(E)-1,4-dimethoxy-2-(2-nitroprop-1-en-1-yl)benzene | 134040-27-0

• 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: (E)-1,4-dimethoxy-2-(2-nitroprop-1-en-1-yl)benzene
• 英文别名: 1-(2,5-Dimethoxyphenyl)-2-nitropropene；1,4-dimethoxy-2-[(E)-2-nitroprop-1-enyl]benzene
• CAS: 134040-27-0
• 化学式: C₁₁H₁₃NO₄
• 分子量: 223.229
• InChiKey: MQFREHNTGKNSRH-SOFGYWHQSA-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：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  64.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-1,4-dimethoxy-2-(2-nitroprop-1-en-1-yl)benzene 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 2-氨基-4-苯基丙烷盐酸盐
  参考文献：
  名称：

  Immunoassay for Phenethylamines of the 2C and DO Sub-Families

  摘要：

  描述了用于检测和测定2C和DO亚家族苯乙胺的免疫分析方法及其必要组成部分。

  公开号：

  US20150038366A1
• 作为产物：
  描述：

  2,5-二甲氧基苯甲醛 在 乙酸铵 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 生成 (E)-1,4-dimethoxy-2-(2-nitroprop-1-en-1-yl)benzene
  参考文献：
  名称：

  Immunoassay for Phenethylamines of the 2C and DO Sub-Families

  摘要：

  描述了用于检测和测定2C和DO亚家族苯乙胺的免疫分析方法及其必要组成部分。

  公开号：

  US20150038366A1

文献信息

• Synthesis, Antiproliferative and Pro-Apoptotic Effects of Nitrostyrenes and Related Compounds in Burkitt's Lymphoma
  作者：Andrew J. Byrne、Sandra A. Bright、Darren Fayne、James P. McKeown、Thomas McCabe、Brendan Twamley、Clive Williams、Mary J. Meegan

  DOI：10.2174/1573406413666171002123907

  日期：2018.2.6

  identified as a lead target structure for the development of particularly effective compounds targeting Burkitt's lymphoma (BL). OBJECTIVES The aims of the curent study were to synthesise a panel of nitrostyrene compounds and to evaluate their activity in Burkitt's lymphoma (BL). METHODS A panel of structurally varied compounds were designed and synthesised using Henry Knoevenagel condensation reactions.

  背景技术淋巴细胞癌（淋巴瘤）约占全世界恶性疾病的12％。硝基苯乙烯支架被认为是开发针对Burkitt淋巴瘤（BL）的特别有效的化合物的主要靶标结构。目的目前的研究目的是合成一组硝基苯乙烯化合物并评估其在伯基特氏淋巴瘤（BL）中的活性。方法使用Henry Knoevenagel缩合反应设计和合成一组结构变化的化合物。单晶X射线分析证实了这些新颖结构的六个实例的E构型。还研究了许多与硝基苯乙烯有关的化合物，包括1，3-双（芳基）-2-硝基丙烯与含有硝基乙烯基药效团的杂环支架，例如3-硝基-2-苯基-2H-色烯。使用BL细胞系EBV-MUTU-1和EBV + DG-75（耐化学性）评估化合物的抗增殖活性，以建立初步的结构活性关系。结果成功建立了具有优化的硝基苯乙烯骨架和3-硝基-2-苯基-2Hchromne结构的铅化合物，在MUTU-1细胞中的典型IC50值分别为0.45 µM和0.47 µM，
• Organocatalytic Asymmetric Tamura Cycloaddition with α- Branched Nitroolefins: Synthesis of Functionalized 1-Tetralones
  作者：Utpal Nath、Subhas Chandra Pan

  DOI：10.1021/acs.joc.6b03020

  日期：2017.3.17

  A new catalytic asymmetric Tamura cycloaddition with nitroolefins was developed. This demonstration of the reaction of α-branched nitroolefins with homophthalic anhydrides delivers highly functionalized 1-tetralone compounds. With bifunctional squaramide catalyst, the desired tetralone products are obtained with high enantioselectivity and good diastereoselectivity.

