2-chloro-3-(4-nitro-phenyl)-propenal | 3626-97-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: 2-chloro-3-(4-nitro-phenyl)-propenal
• 英文别名: α-chloro-4-nitro-cinnamaldehyde；α-Chlor-4-nitro-zimtaldehyd；2-Chloro-3-(4-nitrophenyl)prop-2-enal
• CAS: 3626-97-9
• 化学式: C₉H₆ClNO₃
• 分子量: 211.605
• InChiKey: DBVDHCJKHHZJBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-chloro-3-(4-nitro-phenyl)-propenal 在 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 α-chloro-4-nitro-cinnamic acid
  参考文献：
  名称：

  Naar, Chemische Berichte, 1891, vol. 24, p. 251

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-dichloro-3-phenyl-propionaldehyde 在 potassium acetate 、 溶剂黄146 作用下， 生成 2-chloro-3-(4-nitro-phenyl)-propenal
  参考文献：
  名称：

  Naar, Chemische Berichte, 1891, vol. 24, p. 251

  摘要：

  DOI：

文献信息

• [1,2,4]Triazino[2,3-с]quinazolines 1. Methods for the preparation and spectral characteristics of substituted 3-R1-6-R3-6,7-dihydro-2H-[1,2,4]triazino[2,3-с]quinazolin-2-ones
  作者：Oleksii Yu. Voskoboynik、Olexandra S. Kolomoets、Sergiy I. Kovalenko、Svetlana V. Shishkina

  DOI：10.1007/s10593-017-2142-5

  日期：2017.8

  A simple and effective method has been developed for the synthesis of previously unknown substituted 3-R1-6-R3-6,7-dihydro-2H-[1,2,4]triazino-[2,3-c]quinazolin-2-ones by reactions of 6-R1-3-(2-aminophenyl)-1,2,4-triazin-5(2Н)-ones with carbonyl compounds and their derivatives.

  已开发出一种简单有效的方法来合成先前未知的取代的3-R 1 -6-R 3 -6,7-二氢-2 H- [1,2,4]三嗪-[2,3- c ]喹唑啉-2-酮与6-R 1 -3-（2-氨基苯基）-1,2,4-三嗪-5（2 ^）-酮与羰基化合物及其衍生物的反应。
• Antifibrotic and anticancer action of 5-ene amino/iminothiazolidinones
  作者：Danylo Kaminskyy、Gertjan J.M. den Hartog、Magdalena Wojtyra、Maryan Lelyukh、Andrzej Gzella、Aalt Bast、Roman Lesyk

  DOI：10.1016/j.ejmech.2016.02.011

  日期：2016.4

  Here we describe the synthesis and the antifibrotic and anticancer activity determination of amino(imino)thiazolidinone derivatives. An efficient one-pot three-component reaction which involved [2 + 3]-cyclocondensation and Knoevenagel condensation was used for the synthesis of 5-ene-2-amino(imino)-4-thiazolidinones. Following amino-imino tautomerism, the compound structures were confirmed by X-ray

  在这里，我们描述了氨基（亚氨基）噻唑烷酮衍生物的合成以及抗纤维化和抗癌活性的测定。一种高效的一锅三组分反应，涉及[2 + 3]-环缩合和Knoevenagel缩合反应，用于合成5-烯-2-氨基（亚氨基）-4-噻唑烷酮。氨基亚氨基互变异构之后，通过X射线分析证实了化合物的结构。对成纤维细胞和癌细胞进行SRB分析的比较表明，显着降低成纤维细胞活力的化合物不具有抗癌作用。已经鉴定出一系列噻唑烷酮衍生物作为进一步测试的有趣候选物。在测试的化合物中，2- 3-呋喃-2-基甲基-2-[（（2-甲基-3-苯基亚烷基）肼基]-噻唑烷丁-4-一-5-基} -N-（3-三氟甲基苯基）-乙酰胺（5），N-（2-甲氧基苯基）-2- [5-（4-氧噻唑烷-2--2-亚氨基氨基）-[1,3,4]噻二唑-2-基硫烷基]-乙酰胺（12），3- [3-烯丙基-4-氧-2-（噻唑-2-亚胺基）噻唑烷-5-基] -1,3-二氢吲哚-2-一（33）和5（Z）-
• Synthesis and biological activity of heterylaceto- and-thioacetohydrazide derivatives
  作者：Yu. V. Strokin、I. A. Krasovskii、V. M. Ovrutskii、L. D. Protsenko、A. A. Kremzer、E. V. Aleksandrova、A. N. Krasovskii、V. I. Votyakov、N. I. Sharykina、M. N. Shashikhina、T. A. Bukhtiarova、S. V. Zhavrid、L. V. Rebyanskaya

  DOI：10.1007/bf00764999

  日期：1990.7
• Synthesis of 5-arylidene-2-amino-4-azolones and evaluation of their anticancer activity
  作者：Ivanna Subtel’na、Dmytro Atamanyuk、Ewa Szymańska、Katarzyna Kieć-Kononowicz、Borys Zimenkovsky、Olexandr Vasylenko、Andrzej Gzella、Roman Lesyk

  DOI：10.1016/j.bmc.2010.05.073

  日期：2010.7

  Series of novel 5-arylidene-2-arylaminothiazol-4(5H)-ones and 2-aryl(benzyl)amino-1H-imidazol-4(5H)ones were synthesized from appropriate 2-alkylthioazol-4-ones using nucleophilic substitution in position 2 by various anilines and benzylamines and Knoevenagel reaction. X-ray structural studies of 22 revealed the structure to be intermediate between amino and imino tautomeric forms. All the target compounds were evaluated for the anticancer activity in vitro in standard National Cancer Institute 60 cancer cell lines assay. Majority of compounds showed significant antitumor cytotoxicity effect at micromolar and submicromolar level (Mean Log GI(50) ranges -5.77 to -4.35). Some of the most potent compounds, namely 10 and 13, possessed selectively high effect on all leukemia cell lines at submicromolar level (Mean Log GI50 [leukemia lines], respectively, -6.41 and -6.29), which are probably associated with immunosuppressive activity. Individual cancer cell lines sensitivity to synthesized compounds and SAR studies are discussed. COMPARE analysis allowed to disclose probable modes of anticancer action for synthesized compounds, in particular showed number of high correlations with activity patterns of alkylating agents (PCC similar to 0.606-0.731). (C) 2010 Elsevier Ltd. All rights reserved.
• Lesyk; Vladzimirska; Zimenkovsky, Bollettino Chimico Farmaceutico, 1998, vol. 137, # 6, p. 210 - 217
  作者：Lesyk、Vladzimirska、Zimenkovsky、Horishny、Nektegayev、Solyanyk、Vovk

  DOI：——

  日期：——