N-(4'-nitrophenyl)-4-chlorobutanamide | 82547-19-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4'-nitrophenyl)-4-chlorobutanamide
• 英文别名: 4-chloro-N-(4-nitrophenyl)butanamide
• CAS: 82547-19-1
• 化学式: C₁₀H₁₁ClN₂O₃
• mdl: MFCD01911515
• 分子量: 242.662
• InChiKey: SEZFNAQBBUCGAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(4'-nitrophenyl)-4-chlorobutanamide 在 sodium azide 、 diborane(6) 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 生成 N-(4-nitrophenyl)tetramethylenediamine
  参考文献：
  名称：

  N-取代的1，n-二胺的新合成路线。二。由ω-链烷酸衍生物合成选择性N-取代的四亚甲基和五亚甲基二胺

  摘要：

  描述了一种新的合成选择性N-取代的四亚甲基和五亚甲基二胺1（n  = 4,5）的方法。该方法使用N-取代的ω-卤代烷酰胺2作为前体，并涉及微波促进的转化成ω-叠氮羧酰胺3，然后用乙硼烷还原叠氮基和羧酰胺基团。

  DOI：

  10.1016/j.tetlet.2011.01.088
• 作为产物：
  描述：

  4-硝基苯胺 、 4-氯丁酰氯 反应 16.0h， 以45%的产率得到N-(4'-nitrophenyl)-4-chlorobutanamide
  参考文献：
  名称：

  具有高G-四链体亲和力和选择性以及对正常细胞低毒性的4,5-二取代的d啶酮配体的设计，合成和评估

  摘要：

  已经设计和合成了一系列的4，5-二取代的cri啶。几种化合物在经典和竞争性FRET分析中显示出对端粒G-四链体DNA的高亲和力，而在低端双链DNA亲和性中则低，尽管它们在端粒酶分析中没有活性，也没有端粒缩短的迹象。它们对一组癌细胞系和正常人成纤维细胞系具有低毒性，并在MCF7和A549癌细胞系中产生有效的基于衰老的长期生长停滞。

  DOI：

  10.1016/j.bmcl.2009.07.033

文献信息

• Synthesis of 2,1-Benzisoxazoles by Nucleophilic Substitution of Hydrogen in Nitroarenes Activated by the Azole Ring
  作者：Nazariy Pokhodylo、Yuriy Teslenko、Vasyl Matiychuk、Mykola Obushak

  DOI：10.1055/s-0029-1216875

  日期：——

  nitroarenes activated by the azole ring due to their electron-deficient character. Moreover, it was found that annulation of the isoxazole ring occurred regioselectively in disubstituted nitroarenes. In the case of 1-(4-nitrophenyl)-1H-tetrazole, the tetrazole ring cleaved faster than the σH-adduct was formed. 1H-1,2,3-triazole - tetrazole - nucleophilic substitution - 2,1-benzisoxazole - annulation

  1-硝基-4-（1,2,3-三唑基/四唑基）苯与芳基乙腈在酒精介质中在过量碱存在下的反应产生了新的2,1-苯并恶唑。这些发现表明由于它们的电子缺陷特性，被唑环活化的硝基芳烃具有高反应活性。此外，发现在二取代的硝基芳烃中区域选择性地发生异恶唑环的环化。在1-（4-硝基苯基）-1-的情况下ħ四唑，四唑环裂解比σ更快ħ形成-adduct。 1 H -1,2,3-三唑-四唑-亲核取代-2,1-苯并恶唑-环化
• [EN] CELLULAR TRANSPORT SYSTEM FOR TRANSFERRING A SULFONIC ACID CONSTRUCT CARRYING A CARGO INTO THE CYTOPLASM OF A CELL<br/>[FR] SYSTÈME DE TRANSPORT CELLULAIRE PERMETTANT DE TRANSFÉRER UNE CONSTRUCTION D'ACIDE SULFONIQUE PORTANT UN CARGO DANS LE CYTOPLASME D'UNE CELLULE
  申请人：SCIENTIST OF FORTUNE SA

  公开号：WO2019068726A1

  公开（公告）日：2019-04-11

  The present invention relates to a cellular transport system for bringing a sulfonic acid construct which carries a cargo into a cell and releasing the cargo in the cell's cytoplasm, the cellular transport system comprising: (i) a sulfonate transporter located in the cytoplasm membrane of the cell wherein said sulfonate transporter is capable of transporting said sulfonic acid construct across the cytoplasm membrane into the cytoplasm; (ii) a γ-glutamyl transferase (GGT; EC 2.3.2.2) which is modified to be located in the cytoplasm of the cell, wherein said γ-glutamyl transferase is capable of hydrolyzing said sulfonic acid construct so as to release the cargo. Moreover, the present invention relates to the use of a cellular transport system for bringing a sulfonic acid construct which contains a cargo into a cell and releasing the cargo in the cell's cytoplasm. Further, the present invention relates to a γ-glutamyl transferase for hydrolyzing a sulfonic acid construct which contains a cargo.

