Corrigendum to “The discovery of a structurally novel class of inhibitors of the type 1glycine transporter” [Bioorg. Med. Chem. Lett. 19 (2009) 2974]

Identification of 1-Methyl-<i>N</i>-(propan-2-yl)-<i>N</i>-({2-[4-(trifluoromethoxy)phenyl]pyridin-4-yl}methyl)-1<i>H</i>-imidazole-4-carboxamide as a Potent and Orally Available Glycine Transporter 1 Inhibitor

“…Through these efforts, we found that 6a, which was designed by removal of the basic amine substructure of 3b, 12) retained moderate GlyT1 inhibitory activity with a CNS MPO score of 5.96 (Fig. 3).…”

New α-Hydroxy-1,2,3-triazoles and 9H-Fluorenes-1,2,3-triazoles: Synthesis and Evaluation as Glycine Transporter 1 Inhibitors

“…Similar results have been reported in the literature 26,27 using Lewis acid. The characterization of the 9H-fluorenes-1,2,3-triazoles was performed by IR, 1 H and 13 C NMR. In the IR spectrum, the absence of the broadband in the 3300 cm −1 region referring to the stretching of the O−H bond of alcohols occurs.…”

“…For the structural elucidation of the synthesized compounds, 1 H and 13 C NMR spectra were recorded at ambient temperature on a Bruker Advance III spectrometer (operating at 400 MHz for 1 H NMR and 101 MHz for 13 C NMR, with CDCl 3 or dimethyl sulfoxide (DMSO-d 6 ) as solvent). The chemical shifts (d) were given in parts per million (ppm) from internal tetramethylsilane on the d scale, multiplicity (s = singlet, d = doublet, t = triplet, q = quartet, m = multiplet).…”

“…Compound 4 exhibited potent in vivo activity in the cerebral spinal fluid (CSF) glycine model, with excellent drug-like physical properties due to its lipophilicity, whereas compound 5 showed good selectivity and high affinity for the GlyT1 (K i (inhibitor constant) = 1.8 nM). 13,14 New classes of the 4H-1,2,4-triazole derivatives were reported selective GlyT1 inhibitors. 8 Compound 6 was moderately potent (half maximal inhibitory concentration (IC 50 ) = 64 nM) , had a good pharmacokinetics (PK) profile and was the most potent in the induced hyperlocomotion assay.…”

Discovery of 3-Chloro-<i>N</i>-{(<i>S</i>)-[3-(1-ethyl-1<i>H</i>-pyrazol-4-yl)phenyl][(2<i>S</i>)-piperidine-2-yl]methyl}-4-(trifluoromethyl)pyridine-2-carboxamide as a Potent Glycine Transporter 1 Inhibitor

“…Merck's researchers have reported a sulfone based chemical class, represented by 3 (DCCCyB), 12) as well as sulfonamide class inhibitors, represented by 4. [13][14][15][16] At present, many other chemical classes, such as 5 (PF-0346275) 17) and 6 (RG1678), 18) have been reported. Among them, 6 showed a significant improvement in the negative symptoms of patients with schizophrenia in phase 2 clinical trial.…”