Improved Cav2.2 Channel Inhibitors through a gem-Dimethylsulfone Bioisostere Replacement of a Labile Sulfonamide was written by Shao, Pengcheng P.;Ye, Feng;Chakravarty, Prasun K.;Herrington, James B.;Dai, Ge;Bugianesi, Randal M.;Haedo, Rodolfo J.;Swensen, Andrew M.;Warren, Vivien A.;Smith, McHardy M.;Garcia, Maria L.;McManus, Owen B.;Lyons, Kathryn A.;Li, Xiaohua;Green, Mitchell;Jochnowitz, Nina;McGowan, Erin;Mistry, Shruti;Sun, Shu-Yu;Abbadie, Catherine;Kaczorowski, Gregory J.;Duffy, Joseph L.. And the article was included in ACS Medicinal Chemistry Letters in 2013.HPLC of Formula: 183170-69-6 This article mentions the following:
The investigation of sulfonamide-derived Cav2.2 inhibitors to address drug-metabolism liabilities with this lead class of analgesics is reported. Modification of the benzamide substituent provided improvements in both potency and selectivity. However, it was discovered that formation of the persistent 3-(trifluoromethyl)benzenesulfonamide metabolite was an endemic problem in the sulfonamide series and that the replacement of the center aminopiperidine scaffold failed to prevent this metabolic pathway. This issue was eventually addressed by application of a bioisostere strategy. The new gem-di-Me sulfone series, e.g., I (IC50 = 0.51 μM), retained Cav2.2 potency without the liability of the circulating sulfonamide metabolite. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate (cas: 183170-69-6HPLC of Formula: 183170-69-6).
tert-Butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate (cas: 183170-69-6) belongs to piperidine derivatives. The piperidine ring can be found not only in more than half of the currently known structures of alkaloids, but also in many natural or synthetic compounds with interesting biological activities. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.HPLC of Formula: 183170-69-6
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem