4-二甲胺基-苯甲脒 | 55978-60-4

• 物质功能分类: 化学试剂 - 有机试剂 - 肟
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 4-二甲胺基-苯甲脒
• 中文别名: 4-二甲基氨基苯胺
• 英文名称: 4-(dimethylamino)benzimidamide
• 英文别名: 4-(dimethylamino)benzenecarboximidamide
• CAS: 55978-60-4
• 化学式: C₉H₁₃N₃
• mdl: MFCD05662967
• 分子量: 163.222
• InChiKey: XHJCKJBROOJCHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  53.1
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2925290090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  4-二甲胺基-苯甲脒 在 哌啶 、 palladium on carbon 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 、 硝基苯 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  嘧啶衍生物的合成，抗胰酶活性和分子对接研究

  摘要：

  该出版物描述了28种嘧啶衍生物的合成，其中8种是新的。其结构已通过光谱技术（IR，H1，C13 NMR数据）验证。质谱分析正确给出了所有化合物的元素组成。已针对克鲁氏锥虫的两个不同阶段对所有28种化合物进行了体外评估：1.副鞭毛虫和2.鞭毛鞭毛虫。化合物3a，3b，3j，3k，3o，3s和5d表现出比苯并硝唑（BZN）更大的活性。化合物3a的选择性类似于BZN。使用对接方法进行分子建模以确定配体与酶的结合。使用GOLD 5.2程序进行的MO计算提供了有关该酶与嘧啶结合位点的信息。

  DOI：

  10.1007/s00044-018-2253-2

文献信息

• Chemical Synthesis Enables Structural Reengineering of Aglaroxin C Leading to Inhibition Bias for Hepatitis C Viral Infection
  作者：Wenhan Zhang、Shufeng Liu、Rayelle I. Maiga、Jerry Pelletier、Lauren E. Brown、Tony T. Wang、John A. Porco

  DOI：10.1021/jacs.8b11477

  日期：2019.1.23

  rocaglate (flavagline) natural product, aglaroxin C displays intriguing biological activity by inhibiting hepatitis C viral entry. To further elucidate structure-activity relationships and diversify the pyrimidinone scaffold, we report a concise synthesis of aglaroxin C utilizing a highly regioselective pyrimidinone condensation. We have prepared more than 40 aglaroxin C analogues utilizing various amidine

  作为一种独特的 rocaglate (flavagline) 天然产物，aglaroxin C 通过抑制丙型肝炎病毒进入显示出有趣的生物活性。为了进一步阐明构效关系并使嘧啶酮支架多样化，我们报告了利用高度区域选择性嘧啶酮缩合的 aglaroxin C 的简明合成。我们已经利用各种脒缩合伙伴制备了 40 多种 aglaroxin C 类似物。通过对类似物的生物学评估，我们发现了两种先导化合物 CMLD012043 和 CMLD012044，它们显示出对丙型肝炎病毒进入抑制与翻译抑制的优先偏向。总体而言，该研究证明了化学合成能够产生具有靶向抑制偏向性和改善的治疗指数的天然产物变体。
• Synthesis of 4-amino-2,6-diaryl-5-cyanopyrimidines as antimicrobial agents
  作者：Zenaide Severina do Monte、Maria Renata Leite Monteiro、Camila Beatriz Atanásio Borba、Norma Buarque de Gusmão、Emerson Peter da Silva Falcão、Ricardo Oliveira Silva、Rajendra M. Srivastava、Sebastião José de Melo

  DOI：10.1080/00397911.2016.1151051

  日期：2016.6.2

  and arylamidines in the presence of a base was clarified. A preliminary screening of the antibacterial tests clearly showed that 4 out of 11 pyrimidines, 3a, 3e, 3f, and 3k, were effective against bacteria Staphyloccus aureus, Bacillus subtillis, and Pseudomonas aeruginosa. Further, the minimum inhibitory concentration (MIC) against the bacteria has been determined. GRAPHICAL ABSTRACT

  摘要 本文描述了一种以间位和对位取代的 2-氰基肉桂腈和芳脒为原料，高效、简便地合成 11 种 2,4,6-三取代 5-氰基嘧啶的方法。合成的杂环化合物 3a-k 通过红外 (IR)、1H NMR、13C NMR 和质谱数据进行表征。阐明了在碱存在下使用 2-氰基肉桂腈和芳脒形成标题化合物的可能机制。抗菌试验的初步筛选清楚地表明，11 种嘧啶中的 4 种，3a、3e、3f 和 3k，对金黄色葡萄球菌、枯草芽孢杆菌和铜绿假单胞菌有效。此外，已经确定了对细菌的最小抑制浓度 (MIC)。图形概要
• USE OF HEMATOPOIETIC GROWTH FACTOR MIMETICS
  申请人：Bissonnette Reid P.

