Piperidine is an organic compound with the molecular formula (CH2)5NH. This heterocyclic amine consists of a six-membered ring containing five methylene bridges (–CH2–) and one amine bridge (–NH–). 5382-16-1, formula is C5H11NO, Name is 4-Piperidinol. It is a colorless liquid with an odor described as objectionable, and typical of amines. Reference of 5382-16-1.
Eliwa, Essam M.;Frese, Marcel;Halawa, Ahmed H.;Soltan, Maha M.;Ponomareva, Larissa V.;Thorson, Jon S.;Shaaban, Khaled A.;Shaaban, Mohamed;El-Agrody, Ahmed M.;Sewald, Norbert research published 《 Metal-free domino amination-Knoevenagel condensation approach to access new coumarins as potent nanomolar inhibitors of VEGFR-2 and EGFR》, the research content is summarized as follows. A metal-free, atom-economy and simple work-up domino amination-Knoevenagel condensation approach to construct new coumarin analogous I [R1 = pyrrolidin-1-yl, morpholino, (4-hydroxy-1-piperidyl), etc.; R2 = cyano, methoxycarbonyl, (1-amino-2,2-dicyano-vinyl)] were described. Further, new formyl and nitro coumarin derivatives II [R1 = methoxy, pyrrolidin-1-yl, morpholino, etc.; R3 = formyl, nitro] were synthesized via C-N coupling reaction of various cyclic secondary amines and 4-chloro-3-(formyl-/nitro)coumarins resp. The confirmed compounds were screened for their in vitro anti-proliferative activity against KB-3-1, A549 and PC3 human cancer cell lines using resazurin cellular-based assay. Among them, coumarin derivatives I [R1 = (4-piperidylmethylamino); R2 = cyano, methoxycarbonyl] displayed the best anti-cervical cancer potency (KB-3-1) with IC50 values of 15.5 ± 3.54 and 21 ± 4.24μM, resp. Also, I [R1 = (4-piperidylmethylamino); R2 = methoxycarbonyl] showed the most promising cytotoxicity toward A549 with IC50 value of 12.94 ± 1.51μM. As well, II [R1 = morpholino; R3 = nitro]presented a more significant impact of potency against PC3 with IC50 7.31 ± 0.48μM. Moreover, I [R1 = morpholino; R2 = cyano] manifested selectivity against PC3 (IC50 = 20.16 ± 0.07μM), while I [R1 = (4-piperidylmethylamino); R2 = cyano] was selective toward KB-3-1 cell line (IC50 = 21 ± 4.24μM). Matching with docking profile, the enzymic assay divulged that I [R1 = (4-piperidylmethylamino); R2 = cyano] was a dual potent single-digit nanomolar inhibitor of VEGFR-2 and EGFR with IC50 values of 24.67 nM and 31.6 nM that were almost equipotent to sorafenib (31.08 nM) and erlotinib (26.79 nM), resp.
Reference 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