3,5-dinitrobenzylamine | 771579-30-7

• 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: 3,5-dinitrobenzylamine
• 英文别名: (3,5-dinitrophenyl)methanamine
• CAS: 771579-30-7
• 化学式: C₇H₇N₃O₄
• mdl: MFCD03410990
• 分子量: 197.15
• InChiKey: GJOBHFCBZMPBPR-UHFFFAOYSA-N

物化性质

• 沸点：
  379.2±27.0 °C(Predicted)
• 密度：
  1.481±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,5-dinitrobenzylamine 在 [Ru(p-cymene)(pzH-NP)(Cl)]Cl 、 potassium tert-butylate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以63%的产率得到3,5-二硝基苯甲腈
  参考文献：
  名称：

  通过具有吡唑官能团的钌络合物将伯胺双脱氢成腈

  摘要：

  带有萘啶官能化吡唑配体的钌 (II) 配合物在中等温度下催化伯胺无氧化剂和无受体选择性双脱氢为腈。质子响应实体在配体支架上的作用由对照实验证明，包括使用 N-甲基化吡唑类似物。DFT 计算揭示了复杂的氢化物和质子转移，以实现 2 当量 H2 的整体消除。

  DOI：

  10.1021/jacs.8b05009
• 作为产物：
  描述：

  3,5-二硝基苯甲醇 在 偶氮二甲酸二异丙酯 、 对甲苯磺酸 、 三苯基膦 、 肼 作用下， 以 四氢呋喃 为溶剂， 反应 50.0h， 生成 3,5-dinitrobenzylamine
  参考文献：
  名称：

  “无间隔的”二马来酰亚胺氟中的猝灭效率显着提高†

  摘要：

  在这个后基因组时代，需要新技术来应对将功能角色分配给大量已确定的推定基因产物的任务。我们基于合成的荧光探针试剂的使用，开发了一种极简主义的标记策略，该试剂仅在与目标肽序列反应后才发出荧光。探针试剂具有荧光核心并带有两个马来酰亚胺基团，因此它们的潜伏荧光通过光致电子转移（PET）到悬挂的马来酰亚胺基团而猝灭，直到这两个基团都进行了特定的硫醇加成反应。荧光猝灭的效率对于该标记方法的实用性至关重要，并且已被预测与荧光团和马来酰亚胺基团之间的分子内距离有关。我们已经通过制备一系列新颖的氟进行了该假设的首次直接检验，这些氟的区别仅在于将香豆素荧光团和二马来酰亚胺片段分开的间隔基部分。在与两个当量的硫醇反应后，观察到分子内距离与荧光增强（FE）之间存在惊人的相关性。在此观察结果的指导下，我们设计了“无间隔”的氟气，其中的丹磺酰基衍生物的FE比率> 300，这是二马来酰亚胺氟气的最大记录。本文观察到的趋

  DOI：

  10.1039/c0ob00455c

文献信息

• Aerobic oxidation of primary amines to amides catalyzed by an annulated mesoionic carbene (MIC) stabilized Ru complex
  作者：Suman Yadav、Noor U Din Reshi、Saikat Pal、Jitendra K. Bera

  DOI：10.1039/d1cy01541a

  日期：——

  Catalytic aerobic oxidation of primary amines to the amides, using the precatalyst [Ru(COD)(L1)Br2] (1) bearing an annulated π-conjugated imidazo[1,2-a][1,8]naphthyridine-based mesoionic carbene ligand L1, is disclosed. This catalytic protocol is distinguished by its high activity and selectivity, wide substrate scope and modest reaction conditions. A variety of primary amines, RCH2NH2 (R = aliphatic

