FIELD: medical chemistry.
SUBSTANCE: new pyrazole derivative, namely a new compound effective in antagonizing EP4. The compound is represented by Formula V, where ring A is selected from
ring B selected from
R1 is selected from -CH3, -CHF2 and -CF3 ; R2 is selected from C2-C6 alkyl, C3-C6 cycloalkyl, phenyl, trifluoromethyl, C2-C6 halogenated alkyl, C3-C6 halogenated cycloalkyl, C2-C6 hydroxysubstituted alkyl, C2-C6 cyano-substituted alkyl and -XR2a where X is selected from sulfur, -CO-, -SO2- and SO-, and R2a is selected from C1-C6 alkyl and C1-C6 halogenated alkyl; R3 is selected from hydrogen, halogen, C1-C2 alkyl, C1-C2 fluoroalkyl and phenyl; R4 is selected from hydrogen, halogen, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 halogenated alkyl and C2-C6 halogenated alkoxy; R5 is selected from hydrogen and halogen; one of R6a and R6b is hydrogen and the other one of R6a and R6b is methyl; or R6a and R6b together form cyclobutyl; R7 is selected from -CH3, -CHF2 and -CF3 ; and M is selected from oxygen, sulfur and methylene; provided that when R2 is trifluoromethyl, M is oxygen, one of R6a and R6b is hydrogen and the other one of R6a and R6b is methyl, ring A is selected from
and when 2 is trifluoromethyl, M is oxygen and ring A is
R6a and R6b together form cyclobutyl. Also a compound is provided represented by Formula I, wherein R1 is selected from -CH3, -CHF2 and -CF3 ; R2 is selected from C2-C6 alkyl, C3-C6 cycloalkyl, C2-C6 halogenated alkyl and C3-C6 halogenated cycloalkyl; R3 is selected from hydrogen, halogen, C1-C2 alkyl and C1-C2 fluoroalkyl; R4 is selected from hydrogen, halogen, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 halogenated alkyl and C1-C6 halogenated alkoxy. In addition, the invention relates to a compound selected from a group of individual compounds, the use of these compounds in the manufacture of a drug for the treatment or prevention of an EP4 related disease, and a method for treating an EP4 related disease.
EFFECT: development of new compounds that are EP4 antagonists.
13 cl, 1 dwg, 9 tbl, 43 ex
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