva,G.B.、Postovskii,I.Y.

  DOI：——

  日期：——
• The synthesis and third-order nonlinear optical properties of resonance Benzo[a]phenoxazinium salts
  作者：Bao-Qiang Liu、Ru Sun、Jian-feng Ge、Najun Li、Xue-Liang Shi、Lihua Qiu、Jian-Mei Lu

  DOI：10.1016/j.dyepig.2010.04.014

  日期：2011.1

  The third-order nonlinear optical properties of a series of resonance benzo[a]phenoxazinium salts in acetic acid solution were studied using the Z-scan technique employing a Nd YAG nanosecond laser at 532 nm The compounds displayed strong reverse absorption with third-order nonlinear optical coefficients of 042-1.20 x 10(-11) esu and second hyperpolarizabilities of 2 75-7.29 x 10(-29) esu, respectively. Quantum chemical calculations showed that the compound with more stable highest occupied molecular orbital energy also displayed highest second hyperpolarizability (C) 2010 Elsevier Ltd All rights reserved
• EP2269996
  申请人：——

  公开号：——

  公开（公告）日：——