1-(6-(aminooxy)hexyl)-1H-pyrrole-2,5-dione | 937161-22-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-(6-(aminooxy)hexyl)-1H-pyrrole-2,5-dione
• 英文别名: 1-(6-aminooxyhexyl)pyrrole-2,5-dione
• CAS: 937161-22-3
• 化学式: C₁₀H₁₆N₂O₃
• 分子量: 212.249
• InChiKey: BTYLBZCHKFVAAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  72.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(6-(aminooxy)hexyl)-1H-pyrrole-2,5-dione 、 6‐[¹⁸F]fluoronicotinaldehyde 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 0.08h， 生成 6‐[¹⁸F]fluoronicotinaldehyde O‐(6‐(2,5‐dioxo‐2,5‐dihydro‐1H‐pyrrol‐1‐yl)hexyl)oxime
  参考文献：
  名称：

  Rapid synthesis of maleimide functionalized fluorine-18 labeled prosthetic group using “radio-fluorination on the Sep-Pak” method

  摘要：

  遵循我们最近发布的氟 18 标记方法“Sep-Pak 上的放射氟化”，我们通过季铵盐溶液（1:4 乙腈：叔丁醇）成功合成了 6-[18F]氟烟醛前体 6-(N,N,N-三甲氨基)烟醛三氟甲磺酸盐 (2)，通过含氟 18 的阴离子交换柱 (PS-HCO3)。使用 10 毫克前体在 1 分钟内观察到超过 80% 的放射化学转化。然后将[18F]氟烟醛([18F]5)与1-(6-(氨基氧基)己基)-1H-吡咯-2,5-二酮缀合以制备氟18标记的马来酰亚胺官能化辅基6-[ 18F]氟烟醛O-(6-(2,5-二氧代-2,5-二氢-1H-吡咯-1-基)己基)肟，6-[18F]FPyMHO ([18F]6)。与文献方法相比，当前的 Sep-Pak 方法不仅提高了总体放射化学产率（50 ± 9%，衰减校正，n = 9），而且还显着缩短了合成时间（从 60-90 分钟缩短到 30 分钟）。相似辅基的合成。

  DOI：

  10.1002/jlcr.3623

文献信息

• RADIOSENSITIVITY OF FLUOROPHORES AND USE OF RADIOPROTECTIVE AGENTS FOR DUAL-MODALITY IMAGING
  申请人：Immunomedics, Inc.

  公开号：US20160199524A1

  公开（公告）日：2016-07-14

  The present application discloses compositions and methods of use of dual-labeled molecules comprising a fluorescent probe and a radionuclide. The labeled molecules are of use for detection, imaging and/or diagnosis of diseased tissues, such as tumors. In preferred embodiments, the dual-labeled molecules are of use in pre-operative and/or intraoperative imaging, for example to detect margins of malignant tissues to facilitate surgical resectioning. In more preferred embodiments, a radioprotective agent such as an oxygen radical scavenger is used to decrease radiolysis of the fluorescent signal. The labeled molecules bind to a disease-associated antigen, such as a tumor-associated antigen. Exemplary molecules include antibodies, antibody fragments, bispecific antibodies, targetable constructs and targeting peptides, such as bombesin analogues.

  本申请公开了一种包含荧光探针和放射性核素的双标记分子的组合物及其使用方法。这些标记分子可用于检测、成像和/或诊断疾病组织，如肿瘤。在优选实施例中，双标记分子可用于术前和/或术中成像，例如检测恶性组织的边缘以便于手术切除。在更优选的实施例中，使用放射保护剂，如氧自由基清除剂，以减少荧光信号的辐解。标记分子结合到与疾病相关的抗原，如肿瘤相关抗原。示例分子包括抗体、抗体片段、双特异性抗体、可靶向构建物和靶向肽，如炸弹素类似物。
• [EN] TRIOXACARCINS, TRIOXACARCIN-ANTIBODY CONJUGATES, AND USES THEREOF<br/>[FR] TRIOXACARCINES, CONJUGUÉS TRIOXACARCINE-ANTICORPS, ET LEURS UTILISATIONS
  申请人：HARVARD COLLEGE