  开发了一种新的硝基烯烃催化不对称田村环加成反应。α-支化硝基烯烃与高邻苯二甲酸酐反应的这一证明可提供高度官能化的1-tetralone化合物。使用双功能方酰胺催化剂，可以得到具有高对映选择性和良好非对映选择性的所需四氢萘酮产物。
• Immunoassay for phenethylamines of the 2C and DO sub-families
  申请人：Randox Laboratories Limited

  公开号：US10775394B2

  公开（公告）日：2020-09-15

  Immunoassay methods and their requisite components for the detection and determination of phenethylamines of the 2C and DO sub-families are described.

  介绍了用于检测和测定 2C 和 DO 亚家族苯乙胺的免疫测定方法及其必要成分。
• Contemporary state of the investigation of the influence of the discharge of rivers on the hydrologic structure of the Black Sea
  作者：N. P. Bulgakov、I. Yu. Yurkova

  DOI：10.1007/bf02519260

  日期：2000.11
• In Vivo and in Vitro Studies on the Neurotoxic Potential of 6-Hydroxydopamine Analogs
  作者：Su Ma、Lorrie Lin、R. Raghavan、Pat Cohenour、Peter Y. T. Lin、Jennifer Bennett、Russell J. Lewis、Eric L. Enwall、Richard Kostrzewa

  DOI：10.1021/jm00020a024

  日期：1995.9

  In an attempt to determine which physical and biological properties could best be correlated with neurotoxic potential, seven analogs of 1-(2,4,5-trihydroxyphenyl)-2-aminoethane (1), better known as B-hydroxydopamine, were synthesized and compared to 1 in a variety of ways both in vivo and in vitro. The analogs, in combination with-the standard 1, include all eight of the 2,4,5-trisubstituted-phenyl derivatives of phenethylamine and alpha-methylphenethylamine in which the substitution is of the trihydroxy or aminodihydroxy form. Low (60 nmol) and high (300 nmol) intracerebroventricular doses of all analogs produced long-term (7 day) reduction of mouse whole brain norepinephrine (NE) and lesser depletions of dopamine (DA), and effects on serotonin were varied. The analog 1-(5-amino-2,4-dihydroxyphenyl)-2-aminopropane (8) was both more complete and more selective than the standard 1 in depleting NE. Using a histofluorometric glyoxylic acid method and Fink-Heimer silver degeneration stain, it was determined that overt neural degeneration was produced by 8. In vitro, the ease of oxidation of the eight analogs was found to be represented by a formal potential range of -130 to -212 mV vs SCE. However, there was no obvious relationship between ease of oxidation and the extent of monoamine depletion from mouse brain. Using kinetic analysis of synaptosomal accumulation of [H-3]NE and [H-3]DA, it was found that the standard 1 is more potent in its interaction with the DA uptake site (K-i = 12 +/- 0 mu M) than the NE uptake site (K-i = 51 +/- 1 mu M). A correlation analysis was used to determine that differences in NE and DA depletion by each analog could not be explained by differences in potency for in vitro uptake blockade. However, there was a correlation between the K-i for [H-3]NE uptake blockade and the EC(50) for synaptosomal release of preloaded [H-3]NE for the eight analogs (R(2) = 0.96; for log:log plot, R(2) = 0.54), indicating that the results for these two in vitro tests both reflect interaction with the same NE neuronal membrane transport site. A similar correlation between K-i and EC(50) was shown for all eight analogs using [H-3]DA (R(2) = 0.92; for log:log plot, R(2) = 0.52), indicating interaction with the same DA neuronal membrane transport site. These findings demonstrate that there is no single property that can account for selectivity of action and/or potency of catecholamine neurotoxins related to 6-hydroxydopamine.

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