2,4-Diamino-6,7-dimethoxyquinazolines. 4. 2-[4-(Substituted oxyethoxy)piperidino] derivatives as α1-adrenoceptor antagonists and antihypertensive agents was written by Campbell, Simon F.;Danilewicz, John C.;Greengrass, Colin W.;Plews, Rhona M.. And the article was included in Journal of Medicinal Chemistry in 1988.Application of 4045-22-1 This article mentions the following:
A series of piperidinoquinazolines I (R = H, Ph, R1 = H, Me, R2 = H, Me, Ph, R3 = H, Me, Ph, Bu, CHMe2, cyclopentyl) were prepared and evaluated for α-adrenoceptor affinity and antihypertensive activity. Most I showed binding affinities within the nM range for α1-receptors, although I (R = R1 = R3 = H, R2 = Ph; R = H, R1 = Me, R2 = Ph, R3 = Et) showed enhanced potency (Ki, ca. 1.5 × 10-10M), equivalent to that of prazosin. I also displaced [3H]clonidine from α2-adrenoceptors, but at relatively high doses of 10-6M, and selectivity for α1 sites still predominated. In a rabbit pulmonary artery preparation, I (R = R1 = R2 = H, R3 = Et, Ph; R = H, R1 = Me, R2 = Ph, R3 = Et) were potent antagonists of the α1-mediated, postjunctional vasoconstrictor activity of norepinephrine with no effect at the prejunctional α2 sites which modulate transmitter release. Physicochem. measurements gave a pKa of 7.63 ± 0.10 for I (R = R1 = R2 = H, R3 = Et) and N-1 protonation will be favored (60%) at physiol. pH to provide the α1-adrenoceptor pharmacophore. Antihypertensive activity of I was evaluated following oral administration to spontaneously hypertensive rats, and blood pressure was measured after 1 and 6 h. I (R = R1 = R2 = H, R3 = Et, Bu, Ph; R = R3 = H, R1 = Me, R2 = Ph; R = Ph, R1 = R2 = H, R3 = Et) displayed moderate efficacy and duration of action in lowering blood pressure, but the plasma half-life (ca. 2 h) of I (R = R1 = R2 = H, R3 = Ph) in dogs was not compatible with potential once-daily administration in humans. In the experiment, the researchers used many compounds, for example, 1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1Application of 4045-22-1).
1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.Application of 4045-22-1
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem