Piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. This gave the compound its name. 5382-16-1, formula is C5H11NO, Name is 4-Piperidinol. Other examples are the fire ant toxin solenopsin, the nicotine analog anabasine of tree tobacco (Nicotiana glauca), lobeline of Indian tobacco. Quality Control of 5382-16-1.
Xu, Qinlong;Hu, Mengqi;Li, Jiaming;Ma, Xiaodong;Chu, Zhaoxing;Zhu, Qihua;Zhang, Yanchun;Zhu, Panhu;Huang, Yuanzheng;He, Guangwei research published 《 Discovery of novel brain-penetrant GluN2B NMDAR antagonists via pharmacophore-merging strategy as anti-stroke therapeutic agents》, the research content is summarized as follows. In this work, a novel structural series of brain-penetrant GluN2B NMDAR antagonists were designed, synthesized and biol. evaluated as anti-stroke therapeutic agents via merging the structures of NBP and known GluN2B ligands. Approx. half of them exhibited superior neuroprotective activity to NBP against NMDA-induced neurotoxicity in hippocampal neurons at 10 μM, and compound 3-(3-(4-(4-Trifluoromethylbenzyl)piperazin-1-yl)propyl)isobenzofuran-1(3H)-one hydrochloride and 3-(3-(4-(4-Nitrobenzyl)piperazin-1-yl)propyl) isobenzofuran-1(3H)-one hydrochloride exerted equipotent activity to ifenprodil, an approved GluN2B- selective NMDAR antagonist. In particular, 3-(3-(4-(4-Trifluoromethylbenzyl)piperazin-1-yl)propyl)isobenzofuran-1(3H)-one hydrochloride, with the most potent neuroprotective activity throughout this series, displayed dramatically enhanced activity (Ki = 3.26 nM) compared to ifenprodil (Ki = 14.80 nM) in Radioligand Competitive Binding Assay, and remarkable inhibition (IC50 = 79.32 nM) against GluN1/GluN2B receptor-mediated current in Patch Clamp Assay. Meanwhile, 3-(3-(4-(4-Trifluoromethylbenzyl)piperazin-1-yl)propyl)isobenzofuran-1(3H)-one hydrochloride and its enantiomers exhibited low inhibition rate against the current mediated by other investigated receptors at the concentration of 10 μM, indicating their favorable selectivity for GluN1/GluN2B. In the rat model of middle cerebral artery ischemia (MCAO), 3-(3-(4-(4-Trifluoromethylbenzyl)piperazin-1-yl)propyl)isobenzofuran-1(3H)-one hydrochloride exerted comparable therapeutic efficacy to ifenprodil at the same dosage. In addition to the attractive in vitro and in vivo potency, 3-(3-(4-(4-Trifluoromethylbenzyl)piperazin-1-yl)propyl)isobenzofuran-1(3H)-one hydrochloride displayed a favorable bioavailability (F = 63.37%) and an excellent brain exposure. In further repeated dose toxicity experiments, compound 3-(3-(4-(4-Trifluoromethylbenzyl)piperazin-1-yl)propyl)isobenzofuran-1(3H)-one hydrochloride demonstrated an acceptable safety profile. With the above merits, 3-(3-(4-(4-Trifluoromethylbenzyl)piperazin-1-yl)propyl)isobenzofuran-1(3H)-one hydrochloride is worthy of further functional investigation as a novel anti-stroke therapeutic agent.
Quality Control of 5382-16-1, 4-Hydroxypiperidine is a molecule with a carbonyl group. It is the most active and selective CCR5 receptor antagonist that has been studied to date. 4-Hydroxypiperidine inhibits HIV infection by preventing the binding of HIV to its receptor on the surface of white blood cells, thereby preventing it from entering these cells. 4-Hydroxypiperidine also acts as an anti-inflammatory agent in chronic bronchitis patients, due to its ability to inhibit prostaglandin synthesis. The chemical ionization mass spectra of this molecule show peaks for methyl ethyl, malic acid, and hydroxyl groups. These properties make 4-hydroxypiperidine a useful candidate for drug development against inflammatory diseases and several cancers.
The molecular structure, vibrational spectra, NBO and UV-spectral analysis of 4-Hydroxypiperidine have been studied. The compounds with a substituted 4-piperidinol core have been found to be potent antagonists of the human H receptor., 5382-16-1.
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem