4-chloro-3-nitrobenzyl acetate | 30565-72-1

• 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: 4-chloro-3-nitrobenzyl acetate
• 英文别名: p-Chlor-m-nitro-benzylacetat；(4-chloro-3-nitrophenyl)methyl acetate
• CAS: 30565-72-1
• 化学式: C₉H₈ClNO₄
• 分子量: 229.62
• InChiKey: FIAYEXPOVMNJJA-UHFFFAOYSA-N

物化性质

• 沸点：
  332.6±27.0 °C(Predicted)
• 密度：
  1.382±0.06 g/cm3(Predicted)
• 保留指数：
  1761

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-chloro-3-nitrobenzyl acetate 在 氯化亚砜 、 铜 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-[[4-[(acetyloxy)methyl]-2-nitrophenyl]thio]-N,N-dimethylbenzamide
  参考文献：
  名称：

  Fluorinated Diaryl Sulfides as Serotonin Transporter Ligands:  Synthesis, Structure−Activity Relationship Study, and in Vivo Evaluation of Fluorine-18-Labeled Compounds as PET Imaging Agents

  摘要：

  A series of new, fluorine-containing substituted diphenyl sulfides was synthesized to serve as candidate ligands for positron emission tomography (PET) imaging of the serotonin transporter (SERT) and to further probe the structure-activity relationship (SAR) of this class of compounds. Candidate compounds were assayed for their affinities to the monoamine transporters (SERT, norepinephrine transporter (NET), and dopamine transporter (DAT)) in competitive binding experiments in vitro using cloned human transporters. From these in vitro assays, four compounds (7c-f) were chosen for further evaluation. All four compounds have nanomolar affinity for SERT (K-i 1.46 nM, 1.04 nM,1.83 nM, and 3.58 nM for 7c, 7d, 7e, and 7f, respectively). The F-18-labeled compounds, 16 and 18a-c, were prepared via a two-step radiosynthesis. Biodistribution studies in rats indicated that the F-18-labeled compounds localized in brain regions with high concentrations of SERT. Furthermore, competition experiments demonstrated that the binding of these radioligands in the rat brain was saturable, specific, and selective to SERT. Specific binding in the rat hypothalamus peaked at 5.6 for ligand 16 and 4.4 for 18b at 90 min after radioactivity administration. For ligand 18a, this same ratio was 8.4 at 120 min postinjection, while compound 18c displayed a lower-specific binding ratio of 2.4. In summary, four F-18-labeled ligands were prepared and evaluated as candidate PET imaging agents for SERT. Among these four ligands, three appear to be promising radioligands suitable for the labeling of SERT in vivo, with 18a providing a higher specific binding in vivo than 16 or 18b.

  DOI：

  10.1021/jm0400808
• 作为产物：
  描述：

  4-氯氯苄 在 硝酸 、 sodium acetate 作用下， 生成 4-chloro-3-nitrobenzyl acetate
  参考文献：
  名称：

  Bott,K., Chemische Berichte, 1970, vol. 103, p. 3850 - 3861

  摘要：

  DOI：

文献信息

• Carbon-11 and fluorine-18 labeled radioligands for positron emission tomography (PET) imaging for the brain serotonin transporters
  申请人：Huang Yiyun

  公开号：US20110097274A1

  公开（公告）日：2011-04-28

  This invention provides a compound having the structure: This invention also provides for related compounds and pharmaceutical compositions. This invention further provides for a compound that can be used for non-invasive method for positron emission tomography (PET) imaging of serotonin transporter sites in mammals comprising labeling serotonin transporter sites (SERT) with an image-generating amount of the radiolabeled compound disclosed herein and measuring spatial distribution of the compound in the mammal by PET so as to thereby image the serotonin transporter sites.

  这项发明提供了一种具有以下结构的化合物：此外，本发明还提供了相关的化合物和制药组合物。此外，本发明还提供了一种化合物，可用于非侵入性的正电子发射断层扫描（PET）成像方法，用于哺乳动物中的血清素转运体位点成像，包括使用本文所述的放射性标记化合物标记血清素转运体位点（SERT），并通过PET测量哺乳动物中化合物的空间分布，从而成像血清素转运体位点。
• Huang, Y.; Bae, S.-A.; Zhu, Z., Journal of labelled compounds and radiopharmaceuticals, 2001, vol. 44, p. S18 - S20
  作者：Huang, Y.、Bae, S.-A.、Zhu, Z.、Guo, N.、Hwang, D. R.、Laruelle, M.

  DOI：——

  日期：——
• CARBON-11 AND FLUORINE-18 LABELED RADIOLIGANDS FOR POSITRON EMISSION TOMOGRAPHY (PET) IMAGING FOR THE BRAIN SEROTONIN TRANSPORTERS
  申请人：THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK

  公开号：EP1519917A2

  公开（公告）日：2005-04-06
• EP1519917A4
  申请人：——

  公开号：EP1519917A4

  公开（公告）日：2006-05-17
• [EN] CARBON-11 AND FLUORINE-18 LABELED RADIOLIGANDS FOR POSITRON EMISSION TOMOGRAPHY (PET) IMAGING FOR THE BRAIN SEROTONIN TRANSPORTERS<br/>[FR] RADIOLIGANDS MARQUES AU CARBONE 11 ET AU FLUOR 18 POUR L'IMAGERIE TOMOGRAPHIQUE PAR EMISSION DE POSITRONS APPLIQUEE AUX TRANSPORTEURS DE LA SEROTONINE DANS LE CERVEAU
  申请人：UNIV COLUMBIA

  公开号：WO2003096978A2

  公开（公告）日：2003-11-27

  This invention provides a compound having the structure: (I) This invention also provides for related compounds and pharmaceutical compositions. This invention further provides for a compound that can be used for non-invasive method for positron emission tomography (PET) imaging of serotonin transporter sites in mammals comprising labeling serotonin transporter sites (SERT) with an image-generating amount of the radiolabeled compound disclosed herein and measuring spatial distribution of the compound in the mammal by PET so as to thereby image the serotonin transporter sites.