  伯胺催化有氧氧化为酰胺，使用预催化剂 [Ru(COD)( L 1 )Br 2 ] ( 1 ) 带有环状 π 共轭咪唑 [1,2- a ][1,8] 萘啶基公开了介离子卡宾配体L 1。该催化方案以其高活性和选择性、广泛的底物范围和适中的反应条件而著称。多种伯胺，RCH 2 NH 2（R =脂族，芳族和杂芳族），被转换为使用环境空气作为在KO的亚化学计量的量的存在下用氧化剂相应的酰胺吨卜在吨丁醇。进行了一组控制实验、哈米特关系、动力学研究和 DFT 计算，以揭示使用1的胺氧化的机械细节。催化反应涉及分别通过氧代和羟基配体提取金属键合伯胺的两个胺质子和两个苄基氢原子。Hammett 研究不支持用于苄基 C-H 键裂解的 β-氢化物转移步骤。催化氧化产生的腈经过水合得到酰胺作为最终产物。
• Double Dehydrogenation of Primary Amines to Nitriles by a Ruthenium Complex Featuring Pyrazole Functionality
  作者：Indranil Dutta、Sudhir Yadav、Abir Sarbajna、Subhabrata De、Markus Hölscher、Walter Leitner、Jitendra K. Bera

  DOI：10.1021/jacs.8b05009

  日期：2018.7.18

  A ruthenium(II) complex bearing a naphthyridine-functionalized pyrazole ligand catalyzes oxidant-free and acceptorless selective double dehydrogenation of primary amines to nitriles at moderate temperature. The role of the proton-responsive entity on the ligand scaffold is demonstrated by control experiments, including the use of a N-methylated pyrazole analogue. DFT calculations reveal intricate hydride

  带有萘啶官能化吡唑配体的钌 (II) 配合物在中等温度下催化伯胺无氧化剂和无受体选择性双脱氢为腈。质子响应实体在配体支架上的作用由对照实验证明，包括使用 N-甲基化吡唑类似物。DFT 计算揭示了复杂的氢化物和质子转移，以实现 2 当量 H2 的整体消除。
• Fluorescent markers and use thereof for labeling specific protein targets
  申请人：Keillor Jeffrey

  公开号：US08835641B2

  公开（公告）日：2014-09-16

  Novel fluorescent markers of Formula I: are disclosed herein, wherein X and Y are independently or together absent or are independently selected from R and R1 are independently selected from H and alkyl; Ar is phenyl or heteroaryl; L is absent or a spacer selected from the group consisting of —NH—; —(CH2)nNH—; —NHSO2—; —(CH2)nNHCO—; -(cycloalkyl)NHCO—; —(CH2)nNHSO2—; -(cycloalkyl)NHSO2—; —CONH(CH2)nNHCO—; —CONH(cycloalkyl)NHCO—; —NHCO(CH2)nNHCO—; —NHCO(cycloalkyl)NHCO—; —(CH2)nSO2NH—; -(cycloalkyl)SO2NH—; —(CH2)nNHCSNH—; -(cycloalkyl)NHCSNH—; —CR═CR1—; —C≡C—; —(CH2)nN═CH—; -(cycloalkyl)N═CH—; —N═CH(CH2)—; —N═CH(cycloalkyl)-; n is an integer ranging from 1 to 5; F is a fluorophore selected from the group consisting of fluorescein, rhodamine, eosin, thionine, safranin, coumarin, methoxycoumarin, dansyl, BODIPY and BODIPY derivatives; and wherein X, Y and L may be positioned in a 1,3,5; 1,2,3; 1,3,4 or in a 3,4,5 configuration respectively.

  本文披露了一种新颖的荧光标记物，其中X和Y可以独立或一起缺失，也可以分别选择自R和R1，R和R1可以分别选择自H和烷基；Ar为苯基或杂环芳基；L可以是缺失或从以下组中选择的间隔物，该组包括—NH—；—（CH2）nNH—；—NHSO2—；—（CH2）nNHCO—；-（环烷基）NHCO—；—（CH2）nNHSO2—；-（环烷基）NHSO2—；—CONH（CH2）nNHCO—；—CONH（环烷基）NHCO—；—NHCO（CH2）nNHCO—；—NHCO（环烷基）NHCO—；—（CH2）nSO2NH—；-（环烷基）SO2NH—；—（CH2）nNHCSNH—；-（环烷基）NHCSNH—；—CR═CR1—；—C≡C—；—（CH2）nN═CH—；-（环烷基）N═CH—；—N═CH（CH2）—；—N═CH（环烷基）-；n为1到5的整数；F为从荧光素、罗丹明、苏丹、亚甲基蓝、藏红、香豆素、甲氧基香豆素、丹磺酰基、BODIPY和BODIPY衍生物组中选择的荧光团；其中X、Y和L可以分别位于1,3,5；1,2,3；1,3,4或3,4,5配置中。
• LIPOPROTEIN ADSORBENT AND LIPOPROTEIN ADSORBER MADE WITH THE USE OF THE SAME
  申请人：KANEKA CORPORATION

