Novel N-{o-[4-(2-methoxyphenyl)piperazin-1-yl]-ethyl}pyrid-2(1H)-ones with diversified 5-HT1A receptor activity was written by Paluchowska, Maria H.;Bugno, Ryszard;Charakchieva-Minol, Sijka;Wesolowska, Anna;Chojnacka-Wojcik, Ewa. And the article was included in Polish Journal of Pharmacology in 2002.Synthetic Route of C11H9NO This article mentions the following:
Novel o-[4-(2-methoxyphenyl)piperazin-1-y1]ethyl derivatives containing 4-, 5- and/or 6-arylsubstituted pyrid- 2(1H)-one moiety were synthesized. All the new compounds were examined in vitro to assess their 5-HT1A and 5-HT2A receptor affinities. Compounds with a 5- or a 6-phenylsubstituted pyridone ring demonstrated high 5-HT1A receptor affinity (Ki = 17 and 38 nM, resp.) and were tested in behavioral functional models. One of derivatives can be regarded as a weak 5-HT1A postsynaptic antagonist, whereas other showed features of a weak partial agonist of 5-HT1A receptors (an agonist of pre- and an antagonist of postsynaptic ones). Binding affinities and in vivo results were discussed in comparison with those for the previously described tetramethylene analogs. The obtained results showed that the shortening of the aliphatic chain to two methylene groups exposed the intrinsic activity of the ligands at 5-HT1A receptor sites. In the experiment, the researchers used many compounds, for example, 5-Phenylpyridin-2-ol (cas: 76053-45-7Synthetic Route of C11H9NO).
5-Phenylpyridin-2-ol (cas: 76053-45-7) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Synthetic Route of C11H9NO