Crystal structures of dual dopamine D2 and serotonin 5-HT1A active arylpiperidinyl-2(1H)-3,4-dihydroquinolinones

N. Ullah, M. Altaf, M. Mansha, A. O. Ba-Salem

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

8-(1-((5-Cyclopentenylpyridin-3-yl)methyl)piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one (1) and 8-(1-(3- cyclopentenylbenzyl)piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one (2) are synthesized and obtained in the crystalline state for X-ray diffraction studies. In the asymmetric unit of compound 1, there are two independent molecules (A and B) having similar conformations. In the crystals of compounds 1 and 2, individual molecules are linked by pairs of N-H•••O hydrogen bonds forming A-A and B-B inversion dimers with R 2 2 (8) ring motifs. The dimers are stabilized by N-H•••O hydrogen bonds and are linked via C-H•••O short contact interactions, forming a three-dimensional and two-dimensional networks in 1 and 2 respectively. The network in 2 is further stabilized by a number of C-H•••π interactions. Compounds 1 and 2 have a dual dopamine D2 and serotonin 5-HT1A receptor profile.

Original languageEnglish
Pages (from-to)1441-1445
Number of pages5
JournalJournal of Structural Chemistry
Volume56
Issue number7
DOIs
StatePublished - 1 Dec 2015

Bibliographical note

Publisher Copyright:
© 2015 Pleiades Publishing, Ltd.

Keywords

  • 5-HT receptor
  • D receptor
  • adoprazin
  • arylpiperidinyl-2(1H)-3,4-dihydroquinolinones
  • schizophrenia

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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