  公开号：EP1008383A1

  公开（公告）日：2000-06-14

  The present invention has its objects to provide an adsorbent capable of efficiently adsorbing and removing LDL and VLDL if from various lipoprotein-containing solutions, as well as a lipoprotein adsorbed in which said adsorbent is used. This invention is related to a lipoprotein adsorbent which has ligands comprising an atomic group wherein an aromatic group having a logarithmic value of the partition coefficient (log P) in the water-octanol system of 0 to 3.2 and having a substituent at the m-position is bonded directly or via an atom to a nitrogen atom or another atomic group containing an aromatic ring bonded via a carbonyl group to a nitrogen atom and having a log P of 0 to 3.2 at least on a part of the surface of a water insoluble carrier; and a lipoprotein adsorber containing the above adsorbent therein.

  本发明的目的是提供一种能够从各种含脂蛋白溶液中有效吸附和去除低密度脂蛋白和超低密度脂蛋白的吸附剂，以及使用所述吸附剂吸附的脂蛋白。 本发明涉及一种脂蛋白吸附剂，其配体包含一个原子团，其中一个芳香基团在水-辛醇体系中的分配系数（log P）的对数值为 0 至 3.2且在m位有取代基的芳香基团直接或通过一个原子与氮原子或另一个含有芳香环的原子团键合，该芳香环通过羰基与氮原子键合，且至少在水不溶性载体表面的一部分上具有0至3.2的对数值；以及含有上述吸附剂的脂蛋白吸附剂。
• Development of 3,5-Dinitrophenyl-Containing 1,2,4-Triazoles and Their Trifluoromethyl Analogues as Highly Efficient Antitubercular Agents Inhibiting Decaprenylphosphoryl-β-<scp>d</scp>-ribofuranose 2′-Oxidase
  作者：Galina Karabanovich、Jan Dušek、Karin Savková、Oto Pavliš、Ivona Pávková、Jan Korábečný、Tomáš Kučera、Hana Kočová Vlčková、Stanislav Huszár、Zuzana Konyariková、Klára Konečná、Ondřej Jand’ourek、Jiřina Stolaříková、Jana Korduláková、Kateřina Vávrová、Petr Pávek、Věra Klimešová、Alexandr Hrabálek、Katarína Mikušová、Jaroslav Roh

  DOI：10.1021/acs.jmedchem.9b00912

  日期：2019.9.12

  We report herein the discovery of 3,5-dinitrophenyl 1,2,4-triazoles with excellent and selective antimycobacterial activities against Mycobacterium tuberculosis strains, including clinically isolated multidrug-resistant strains. Thorough structure activity relationship studies of 3,5-dinitrophenyl-containing 1,2,4-triazoles and their trifluoromethyl analogues revealed the key role of the position of the 3,5-dinitrophenyl fragment in the antitubercular efficiency. Among the prepared compounds, the highest in vitro antimycobacterial activities against M. tuberculosis H(37)Rv and against seven clinically isolated multidrug-resistant strains of M. tuberculosis were found with S-substituted 4-alkyl-5-(3,5-dinitrophenyl)-4H-1,2,4-triazole-3-thiols and their 3-nitro-5-(trifluoromethyl)phenyl analogues. The minimum inhibitory concentrations of these compounds reached 0.03 mu M, which is superior to all the current first-line anti-tuberculosis drugs. Furthermore, almost all compounds with excellent antimycobacterial activities exhibited very low in vitro cytotoxicities against two proliferating mammalian cell lines. The docking study indicated that these compounds acted as the inhibitors of decaprenylphosphoryl-beta-D-ribofuranose 2'-oxidase enzyme, which was experimentally confirmed by two independent radiolabeling experiments.