scholarly journals Direct Carbon Isotope Exchange of Pharmaceuticals via Reversible Decyanation

Author(s):  
Minghao Feng ◽  
Joao De Oliveira ◽  
Antoine Sallustrau ◽  
Gianluca Destro ◽  
Pierre Thuéry ◽  
...  

The incorporation of carbon-14 allows tracking of organic molecules and provides vital knowledge on their fate. This information is critical in pharmaceutical development, crop science and human food safety evaluation. Herein, a transition-metal-catalyzed procedure enabling carbon isotope exchange on aromatic nitriles is described. Utilizing the radiolabeled precursor Zn([<sup>14</sup>C]CN)<sub>2</sub>, this protocol allows the insertion of the desired carbon tag without need of structural modifications, in a single step. Reducing synthetic costs and limiting the generation of radioactive waste, this procedure will facilitate the labeling of nitrile containing drugs and accelerate <sup>14</sup>C-based ADME studies supporting drug development.


2021 ◽  
Author(s):  
Minghao Feng ◽  
Joao De Oliveira ◽  
Antoine Sallustrau ◽  
Gianluca Destro ◽  
Pierre Thuéry ◽  
...  

The incorporation of carbon-14 allows tracking of organic molecules and provides vital knowledge on their fate. This information is critical in pharmaceutical development, crop science and human food safety evaluation. Herein, a transition-metal-catalyzed procedure enabling carbon isotope exchange on aromatic nitriles is described. Utilizing the radiolabeled precursor Zn([<sup>14</sup>C]CN)<sub>2</sub>, this protocol allows the insertion of the desired carbon tag without need of structural modifications, in a single step. Reducing synthetic costs and limiting the generation of radioactive waste, this procedure will facilitate the labeling of nitrile containing drugs and accelerate <sup>14</sup>C-based ADME studies supporting drug development.



2020 ◽  
Author(s):  
Victor Babin ◽  
Alex Talbot ◽  
Alexandre Labiche ◽  
Gianluca Destro ◽  
Antonio Del Vecchio ◽  
...  

A novel photocatalytic approach for carbon isotope exchange is reported. Utilizing [<sup>13</sup>C]CO<sub>2</sub> as primary C1 sources, this protocol allows the insertion of the desired carbon isotope into phenyl acetic acids without the need of structural modifications or pre-functionalization, in one single step. The exceptionally mild conditions required for this traceless transformation are in stark contrast with previous methods requiring the use of harsh thermal conditions.



2020 ◽  
Author(s):  
Victor Babin ◽  
Alex Talbot ◽  
Alexandre Labiche ◽  
Gianluca Destro ◽  
Antonio Del Vecchio ◽  
...  

A novel photocatalytic approach for carbon isotope exchange is reported. Utilizing [<sup>13</sup>C]CO<sub>2</sub> as primary C1 sources, this protocol allows the insertion of the desired carbon isotope into phenyl acetic acids without the need of structural modifications or pre-functionalization, in one single step. The exceptionally mild conditions required for this traceless transformation are in stark contrast with previous methods requiring the use of harsh thermal conditions.



2020 ◽  
Author(s):  
Duanyang Kong ◽  
Maxime Munch ◽  
Qiqige Qiqige ◽  
Christopher Cooze ◽  
Benjamin Rotstein ◽  
...  

Carbazole/cyanobenzene photocatalysts promote the direct isotopic carboxylate exchange of C(sp3 )-acids with labelled CO2. Substrates that are not compatible with transition metal catalyzed degradation-reconstruction approaches or prone to thermally induced reversible decarboxylation undergo isotopic incorporation at room temperature in short reaction times. The radiolabelling of drug molecules and precursors with [11C]CO2 is demonstrated.



2020 ◽  
Author(s):  
Duanyang Kong ◽  
Maxime Munch ◽  
Qiqige Qiqige ◽  
Christopher Cooze ◽  
Benjamin Rotstein ◽  
...  

Carbazole/cyanobenzene photocatalysts promote the direct isotopic carboxylate exchange of C(sp3 )-acids with labelled CO2. Substrates that are not compatible with transition metal catalyzed degradation-reconstruction approaches or prone to thermally induced reversible decarboxylation undergo isotopic incorporation at room temperature in short reaction times. The radiolabelling of drug molecules and precursors with [11C]CO2 is demonstrated.



2013 ◽  
Vol 37 (1) ◽  
pp. 141
Author(s):  
Chuang WU ◽  
Jiahai MA ◽  
Song GAO ◽  
Min JU ◽  
Xiang HU ◽  
...  


1980 ◽  
Vol 45 (11) ◽  
pp. 3101-3115 ◽  
Author(s):  
Ludmila Kubelková ◽  
Jana Nováková ◽  
Zdeněk Dolejšek ◽  
Pavel Jírů

The effect of decationation on the interaction of propylene and ethylene with the hydroxylated forms of HNaY zeolites has been studied. The compounds formed in the zeolite cavities were studied using their infrared spectra, the composition of the gaseous phase was followed by mass spectrometry. The results showed that among factors affecting the interaction with propylene properties of hydroxyl groups play the decisive role. With the increasing decationation of the zeolite the strength of the OH bond in the hydrogen complex of the large-cavity hydroxyls with propylene decreased and the rate of propylene oligomeration at 310 K as well as the isotope exchange rate of propylene-d6 with the zeolite hydroxyls at 570 K increased. The propylene isotope exchange reaction proceeded by the multiple-step mechanism. In the case of ethylene only the physical sorption with a non-specific character was observed at 310 K. The adsorbed amount increased with the increasing content of Na+ ions in the zeolite (with the decreasing decationation). A part of the adsorbed molecules formed hydrogen complexes with hydroxyls of large cavities. The observed lower weakening of the OH bond was in agreement with the lower basicity of ethylene if compared with propylene. The isotope exchange of ethylene-d4 with the zeolite hydroxyls proceeded by a single-step mechanism, it had an autocatalytic character and its rate was 70 times lower than that of the isotope exchange of propylene-d6 with OH.



2021 ◽  
Vol 143 (12) ◽  
pp. 4817-4823
Author(s):  
Sean W. Reilly ◽  
Yu-hong Lam ◽  
Sumei Ren ◽  
Neil A. Strotman


Author(s):  
Mohamed R. Rizk ◽  
Muhammad G. Gamal ◽  
Amina Mazhar ◽  
Mohamed El-Deab ◽  
Bahgat El-Anadouli

In this work, we report a single-step preparation of porous Ni-based foams thin layer atop Cu substrate via a facile dynamic hydrogen bubble template technique (DHBT). The prepared porous Ni-based...



2021 ◽  
Vol 143 (5) ◽  
pp. 2200-2206
Author(s):  
Duanyang Kong ◽  
Maxime Munch ◽  
Qiqige Qiqige ◽  
Christopher J. C. Cooze ◽  
Benjamin H. Rotstein ◽  
...  


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