methyl 5-methoxy-2-(1H-pyrazol-1-yl)benzoate | 1632155-70-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 5-methoxy-2-(1H-pyrazol-1-yl)benzoate
• 英文别名: Methyl 5-methoxy-2-pyrazol-1-ylbenzoate；methyl 5-methoxy-2-pyrazol-1-ylbenzoate
• CAS: 1632155-70-4
• 化学式: C₁₂H₁₂N₂O₃
• 分子量: 232.239
• InChiKey: NYYVBSXJEBUOSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  53.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(4-甲氧基苯基)-1H-吡唑 在 RuH₂(CO)(PPh₃)₃ 、 norbornene 、 caesium carbonate 、 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 20.0~100.0 ℃ 、101.33 kPa 条件下， 反应 36.5h， 生成 methyl 5-methoxy-2-(1H-pyrazol-1-yl)benzoate
  参考文献：
  名称：

  Ruthenium-Catalyzed C–H Silylation of 1-Arylpyrazole Derivatives and Fluoride-Mediated Carboxylation: Use of Two Nitrogen Atoms of the Pyrazole Group

  摘要：

  Carboxylation of 1-arylpyrazole derivatives was developed using a ruthenium-catalyzed ortho silylation in conjunction with fluoride-mediated carboxylation with carbon dioxide. The two nitrogen atoms of pyrazole play crucial roles in promoting ortho silylation via the formation of a five-membered ruthenacycle and in accelerating aryl anion formation by lowering the electron density of the aromatic ring.

  DOI：

  10.1055/s-0033-1341230

文献信息

• Methyl 5-MeO-<i>N</i>-aminoanthranilate, a minimalist fluorogenic probe for sensing cellular aldehydic load
  作者：Mojmír Suchý、Caitlin Lazurko、Alexia Kirby、Trina Dang、George Liu、Adam J. Shuhendler

  DOI：10.1039/c8ob02255k

  日期：——

  5-MeO-N-aminoanthranilate, a fluorogenic probe comprising a single substituted benzene ring has been applied towards the fluorescence detection of endogenous carbonyls through rapid, catalyst-free complexation of these bio-derived markers of cell stress under physiological conditions. The products formed during the reaction between the probe and aldehydic products of lipid peroxidation, including malondialdehyde

  甲基5-MeO- N-氨基邻氨基苯甲酸酯，一种包含单个取代苯环的荧光探针，已通过在生理条件下通过快速，无催化剂地络合这些生物来源的细胞应激标记物而用于荧光检测内源性羰基化合物。已经评估了在探针和脂质过氧化的醛产物之间反应期间形成的产物，包括与细胞膜氧化分解有关的丙二醛和长链脂族醛。用或不用α-生育酚预处理对马来酸二乙酯诱导的氧化应激进行活细胞成像，结果表明该分子可作为能够通过荧光显微镜检测细胞“醛负荷”的极简分子探针。即分子内环化），为基于荧光的醛检测提供了5-MeO- N-氨基邻氨基苯甲酸甲酯的真实评估。
• METHODS AND COMPOUNDS FOR DETECTION AND BINDING OF ALDEHYDES
  申请人：UNIVERSITY OF OTTAWA

  公开号：US20200376144A1

  公开（公告）日：2020-12-03

  Methods of detecting an aldehyde-containing compound in a subject or in a sample from a subject are described herein, comprising administering an aldehyde-binding compound of Formula I to the subject, or combining such a compound with the sample; and detecting the product of the compound of Formula I and the aldehyde-containing compound. Detection of the product may involve imaging, such as MRI, CEST-MRI or positron emission tomography (PET) imaging; or may involve fluorescence or an electrochemical detection method. Biologically relevant aldehydes detected according to the described method can be used to monitor conditions such as brain injury, neurodegenerative disorders such as Alzheimer's disease, diabetes, heart disease, and cancer. Formula (I)
• Ruthenium-Catalyzed C–H Silylation of 1-Arylpyrazole Derivatives and Fluoride-Mediated Carboxylation: Use of Two Nitrogen Atoms of the Pyrazole Group
  作者：Tsuyoshi Mita、Yoshihiro Sato、Hiroyuki Tanaka、Kenichi Michigami

  DOI：10.1055/s-0033-1341230

  日期：——

  Carboxylation of 1-arylpyrazole derivatives was developed using a ruthenium-catalyzed ortho silylation in conjunction with fluoride-mediated carboxylation with carbon dioxide. The two nitrogen atoms of pyrazole play crucial roles in promoting ortho silylation via the formation of a five-membered ruthenacycle and in accelerating aryl anion formation by lowering the electron density of the aromatic ring.