[11C]phosgene: Synthesis and application for development of PET radiotracers

Fukumura, Toshimitsu; Mori, Wakana; Ogawa, Michio; Fujinaga, Masayuki; Zhang, Ming‐Rong

doi:10.1016/j.nucmedbio.2020.04.007

Cited by 6 publications

(2 citation statements)

References 67 publications

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“…[ 11 C]phosgene has also been used in the synthesis of [ 11 C]ureas and [ 11 C]carbonates (cf. recent [ 11 C]phosgene review 50 ). For example, a series of radiolabeled monoacylglycerol lipase inhibitors [ 11 C]MAGL-0519 51 , [ 11 C]SAR127303 52 , and [ 11 C]TZPU 52 were obtained from [ 11 C]COCl 2 in 6–20% RCYs with high molar activity.…”

Section: Introductionmentioning

confidence: 99%

Radiochemistry for positron emission tomography

et al. 2023

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Positron emission tomography (PET) constitutes a functional imaging technique that is harnessed to probe biological processes in vivo. PET imaging has been used to diagnose and monitor the progression of diseases, as well as to facilitate drug development efforts at both preclinical and clinical stages. The wide applications and rapid development of PET have ultimately led to an increasing demand for new methods in radiochemistry, with the aim to expand the scope of synthons amenable for radiolabeling. In this work, we provide an overview of commonly used chemical transformations for the syntheses of PET tracers in all aspects of radiochemistry, thereby highlighting recent breakthrough discoveries and contemporary challenges in the field. We discuss the use of biologicals for PET imaging and highlight general examples of successful probe discoveries for molecular imaging with PET – with a particular focus on translational and scalable radiochemistry concepts that have been entered to clinical use.

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Section: Introductionmentioning

confidence: 99%

Radiochemistry for positron emission tomography

et al. 2023

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“…Although the toxicity of phosgene makes people afraid, its value in industrial production has attracted much attention. Currently, phosgene is mostly used to synthesize polyurethane foam monomers such as toluene diisocyanate (TDI) and methylene diphenyl diisocyana1e (MDI) [5]. Additionally, as an important organic intermediate, phosgene is widely used in modern industries such as chemicals, pesticides, and organic synthesis [6].…”

Section: Introductionmentioning

confidence: 99%

Mechanism of Phosgene-Induced Acute Lung Injury and Treatment Strategy

Huang

Meng

et al. 2021

IJMS

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Phosgene (COCl2) was once used as a classic suffocation poison and currently plays an essential role in industrial production. Due to its high toxicity, the problem of poisoning caused by leakage during production, storage, and use cannot be ignored. Phosgene mainly acts on the lungs, causing long-lasting respiratory depression, refractory pulmonary edema, and other related lung injuries, which may cause acute respiratory distress syndrome or even death in severe cases. Due to the high mortality, poor prognosis, and frequent sequelae, targeted therapies for phosgene exposure are needed. However, there is currently no specific antidote for phosgene poisoning. This paper reviews the literature on the mechanism and treatment strategies to explore new ideas for the treatment of phosgene poisoning.

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Broad Scope and High‐Yield Access to Unsymmetrical Acyclic [¹¹C]Ureas for Biomedical Imaging from [¹¹C]Carbonyl Difluoride

Jakobsson

Telu

et al. 2021

Chemistry A European J

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Effective methods are needed for labelling acyclic ureas with carbon-11 (t 1/2 = 20.4 min) as potential radiotracers for biomedical imaging with positron emission tomography (PET). Herein, we describe the rapid and high-yield syntheses of unsymmetrical acyclic [ 11 C]ureas under mild conditions (room temperature and within 7 min) using no-carrier-added [ 11 C]carbonyl difluoride with aliphatic and aryl amines. This methodology is compatible with diverse functionality (e. g., hydroxy, carboxyl, amino, amido, or pyridyl) in the substrate amines. The labelling process proceeds through putative [ 11 C]carbamoyl fluorides and for primary amines through isolable [ 11 C]isocyanate intermediates. Unsymmetrical [ 11 C]ureas are produced with negligible amounts of unwanted symmetrical [ 11 C]urea byproducts. Moreover, the overall labelling method tolerates trace water and the generally moderate to excellent yields show good reproducibility. [ 11 C]Carbonyl difluoride shows exceptional promise for application to the synthesis of acyclic [ 11 C]ureas as new radiotracers for biomedical imaging with PET.

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[11C]phosgene: Synthesis and application for development of PET radiotracers

Cited by 6 publications

References 67 publications

Radiochemistry for positron emission tomography

Radiochemistry for positron emission tomography

Mechanism of Phosgene-Induced Acute Lung Injury and Treatment Strategy

Broad Scope and High‐Yield Access to Unsymmetrical Acyclic [¹¹C]Ureas for Biomedical Imaging from [¹¹C]Carbonyl Difluoride

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[11C]phosgene: Synthesis and application for development of PET radiotracers

Cited by 6 publications

References 67 publications

Radiochemistry for positron emission tomography

Radiochemistry for positron emission tomography

Mechanism of Phosgene-Induced Acute Lung Injury and Treatment Strategy

Broad Scope and High‐Yield Access to Unsymmetrical Acyclic [11C]Ureas for Biomedical Imaging from [11C]Carbonyl Difluoride

Contact Info

Product

Resources

About

Broad Scope and High‐Yield Access to Unsymmetrical Acyclic [¹¹C]Ureas for Biomedical Imaging from [¹¹C]Carbonyl Difluoride