Skip to main content
. Author manuscript; available in PMC: 2012 Aug 17.
Published in final edited form as: ACS Chem Neurosci. 2011 Aug 17;2(8):411–432. doi: 10.1021/cn2000266

Table 2.

mGlu5 potency and rat brain penetration SAR in constrained cyclic amine 1,2,4-triazole analogues

graphic file with name nihms-291053-t0002.jpg

Entry Series R1 R2 mGlu5 IC50 (nM) Rat B/P Ratio
20 I 3-chlorophenyl A (Z = CH; R3 = CO2NH2) 11 < 0.01
21 I 3-chlorophenyl A (Z = N; R3 = NH2) < 3 0.085
22 I 3-chlorophenyl A (Z = N; R3 = NMe2) 39 0.285
23 I 5-chlorothiophen-3-yl B (Z = N; R3 = H) 39 <0.01
24 II 5-chlorothiophen-3-yl B (Z = N; R3 = H) 34 0.06
25 I 5-chlorothiophen-3-yl B (Z = N; R3 = Me) 61 0.16
26 II 3-chlorophenyl B (Z = N; R3 = H) 32 < 0.01
27 II 3-chlorophenyl B (Z = CH; R3 = Me) 39 <0.01
28 III 3-chlorophenyl B (Z = N; R3 = H) 46 not reported