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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...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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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 |
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author | Aguirre Hernández, Gerardo Somanathan, Ratnasamy Bernès, Sylvain |
author_facet | Aguirre Hernández, Gerardo Somanathan, Ratnasamy Bernès, Sylvain |
author_sort | Aguirre Hernández, Gerardo |
collection | PubMed |
description | 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. |
format | Online Article Text |
id | pubmed-4158516 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-41585162014-09-23 Pelanserin: 3-[3-(4-phenylpiperazin-1-yl)propyl]quinazoline-2,4(1H,3H)-dione Aguirre Hernández, Gerardo Somanathan, Ratnasamy Bernès, Sylvain Acta Crystallogr Sect E Struct Rep Online Organic Papers 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. International Union of Crystallography 2014-07-23 /pmc/articles/PMC4158516/ /pubmed/25249922 http://dx.doi.org/10.1107/S160053681401602X Text en © Aguirre Hernández et al. 2014 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Aguirre Hernández, Gerardo Somanathan, Ratnasamy Bernès, Sylvain Pelanserin: 3-[3-(4-phenylpiperazin-1-yl)propyl]quinazoline-2,4(1H,3H)-dione |
title | Pelanserin: 3-[3-(4-phenylpiperazin-1-yl)propyl]quinazoline-2,4(1H,3H)-dione |
title_full | Pelanserin: 3-[3-(4-phenylpiperazin-1-yl)propyl]quinazoline-2,4(1H,3H)-dione |
title_fullStr | Pelanserin: 3-[3-(4-phenylpiperazin-1-yl)propyl]quinazoline-2,4(1H,3H)-dione |
title_full_unstemmed | Pelanserin: 3-[3-(4-phenylpiperazin-1-yl)propyl]quinazoline-2,4(1H,3H)-dione |
title_short | Pelanserin: 3-[3-(4-phenylpiperazin-1-yl)propyl]quinazoline-2,4(1H,3H)-dione |
title_sort | pelanserin: 3-[3-(4-phenylpiperazin-1-yl)propyl]quinazoline-2,4(1h,3h)-dione |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4158516/ https://www.ncbi.nlm.nih.gov/pubmed/25249922 http://dx.doi.org/10.1107/S160053681401602X |
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