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 language | English |
|---|---|
| Pages (from-to) | 1441-1445 |
| Number of pages | 5 |
| Journal | Journal of Structural Chemistry |
| Volume | 56 |
| Issue number | 7 |
| DOIs | |
| State | Published - 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