  公开号：US20140243324A1

  公开（公告）日：2014-08-28

  The present invention relates to uses of small molecule mimetics of hematopoietic growth factors. In particular the present invention relates to uses of small molecule mimetics of erythropoietin.

  本发明涉及使用小分子模拟血液生成生长因子的用途。特别是本发明涉及使用小分子模拟红细胞生成素的用途。
• Identification of NVP-TNKS656: The Use of Structure–Efficiency Relationships To Generate a Highly Potent, Selective, and Orally Active Tankyrase Inhibitor
  作者：Michael D. Shultz、Atwood K. Cheung、Christina A. Kirby、Brant Firestone、Jianmei Fan、Christine Hiu-Tung Chen、Zhouliang Chen、Donovan N. Chin、Lucian DiPietro、Aleem Fazal、Yun Feng、Pascal D. Fortin、Ty Gould、Bharat Lagu、Huangshu Lei、Francois Lenoir、Dyuti Majumdar、Etienne Ochala、M. G. Palermo、Ly Pham、Minying Pu、Troy Smith、Travis Stams、Ronald C. Tomlinson、B. Barry Touré、Michael Visser、Run Ming Wang、Nigel J. Waters、Wenlin Shao

  DOI：10.1021/jm400807n

  日期：2013.8.22

  Tankyrase 1 and 2 have been shown to be redundant, druggable nodes in the Wnt pathway. As such, there has been intense interest in developing agents suitable for modulating the Wnt pathway in vivo by targeting this enzyme pair. By utilizing a combination of structure-based design and LipE-based structure efficiency relationships, the core of XAV939 was optimized into a more stable, more efficient, but less potent dihydropyran motif 7. This core was combined with elements of screening hits 2, 19, and 33 and resulted in highly potent, selective tankyrase inhibitors that are novel three pocket binders. NVP-TNKS656 (43) was identified as an orally active antagonist of Wnt pathway activity in the MMTV-Wnt1 mouse xenograft model. With an enthalpy-driven thermodynamic signature of binding, highly favorable physicochemical properties, and high lipophilic efficiency, NVP-TNKS656 is a novel tankyrase inhibitor that is well suited for further in vivo validation studies.
• Fünfring-Cycloamidine - Neue farbige Heterocyclen mit ungewöhnlichen Eigenschaften. I. Synthese und spektrale Besonderheiten
  作者：Jens Atzrodt、Jörg Brandenburg、Christian Käpplinger、Rainer Beckert、Wolfgang Günther、Helmar Görls、Jürgen Fabian

  DOI：10.1002/prac.199733901132

  日期：——

  The cycloaddition of benzamidines with bis-imidoylchlorides 1 derived from oxalic acid was investigated. For example, treatment of benzamidine with 1 gives the new 4H-imidazoles (3a-1) in yields up to 92%. Because of rapid H-transfer processes in solution, the NMR-spectra of 3a-1 show only a single signal set. Apart from prototropism, 3c shows interesting properties as an amphoteric heterocycle. The protonation of 3c is accompanied by a change of color to orange to blue. Probably, protonation takes place on the exocyclic imino nitrogen to give a cyanine type chromophor. The resulting cation can also be regarded as an antiaromatic 1,3-diazacyclopentadienylium system. In order to investigate the influence of exocyclic substituents at nitrogen on the UV/VIS absorption, compounds 3d-h were synthesized. Whereas electron withdrawing groups cause hypsochromic shifts of the first UV/VIS absorption band, the dimethylamino group shifts this band bathochromically as exemplified by 3e. This novel cycloamidine shows strong acidochromism with bathochromic shifts of more than Delta-lambda-(max)=150 nm.