Burdi, Douglas F. et al. published their research in Journal of Medicinal Chemistry in 2010 | CAS: 33439-27-9

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. Piperidine derivatives bearing a masked aldehyde function in the 钄?position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Synthetic Route of C12H15NO3S

Design, Synthesis, and Structure-Activity Relationships of Novel Bicyclic Azole-amines as Negative Allosteric Modulators of Metabotropic Glutamate Receptor 5 was written by Burdi, Douglas F.;Hunt, Rachel;Fan, Lei;Hu, Tao;Wang, Jun;Guo, Zihong;Huang, Zhiqiang;Wu, Chengde;Hardy, Larry;Detheux, Michel;Orsini, Michael A.;Quinton, Maria S.;Lew, Robert;Spear, Kerry. And the article was included in Journal of Medicinal Chemistry in 2010.Synthetic Route of C12H15NO3S This article mentions the following:

A novel series of diaryl bicyclic azole-amines that are potent selective neg. modulators of metabotropic glutamate receptor 5 (mGluR5) were identified through rational design. An initial hit compound, I, of modest potency (IC50 = 1.2 娓璏) was synthesized. Evaluation of structure-activity relationships (SAR) on the left-hand side of the mol. revealed a preference for a 2-substituted pyridine group linked directly to the central heterocycle. Variation of the central azolo-amine portion of the mol. revealed a preference for the [4,5-c]-oxazoloazepine scaffold, while right-hand side variants showed a preference for ortho- and meta-substituted benzene rings linked directly to the tertiary amine of the saturated heterocycle. These iterations led to the synthesis of II, a potent (IC50 = 16 nM) and selective neg. modulator that showed good brain penetrance, high receptor occupancy, and a duration of action greater than 1 h in rat when administered i.p. Formal PK studies in rat and Rhesus monkey revealed a short half-life that was attributable to high first-pass clearance. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Synthetic Route of C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. Piperidine derivatives bearing a masked aldehyde function in the 钄?position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Synthetic Route of C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem