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Microwave-assisted four-component reaction for the synthesis of a monothiohydantoin inhibitor of a fatty acid amide hydrolase

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Gallienne, Estelle Muccioli, Giulio [UCL] Lambert, Didier [UCL] Shipman, Michael

Monothiohydantoin 3a is made in seven steps front 1,4-diiodobenzene and is shown to be an inhibitor of fatty acid amide hydrolase (IC50) = 23.4 +/- 1.1 mu M). The key step in the sequence involves a microwave-assisted four- component reaction that makes the 5,5'-disubstituted hydantoin nucleus by the sequential formation of two C-C and two C-N bonds. (C) 2008 Elsevier Ltd. All rights reserved.

Document type Article de périodique (Journal article) – Article de recherche
Access type Accès restreint
Publication date 2008
Language Anglais
Journal information "Tetrahedron Letters" - Vol. 49, no. 46, p. 6495-6497 (2008)
Peer reviewed yes
Publisher Pergamon ((United Kingdom) Kidlington)
issn 0040-4039
e-issn 1873-3581
Publication status Publié
Affiliation UCL - MD/FARM - Ecole de pharmacie
Keywords FAAH ; Thiohydantoins ; Bucherer-Bergs reaction ; Multi-component reactions ; Microwaves
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Bibliographic reference Gallienne, Estelle ; Muccioli, Giulio ; Lambert, Didier ; Shipman, Michael. Microwave-assisted four-component reaction for the synthesis of a monothiohydantoin inhibitor of a fatty acid amide hydrolase. In: Tetrahedron Letters, Vol. 49, no. 46, p. 6495-6497 (2008)
Permanent URL http://hdl.handle.net/2078.1/37107