3-Dimethylamino-1-dimethylimonio-2-(3,4-dimethoxy-phenyl)-prop-2-en

• 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: 3-Dimethylamino-1-dimethylimonio-2-(3,4-dimethoxy-phenyl)-prop-2-en
• 英文别名: [2-(3,4-dimethoxyphenyl)-3-(dimethylamino)prop-2-enylidene]-dimethylazanium;perchlorate
• 化学式: C₁₅H₂₃N₂O₂*ClO₄
• 分子量: 362.81
• InChiKey: BNZSLVDGJGXWIK-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.81
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  99
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-Dimethylamino-1-dimethylimonio-2-(3,4-dimethoxy-phenyl)-prop-2-en 在 一水合肼 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.25h， 生成 4-(3,4-dimethoxyphenyl)-1H-pyrazole
  参考文献：
  名称：

  Synthesis and biological evaluation of some novel N-arylpyrazole derivatives as cytotoxic agents

  摘要：

  通过 Vilsmeier-Haack 反应、水解、缩合和芳香取代反应，从取代的苯乙酸中获得了一系列新型 N-芳基吡唑衍生物 5a-5i。通过 1H NMR、13C NMR、FTIR、HRMS 和元素分析确认了它们的化学结构。新合成的化合物对 Bel-7402、KB、HL-60 和 BGC-823 细胞系进行了体外细胞毒活性测试，结果发现它们具有中等程度的活性。

  DOI：

  10.1007/s11164-013-1051-1
• 作为产物：
  描述：

  [(Z)-2-(3,4-Dimethoxy-phenyl)-3-dimethylamino-allylidene]-dimethyl-ammonium 在 sodium perchlorate 作用下， 生成 3-Dimethylamino-1-dimethylimonio-2-(3,4-dimethoxy-phenyl)-prop-2-en
  参考文献：
  名称：

  New Synthetic Routes to 3-, 5-, and 6-Aryl-2-chloropyridines

  摘要：

  The efficient synthesis of 3-, 5-, and 6-aryl-2-chloropyridines via the facile preparation of 5-(dimethyamino)aryl-substituted pentadienyl nitriles and cyclization with hydro chloric acid is described. This approach allows for the introduction of other electron-withdrawing substituents on the pyridine ring as well as the preparation of the desired unsubstituted arylpyridines. Some differences in the rates of cyclization of the pentadienyl nitriles as well as the yields of chloropyridines were observed that depended on the position and degree of substitution in the aryl substituent. The arylpentadienyl nitriles 5 and 6 could also be converted directly into the corresponding 2-aminopyridines.

  DOI：

  10.1021/jo00117a029

文献信息

• Synthesis, anticancer activity and DNA-binding properties of novel 4-pyrazolyl-1,8-naphthalimide derivatives
  作者：Shenghui Li、Shengjie Xu、Yonghe Tang、Shan Ding、Jinchao Zhang、Shuxiang Wang、Guoqiang Zhou、Chuanqi Zhou、Xiaoliu Li

  DOI：10.1016/j.bmcl.2013.12.014

  日期：2014.1

  series of 4-pyrazolyl-1,8-naphthalimide derivatives have been designed and facilely synthesized. For anticancer activity in vitro, most of the compounds were found to be more toxic against human mammary cancer cells (MCF-7) than human cervical carcinoma cells (Hela) and human lung cancer cells (A549). Compounds 4i, 4h, 4b and 4a showed improved cytotoxic activity against MCF-7 cells over amonafide, in

  已经设计并容易地合成了一系列新颖的4-吡唑基-1，8-萘二甲酰亚胺衍生物。对于体外抗癌活性，发现大多数化合物对人乳腺癌细胞（MCF-7）的毒性比人宫颈癌细胞（Hela）和人肺癌细胞（A549）高。化合物4i，4h，4b和4a与阿莫那肽相比对MCF-7细胞表现出改善的细胞毒活性，尤其是化合物4i和4h，其对MCF-7细胞系的IC 50值分别为0.51μM和0.79μM 。4i的DNA结合特性通过紫外可见光谱，荧光和圆二色性（CD）光谱学和热变性进行了研究。结果表明，作为DNA嵌入剂的化合物4i显示出与CT-DNA的中等结合亲和力。
• Design, synthesis and biological evaluation of some novel N-arylpyrazole derivatives bearing the sulfonamide moiety as cytotoxic agents
  作者：Xiaobo Duan、Yingxing Wang、Weipei Feng、Yaxing Yang、Hongyan Li、Shenghui Li、Xiaobing Yang、Jinchao Zhang、Shuxiang Wang、Guoqiang Zhou、Chuanqi Zhou

  DOI：10.1007/s11164-016-2620-x

  日期：2017.1

  A series of novel N-arylpyrazole derivatives (4a–4l) bearing the sulfonamide moiety were synthesized by the condensation reaction of 1,3-dicarbonyl compounds with 4-hydrazinylbenzenesulfonamide. The structures of the obtained compounds were established on the basis of elemental (C, H, and N) and spectral analysis (1H NMR, 13C NMR, ESIMS, and FT-IR). These compounds were tested for their in vitro cytotoxic

  通过1，3-二羰基化合物与4-肼基苯磺酰胺的缩合反应，合成了一系列带有磺酰胺基团的新型N-芳基吡唑衍生物（4a-4l）。根据元素（碳，氢和氮）和光谱分析（1 H NMR，13 C NMR，ESIMS和FT-IR）建立所得化合物的结构。测试了这些化合物对三种人类肿瘤细胞系MCF-7，Hela和A549的体外细胞毒性活性。结果表明，大多数获得的化合物对IC 50值较低的被测细胞系均显示出有希望的细胞毒性。吡唑衍生物4k最有效的一种是在苯环的3位和4位带有两个甲氧基的化合物。它对MCF-7细胞的细胞生长抑制作用优于塞来昔布和顺铂。
• 2,5-substituted pyrimidine derivatives-CCR-3 receptor antagonists
  申请人：——

  公开号：US20040014775A1

  公开（公告）日：2004-01-22

  This invention relates to certain pyrimidine derivatives that are CCR-3 receptor antagonists, pharmaceutical compositions containing them, methods for their use and methods for preparing these compounds.

  这项发明涉及某些嘧啶衍生物，它们是CCR-3受体拮抗剂，包含它们的药物组合物，以及使用它们的方法和制备这些化合物的方法。
• Arnold,Z., Collection of Czechoslovak Chemical Communications, 1961, vol. 26, p. 3051 - 3058
  作者：Arnold,Z.

  DOI：——

  日期：——
• Application of 2-substituted vinamidinium salts to the synthesis of 2,4-disubstituted pyrroles
  作者：John T. Gupton、Dale A. Krolikowski、Richard H. Yu、Steve W. Riesinger、James A. Sikorski

  DOI：10.1021/jo00302a047

  日期：1990.7