No-carrier-added (n.c.a.) synthesis of asymmetric [73,75Se]selenoethers with isonitriles

Blum, Till; Neumaier, Bernd; Coenen, Heinrich Hubert

doi:10.1016/s0969-8043(02)00071-4

Cited by 9 publications

(10 citation statements)

References 13 publications

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“…The use of the polymer-supported pathway provides the advantages of a shorter reaction time and a more convenient separation of 75 Se-labelled intermediates, thus appearing very attractive for automation. 165 However, both methods are limited with regard to the syntheses of nca dialkyl[ 73 Se]selenoethers.…”

Section: Labelling Methods For Radioseleniummentioning

confidence: 99%

“…This pathway offers the advantage of generating both aliphatic and aromatic radioselenoethers by using appropriate alkyl or aryl magnesium (Grignard) or lithium compounds. 166 These nca radioselenation methods, successfully applied for the synthesis of nca [ 75 Se]selenomethionine and nca homocysteine[ 75 Se]selenolactone, 163,165 were studied to synthesize selenium-containing radiotracers potentially applicable in PET studies when labelled with 73 Se.…”

Section: Labelling Methods For Radioseleniummentioning

confidence: 99%

“…After hydrolysis under basic conditions, a subsequent second alkylation reaction yielded various asymmetric nca 75 Se‐labelled dialkyl selenoethers with an RCY of 13% to 56% depending on the type of substituents. The use of the polymer‐supported pathway provides the advantages of a shorter reaction time and a more convenient separation of 75 Se‐labelled intermediates, thus appearing very attractive for automation …”

Section: Selenium‐73mentioning

confidence: 99%

“…These nca radioselenation methods, successfully applied for the synthesis of nca [ 75 Se]selenomethionine and nca homocysteine[ 75 Se]selenolactone, were studied to synthesize selenium‐containing radiotracers potentially applicable in PET studies when labelled with 73 Se.…”

Section: Selenium‐73mentioning

confidence: 99%

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Labelling with positron emitters of pnicogens and chalcogens

Neumaier

2017

Labelled Comp Radiopharmac

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The increasing importance of the positron emission tomography (PET) in clinical diagnosis led to the development of a multitude of radiotracers labelled with positron‐emitting radionuclides of groups 15 (pnicogens) and 16 (chalcogens) of the periodic table of elements. The positron emitters of the endogenous occurring elements nitrogen, phosphorus, oxygen, and sulphur are characterized by very short half‐lives compared with the most commonly used PET radionuclides carbon‐11 or fluorine‐18. Therefore, the potential of their synthesis and possible applications in PET is challenging and limited. On the other hand, the nonstandard positron emitters arsenic‐72, arsenic‐74, and selenium‐73 have half‐lives in the range of hours to days and, thus, are of interest for PET studies of processes with long biological half‐lives, but novel methods have to be developed for their application, especially in the no‐carrier‐added state. This review summarizes recent research concerning the positron emitters of pnicogens and chalcogens for radiolabelling applications.

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Section: Labelling Methods For Radioseleniummentioning

confidence: 99%

Section: Labelling Methods For Radioseleniummentioning

confidence: 99%

Section: Selenium‐73mentioning

confidence: 99%

Section: Selenium‐73mentioning

confidence: 99%

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Labelling with positron emitters of pnicogens and chalcogens

Neumaier

2017

Labelled Comp Radiopharmac

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“…Selenourea derivatives were synthesized from the following starting compounds—sources of selenium: isoselenocyanates and primary or secondary amines [27,28,29,30,31,32,33,34,35,36,37,38,39,40,41,42,43,44] selenoamides and nitrile oxides (generated in situ) [45], hydrogen selenide [46,47,48], lithium aluminum hydride (LiAlH 2 Se) [12,32,36,49,50,51,52,53], bis(dimethylaluminum) selenide [54], tetraethylammonium tetraselenotungstate [14], elemental selenium with an isonitrile and an amine [55], elemental selenium with an amine and triethylorthoformate [56], and elemental selenium with a secondary amine, a base, and dihalomethan derivatives [57,58].…”

Section: Introductionmentioning

confidence: 99%

Reactions of Nitroxides, Part 17. Synthesis, Fungistatic and Bacteriostatic Activity of Novel Five- and Six-Membered Nitroxyl Selenoureas and Selenocarbamates

et al. 2019

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The reactions of 3-isoselenocyanato-2,2,5,5-tetramethylpyrrolidine-1-oxyl, 3-isoselenocyanatomethyl-2,2,5,5-tetramethyl-3-pyrrolidine-1-oxyl, and 4-isoselenocyanato-2,2,6,6-tetramethylpiperidine-1-oxyl with selected amines and alcohols give the corresponding novel nitroxyl selenoureas and selenocarbamates, all bearing a nitroxyl moiety. Synthesized selenoureas and selenocarbamates show significant activity against pathogenic fungi and bacteria. In contrast to piperidine nitroxides, pyrrolidine, five-membered nitroxyl selenoureas and selenocarbamates show excellent antifungal and antibacterial activity against pathogenic fungi and bacteria, respectively.

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