1-[(2-hydroxyethyl)amino]-3-methyl-3H-naphtho[1,2,3-de]quinoline-2,7-dione | 116229-62-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-[(2-hydroxyethyl)amino]-3-methyl-3H-naphtho[1,2,3-de]quinoline-2,7-dione
• 英文别名: 1-(2-hydroxy-ethylamino)-3H-naphtho[1,2,3-de]quinoline-2,7-dione；1-(2-Hydroxy-aethylamino)-3H-naphtho[1,2,3-de]chinolin-2,7-dion；1-(2-Hydroxy-ethylamino)-3-methyl-3H-naphtho[1,2,3-de]quinoline-2,7-dione；16-(2-hydroxyethylamino)-14-methyl-14-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2,4,6,9(17),10,12-heptaene-8,15-dione
• CAS: 116229-62-0
• 化学式: C₁₉H₁₆N₂O₃
• mdl: MFCD03767690
• 分子量: 320.348
• InChiKey: JHRNUMVGSNJFOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  69.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-Chloracetyl-N-methyl-1-aminoanthrachinon 在 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成 1-[(2-hydroxyethyl)amino]-3-methyl-3H-naphtho[1,2,3-de]quinoline-2,7-dione
  参考文献：
  名称：

  1-取代 3H-萘并[1,2,3-de]喹啉-2,7-二酮的合成

  摘要：

  摘要 一种N- (9,10-蒽醌-1-基)氯乙酰胺与对-钠反应制备1-甲苯磺酰-3H-萘并[1,2,3-脱]喹啉-2,7-二酮的方法开发了甲苯亚磺酸盐。已发现氮和氧亲核试剂对甲苯磺酰基的亲核取代在温和条件下进行。相应的 1-取代 3 H-萘并[1,2,3-脱]喹啉-2,7-二酮已通过这些化合物与胺、苯酚、氢氧化钠和叠氮化钠的反应获得。

  DOI：

  10.1134/s0012500822700112

文献信息

• Condensation copolymers containing copolymerized isoquinoline derivative
  申请人：Eastman Kodak Company

  公开号：US04740581A1

  公开（公告）日：1988-04-26

  Condensation polymers including linear polyester, unsaturated polyester, and polycarbonate types, wherein certain 3H-dibenzo-[f,ij] isoquinoline-2,7-dione colorants are copolymerized (condensed) into the polymer to impart a wide range of colors from yellow to blue thereto. These colorants are fast to ultraviolet and visible light, are thermally stable and nonsublimable at the polymer processing (includes preparation) temperatures, and are nonextractable therefrom, rendering the polymers particularly suitable for use as beverage bottles and food, pharmaceutical and cosmetic containers, as well as in producer colored fibers. The colorants have the formula ##STR1## wherein: X is --O--, --S-- or --NH--; --X--R.sub.1 --Z in combination is hydrogen or halogen; R.sub.1 is selected from alkyl, aryl, cycloalkyl or the like, and when X is --O-- or --NH--, --R.sub.1 --Z also can be hydrogen; each of R.sub.1, Rhd 2, R.sub.3 and R.sub.4 is hydrogen or an organic substituent; and wherein the molecule carries at least one condensable group.

  缩聚聚合物包括线性聚酯、不饱和聚酯和聚碳酸酯类型，其中某些3H-二苯并[f，ij]异喹啉-2，7-二酮颜料被共聚（缩合）到聚合物中，使其呈现从黄色到蓝色的广泛颜色范围。这些颜料对紫外线和可见光具有快速性，具有热稳定性，在聚合物加工（包括制备）温度下不可升华，且不可从中提取，使得聚合物特别适用于用作饮料瓶和食品、药品和化妆品容器，以及生产有色纤维。颜料的化学式为##STR1##其中：X是--O--，--S--或--NH--；--X--R.sub.1--Z的组合是氢或卤素；R.sub.1选择自烷基，芳基，环烷基或类似物，当X为--O--或--NH--时，--R.sub.1--Z也可以是氢；每个R.sub.1，R.sub.2，R.sub.3和R.sub.4是氢或有机取代基；分子带有至少一个可缩聚基团。
• Identification of 3<i>H</i>-Naphtho[1,2,3-<i>de</i>]quinoline-2,7-diones as Inhibitors of Apoptosis Signal-Regulating Kinase 1 (ASK1)
  作者：Galyna P. Volynets、Maksym O. Chekanov、Anatoliy R. Synyugin、Andriy G. Golub、Oleksandr P. Kukharenko、Volodymyr G. Bdzhola、Sergiy M. Yarmoluk

  DOI：10.1021/jm200117h

  日期：2011.4.28

  Apoptosis signal-regulating kinase 1 (ASK1) has recently emerged as an attractive therapeutic target for the treatment of cardiac and neurodegenerative disorders. The selective inhibitors of ASK1 may become important compounds for the development of clinical agents. We have identified the ASK1 inhibitor among 3H-naphtho[1,2,3-de]quinoline-2,7-diones using receptor-based virtual screening. In vitro kinase assay revealed that ethyl 2,7-dioxo-2,7-dihydro-3H-naphtho [1,2,3-de]quinoline-1-carboxylate (NQDI-1) inhibited ASK1 with a K-i of 500 nM. The competitive character of inhibition is demonstrated in Lineweaver-Burk plots. In our preliminary selectivity study this compound exhibited strong specific inhibitory activity toward ASK1.
• US4740581A
  申请人：——

  公开号：US4740581A

  公开（公告）日：1988-04-26
• Synthesis of 1-Substituted 3H-Naphtho[1,2,3-de]quinoline-2,7-diones
  作者：S. A. Chernenko、A. L. Shatsauskas、A. S. Kostyuchenko、A. S. Fisyuk

  DOI：10.1134/s0012500822700112

  日期：2022.9

  by the reaction of N-(9,10-anthraquinon-1-yl)chloroacetamide with sodium p-toluenesulfinate has been developed. Nucleophilic substitution of the tosyl group by nitrogen and oxygen nucleophiles has been found to proceed under mild conditions. The corresponding 1-substituted 3H-naphtho[1,2,3-de]quinoline-2,7-diones have been obtained by the reaction of these compounds with amines, phenol, sodium hydroxide

  摘要 一种N- (9,10-蒽醌-1-基)氯乙酰胺与对-钠反应制备1-甲苯磺酰-3H-萘并[1,2,3-脱]喹啉-2,7-二酮的方法开发了甲苯亚磺酸盐。已发现氮和氧亲核试剂对甲苯磺酰基的亲核取代在温和条件下进行。相应的 1-取代 3 H-萘并[1,2,3-脱]喹啉-2,7-二酮已通过这些化合物与胺、苯酚、氢氧化钠和叠氮化钠的反应获得。