Skip to main content
. Author manuscript; available in PMC: 2017 Nov 1.
Published in final edited form as: Bioorg Med Chem. 2016 Sep 7;24(21):5410–5417. doi: 10.1016/j.bmc.2016.08.059

Table 3.

Activities of 2-(3-triazolylphenyl)-4,5-Diphenyloxazole Click Products 67-80

graphic file with name nihms817849u3.jpg
Compound (Yield%)1 IC50 (μM) S. gordonii growth inhibition (%) P. gingivalis growth inhibition (%) Concentration (μM)
67, R1, R2=4-Methoxyphenyl, R3=3-Pyridyl (89) 57.7
68, R1, R2=4-Methoxyphenyl, R3=3-Fluorophenyl (97) 5.9 −9.1 −2.6 40
69, R1, R2=4-Methoxyphenyl, R3=4-Fluorophenyl (86) 53.0 −22.1 −14.6 40
70, R1, R2=4-Methoxyphenyl, R3=2-Methoxyphenyl (83) 15.4 0.8 −6.2 40
71, R1, R2=4-Methoxyphenyl, R3=2-(Trifluoromethyl)phenyl (95) 27.0 −9.7 −1.6 40
72, R1, R2=4-Methoxyphenyl, R3=4-(n-Pentyl)phenyl (99) >60
73, R1, R2=4-Methoxyphenyl, R3=6-Methoxynaphthalene-2-yl (77) 13.0 −1.3 3.0 20
74, R1, R2=4-Methoxyphenyl, R3=4-Phenoxyphenyl (89) >60
75, R1, R2=4-Methoxyphenyl, R3=3,5-di-(Trifluoromethyl)phenyl (95) 47.4
76, R1, R2=4-Bromophenyl, R3=3-Pyridyl (72) 31.0
77, R1, R2=4-Bromophenyl, R3=3-Fluorophenyl (85) 5.0 −5.7 −4.3 5
78, R1, R2=4-Bromophenyl, R3=2-Methoxyphenyl (71) 15.0 10.5 4.3 40
79, R1, R2=4-Bromophenyl, R3=2-(Trifluoromethyl)phenyl (90) 15.2 2.0 −0.6 40
80, R1, R2=4-Bromophenyl, R3=6-Methoxynaphthalene-2-yl (91) 20.3
1

Yields are for isolated pure compounds.