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Triazine Compounds as Antagonists at Bv8-Prokineticin Receptors

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Department of Pharmaceutical Sciences, University of Ferrara, I-44100 Ferrara, Italy, Department of Physiology and Pharmacology “Vittorio Erspamer”, University “La Sapienza”, I-00185 Rome, Italy, Department of Cell Biology and Neuroscience, Istituto Superiore di Sanità, Rome, Italy, Department of Toxicology, University of Cagliari, I-09124, Cagliari, Italy
* To whom correspondence should be addressed. Phone: (+39)-70-675-8625. Fax: (+39)-70-675-8612. E-mail: [email protected]; [email protected]
†Department of Pharmaceutical Sciences, University of Ferrara.
∥Department of Toxicology, University of Cagliari.
‡Department of Physiology and Pharmacology “Vittorio Erspamer”, University “La Sapienza”.
§Department of Cell Biology and Neuroscience, Istituto Superiore di Sanità.
Cite this: J. Med. Chem. 2008, 51, 23, 7635–7639
Publication Date (Web):November 12, 2008
https://doi.org/10.1021/jm800854e
Copyright © 2008 American Chemical Society

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    Abstract

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    On the basis of a Janssen’s patent, we approached a new synthesis of some 1,3,5-triazin-4,6-diones as potential non peptidic prokineticin receptor antagonists, containing the following substitutions: (N1 and N5 link a 4-methoxybenzyl and a 4-ethylbenzyl, respectively; C2 can link an amino-ethyl-guanidine (reference compound 1) or an ethylendiamine (2) or an amino-ethyl-amino-2-imidazoline (3). New compounds were assessed for PKR1 and PKR2 affinity. Antagonist properties were evaluated as inhibition of 1 nM Bv8-induced intracellular Ca2+ mobilization.

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    Chemistry general methods, patented synthetic scheme of Reference 1, receptor binding assay, figures 1 and 2 related to prokineticin receptors binding, elemental analysis and MS data. This material is available free of charge via the Internet at http://pubs.acs.org.

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