1-isonicotinoyl-1H-imidazole | 90322-87-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-isonicotinoyl-1H-imidazole
• 英文别名: Imidazol-1-yl(pyridin-4-yl)methanone
• CAS: 90322-87-5
• 化学式: C₉H₇N₃O
• 分子量: 173.174
• InChiKey: BCZKNYMFTHHJHW-UHFFFAOYSA-N

物化性质

• 沸点：
  370.8±34.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-isonicotinoyl-1H-imidazole 在 一水合肼 、 potassium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 potassium 4-pyridinyldithiocarbazate
  参考文献：
  名称：

  SAR studies on 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles as inhibitors of Mtb shikimate dehydrogenase for the development of novel antitubercular agents

  摘要：

  三唑噻二唑是一种具有较强抗结核活性的药物，对MtSD有适度的抑制作用，并且没有明显的细胞毒性。

  DOI：

  10.1039/c5ra19334f
• 作为产物：
  描述：

  异烟酸 、 N,N'-羰基二咪唑 以 四氢呋喃 为溶剂， 生成 1-isonicotinoyl-1H-imidazole
  参考文献：
  名称：

  SAR studies on 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles as inhibitors of Mtb shikimate dehydrogenase for the development of novel antitubercular agents

  摘要：

  三唑噻二唑是一种具有较强抗结核活性的药物，对MtSD有适度的抑制作用，并且没有明显的细胞毒性。

  DOI：

  10.1039/c5ra19334f

文献信息

• Chemoselective acylation of 2-amino-8-quinolinol in the generation of C2-amides or C8-esters
  作者：Yongseok Park、Xiang Fei、Yue Yuan、Sanha Lee、Joonseong Hur、Sung Jean Park、Jae-Kyung Jung、Seung-Yong Seo

  DOI：10.1039/c7ra05287a

  日期：——

  Two different ways to carry out the chemoselective acylation of 2-amino-8-quinolinol with unique features to generate C2-amides or C8-esters were developed. The coupling reaction with a variety of carboxylic acids using EDCI and DMAP provided C8-ester derivatives, whereas N-heteroaromatic acids were not introduced on the C8-hydroxy group, but rather on the C2-amino group under the same conditions.

  开发了两种不同的方法来进行具有独特特征的2-氨基-8-喹啉醇的化学选择性酰化反应，以生成C2-酰胺或C8-酯。使用EDCI和DMAP与多种羧酸的偶联反应提供了C8-酯衍生物，而在相同条件下，N-杂芳族酸没有引入C8-羟基上，而是引入了C2-氨基上。为了选择性地获得C 2-酰胺，将来自2-氨基-8-喹啉醇的阴离子亲核试剂用反应性较小的酰基咪唑啉化物或酯处理。
• A Weinreb amide approach to the synthesis of trifluoromethylketones
  作者：DiAndra M. Rudzinski、Christopher B. Kelly、Nicholas E. Leadbeater

  DOI：10.1039/c2cc35037h

  日期：——

  A novel route to access trifluoromethylketones (TFMKs) from Weinreb amides is reported. This represents the first documented case of the Ruppert–Prakash reagent (TMS–CF3) reacting in a constructive manner with an amide and enables synthesis of TMFKs without risk of over-trifluoromethylation.

  报道了一条从Weinreb酰胺制备三氟甲基酮（TFMKs）的新路线。这是首次记录到Ruppert–Prakash试剂（TMS–CF3）以建设性方式与酰胺反应，并且可以无需担心过度三氟甲基化风险地合成TMFKs。
• Synthesis of N-(protected)aminophthalimides: application to the synthesis of singly labelled isoniazid
  作者：Nicolas Brosse、Maria-Fatima Pinto、Brigitte Jamart-Grégoire

  DOI：10.1039/a807230b

  日期：——

  The synthesis of a series of N-(protected)aminophthalimides and the removal of their phthaloyl group leading to N-(protected) or N,N-bis(protected)hydrazines is described. As illustrated by the synthesis of monolabelled isoniazid 3b*, this strategy can be utilized for the preparation of monolabelled substituted hydrazines.

  本文描述了一系列N-（保护）氨基邻苯二甲酰亚胺的合成及其邻苯二甲酰基团的去除，从而得到N-（保护）或N,N-双（保护）联氨。合成单标记的异烟肼3b*的过程表明，这一策略可用于制备单标记的取代联氨。
• Organosilatranes with thioester-anchored heterocyclic ring assembly: Cu²⁺ ion binding and fabrication of hybrid silica nanoparticles
  作者：Gurjaspreet Singh、Sunita Rani、Amandeep Saroa、Shally Girdhar、Jandeep Singh、Aanchal Arora、Darpandeep Aulakh、Mario Wriedt

  DOI：10.1039/c5ra09004k

  日期：——

  metal ions. In addition, it is for the first time that the hybrid silica nanoparticles (H-SiNPs) bearing a thioester linkage in the silica framework are reported. The synthesis was achieved conveniently by an in situ co-condensation reaction of tetraethyl orthosilicate (TEOS) with the corresponding ThE-OS. The derivatization of silica is confirmed by FT-IR, 13C and 29Si solid state CP-MAS NMR, UV-Vis

  这项工作介绍了具有不同配位能力的有机硅配合物（3a–h）的设计，合成，UV-Vis吸收特性和Cu 2+离子键合，这些配合物均来自巯基丙基硅氮烷（MPS）和各自的杂芳族羧酸（1a– h）。通过一系列表征技术，例如元素分析，FT-IR，NMR（1 H，13 C），LC-MS和3e的结构明确确定，对制备的基于硫酯的有机硅氢盐（ThE-OS）进行了精心的表征。 X射线单晶分析。所有的化合物在强度所示明智吸收增强以及λ最大与其他被调查的金属离子相比，与Cu 2+离子结合的数值。另外，首次报道了在二氧化硅骨架中带有硫酯键的杂化二氧化硅纳米粒子（H-SiNPs）。通过原硅酸四乙酯（TEOS）与相应的ThE-OS的原位共缩合反应可以方便地实现合成。二氧化硅的衍生化通过FT-IR，13 C和29 Si固态CP-MAS NMR，UV-Vis，TEM，XRD，TGA和EDX技术确认。此外，与母体ThE-OS相比，H-SiNPs对Cu
• Organo-functionalized trimethoxysilanes featuring thioester linkage: Synthetic and UV–Vis spectral investigations
  作者：Gurjaspreet Singh、Sunita Rani、Amandeep Saroa、Aanchal Arora

  DOI：10.1016/j.jorganchem.2016.02.013

  日期：2016.4

  The current work reveals a series of new organo-functionalized trimethoxysilanes (OfTMS) linked via a 3C tether to the thioester group along with the inclusion of versatile aromatic and heteroaromatic sequences. The synthetic procedure implicates the one-pot thioesterification reaction of the precursor carboxylic acids (1a-r) with 3-mercaptopropyltrimethoxysilane (MPTMS), stimulated by 1,1'-carbonyldiimidazole (CDI). The OfTMS have been attentively characterized by elemental analysis, infrared and [H-1, C-13] NMR spectroscopic techniques. The UV-Vis absorption behaviour demonstrates that the alkoxysilanes possess high sensitivity to the changes caused in the environment on account of different substitutions. Furthermore, the solvent effect on the absorption spectra has been scrutinized and quantified using the Kamlet-Taft approach. Importantly, the fabricated stable alkoxysilanes can be aspired for advance applications in the field of material science. (C) 2016 Elsevier B.V. All rights reserved.