  公开号：WO2014082065A1

  公开（公告）日：2014-05-30

  Provided herein are trioxacarcin-antibody drug conjugates of Formula (A): and pharmaceutically acceptable salts thereof, comprising at least one instance of the group - L1 -(A-L2 )a-B attached thereto, wherein a is an integer between 1 and 10, inclusive, L1 is absent or is a linking group, A is a moiety formed from the reaction of two complimentary groups (X and Y), L2 is absent or is another linking group, and B is an antibody or antibody fragment. Also provided are methods of preparing these antibody-drug conjugates, pharmaceutically acceptable compositions thereof, and methods of their use and treatment. Further provided are precursors to the trioxacarcin-antibody drug conjugates, novel trioxacarcins without an antibody conjugated thereto, pharmaceutical compositions thereof, and methods of their use and treatment.

  本文提供的是Formula（A）的三氧卡西青霉素-抗体药物偶联物及其药学上可接受的盐，其中至少包括一个-L1-（A-L2）a-B的组合，其中a是1到10之间的整数，L1不存在或是一个连接基团，A是由两个互补基团（X和Y）反应形成的基团，L2不存在或是另一个连接基团，B是抗体或抗体片段。还提供了制备这些抗体药物偶联物的方法，其药学上可接受的组成物，以及其使用和治疗的方法。此外，还提供了三氧卡西青霉素-抗体药物偶联物的前体，未与抗体偶联的新型三氧卡西青霉素，其药学上可接受的组成物，以及其使用和治疗的方法。
• Methods and Compositions for Improved F-18 Labeling of Proteins, Peptides and Other Molecules
  申请人：Immunomedics, Inc.

  公开号：US20140017168A1

  公开（公告）日：2014-01-16

  The present application discloses compositions and methods of synthesis and use of 18 F or 19 F-labeled molecules of use in PET, SPECT and/or MR imaging. Preferably, the 18 F or 19 F is conjugated to a targeting molecule by formation of a complex with a group IIIA metal and binding of the complex to a bifunctional chelating agent, which may be directly or indirectly attached to the targeting molecule. In other embodiments, the 18 F or 19 F labeled moiety may comprise a targetable construct used in combination with a bispecific antibody to target a disease-associated antigen. The disclosed methods and compositions allow the simple and reproducible labeling of molecules at very high efficiency and specific activity in 30 minutes or less. In preferred embodiments, the labeled molecule may be used for imaging in a subject without purification after labeling.

  本申请公开了用于PET、SPECT和/或MR成像的18F或19F标记分子的合成和使用方法。优选地，通过与III A族金属形成复合物，并将复合物与双官能团螯合剂结合，将18F或19F结合到靶向分子上。在其他实施例中，18F或19F标记的部分可以包括可靶向的构造物，与双特异性抗体结合以靶向疾病相关抗原。所公开的方法和组合物允许在30分钟内以非常高的效率和特异活性简单和可重复地标记分子。在优选实施例中，标记的分子可以在标记后无需纯化即可用于主体成像。
• Application of [18F]FDG in radiolabeling reactions using microfluidic technology
  作者：Vincent R. Bouvet、Frank Wuest

  DOI：10.1039/c3lc50797a

  日期：——

  Radiolabeling of peptides with the short-lived positron emitter fluorine-18 is usually a challenging endeavour. Conventional radiolabeling reactions mostly require fairly large amounts of peptides as labeling precursors, and extensive synthesis times. Intrinsic advantages of microfluidic technology permit to overcome these hurdles. Herein, we describe how microfluidic technology combined with [18F]FDG as readily available PET radiotracer allows for fast and high yielding radiolabeling reactions of peptides with fluorine-18.

  用短寿命正电子发射体氟-18 对肽进行放射性标记通常是一项具有挑战性的工作。传统的放射性标记反应大多需要相当大量的肽作为标记前体，而且合成时间较长。微流控技术的内在优势可以克服这些障碍。在此，我们将介绍微流控技术如何与[18F]FDG（现成的 PET 放射性示踪剂）相结合，快速、高产地实现多肽与氟-18 的放射性标记反应。
• METHOD OF LABELLING A BIOLOGICALLY ACTIVE MOLECULE WITH A 5-FLUORO-5-DEOXYPENTOSE OR A 3-FLUORO-3-DEOXYPENTOSE
  申请人：University Court of The University of St Andrews

  公开号：EP2595666B1

  公开（公告）日：2014-08-06