  本发明涉及一种细胞运输系统，用于将携带货物的磺酸构造体带入细胞并在细胞质中释放货物，所述细胞运输系统包括：（i）位于细胞质膜中的磺酸转运蛋白，其中所述磺酸转运蛋白能够将所述磺酸构造体跨越细胞质膜运输至细胞质；（ii）改性为位于细胞质中的γ-谷氨酰转移酶（GGT；EC 2.3.2.2），其中所述γ-谷氨酰转移酶能够水解所述磺酸构造体以释放货物。此外，本发明涉及使用细胞运输系统将携带货物的磺酸构造体带入细胞并在细胞质中释放货物。此外，本发明涉及用于水解携带货物的磺酸构造体的γ-谷氨酰转移酶。
• Click chemistry assembly of G-quadruplex ligands incorporating a diarylurea scaffold and triazole linkers
  作者：William C. Drewe、Stephen Neidle

  DOI：10.1039/b814576h

  日期：——

  A series of diarylurea ligands were designed to interact selectively with G-quadruplexes and were synthesised using copper(I) catalysed ‘click’ chemistry to incorporate the 1,4-substituted 1,2,3-triazole ring into the core of the ligands; the optimal ligands demonstrate a high degree of selective telomeric G-quadruplex stabilisation and are not cytotoxic in several cancer cell lines.

  设计了一系列二芳基脲配体，以选择性地与G-四重螺旋相互作用，并采用铜(I)催化的“点击”化学合成这些配体，将1,4-取代的1,2,3-三唑环引入配体的核心；最佳配体在稳定端粒G-四重螺旋方面表现出高度选择性，并且在多种癌细胞系中无细胞毒性。
• Kinetics and mechanism of formation and decomposition of substituted 1-phenylpyrrolidin-2-ones in basic medium
  作者：Milos̆ Sedlák、Ludmila Hejtmánková、Pavla Kas̆parová、Jaromír Kaválek

  DOI：10.1002/poc.468

  日期：2002.3

  different derivatives and depend on the substituents in the aromatic and/or heterocyclic moiety. The rate-limiting step of hydrolysis of 1-(4-nitrophenyl)pyrrolidin-2-one consists of the non-catalysed decomposition of the tetrahedral intermediate. In the case of 3-bromo-1-(4-nitrophenyl)pyrrolidin-2-one at sodium hydroxide concentrations below 0.1 mol l−1, the rate-limiting step is the second reaction pathway

  对取代的4-氯-N-苯基丁酰胺在氢氧化钠水溶液中的化学行为的研究表明，底物首先进行闭环反应，得到取代的1-苯基吡咯烷二-2-酮，然后水解为4-钠的取代衍生物。氨基-N-苯基丁酸酯。动力学测量提供了在25°C水中2-溴-4-氯-N-（4-硝基苯基）丁酰胺的解离常数p K a和环化速率常数k c的值[p K a  = 11.64±0.01; k c  =（1.94±0.03）×10 -2 s -1 ]，4-氯-N-（4-硝基苯基）丁酰胺[p K a  = 13.35±0.02；k c  ＝（1.60±0.02）×10 -2 s -1 ]和4-氯-2-甲基-N-（4-硝基苯基）丁酰胺[p K a  ＝ 13.55±0.03；k c  ＝（7.61±0.11）×10 -2 s -1 ]。各个衍生物的p K a和k c值因丁酰胺骨架的α位取代而异。在甲醇钠甲醇溶液中，2-溴-4-氯-N的闭环过程-（
• Trisubstituted Acridines as G-quadruplex Telomere Targeting Agents. Effects of Extensions of the 3,6- and 9-Side Chains on Quadruplex Binding, Telomerase Activity, and Cell Proliferation
  作者：Michael J. B. Moore、Christoph M. Schultes、Javier Cuesta、Francisco Cuenca、Mekala Gunaratnam、Farial A. Tanious、W. David Wilson、Stephen Neidle

  DOI：10.1021/jm050555a

  日期：2006.1.1

  The synthesis is reported of a group of 3,6,9-trisubstituted acridine compounds as telomeric quadruplex-stabilizing ligands with systematic variations at the 3-, 6-, and 9-positions. A new microwave-assisted methodology has been developed for trisubstituted acridine synthesis. Structure-activity relationships are reported using surface plasmon resonance and a fluorescence melting assay to examine quadruplex binding, together with a telomerase inhibition assay. These reveal relationships between G-quadruplex stabilization and telomerase inhibition and optimal 3,6- and 9-substituent side-chain lengths for maximal activity. Qualitative molecular modeling using molecular dynamics simulations has been undertaken on four quadruplex-DNA complexes. Long-term exposure of MCF7 cancer cells to a subset of the most active compounds, at doses lower than the IC50 values, showed that one compound produced a marked decrease in population growth, accompanied by senescence, which is consistent with telomere targeting by this agent.