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Pelanserin: 3-[3-(4-phenyl­piperazin-1-yl)prop­yl]quinazoline-2,4(1H,3H)-dione

The title compound, C(21)H(24)N(4)O(2), is a potent serotonin 5-HT(2) and α(1)-adrenoceptor antagonist. The n-propyl chain links the quinazolinedione heterocycle and the phenyl­piperazine group in which the benzene ring is equatorially located and the piperazine ring has the expected chair conformat...

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Detalles Bibliográficos
Autores principales: Aguirre Hernández, Gerardo, Somanathan, Ratnasamy, Bernès, Sylvain
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4158516/
https://www.ncbi.nlm.nih.gov/pubmed/25249922
http://dx.doi.org/10.1107/S160053681401602X
Descripción
Sumario:The title compound, C(21)H(24)N(4)O(2), is a potent serotonin 5-HT(2) and α(1)-adrenoceptor antagonist. The n-propyl chain links the quinazolinedione heterocycle and the phenyl­piperazine group in which the benzene ring is equatorially located and the piperazine ring has the expected chair conformation. The dihedral angle between the planes of the benzene ring and the quinazolinedione ring system is 74.1 (1)°. In the crystal, mol­ecules form centrosymmetric dimers through R (2) (2)(8) hydrogen-bonded rings involving the amine and one carbonyl group of the quinazolinedione moiety. These dimers are extended into chains extending along the a-axis direction through expanded centrosymmetric cyclic C—H⋯O associations involving the second carbonyl group, giving R (2) (2)(20) and R (1) (2)(7) motifs.