FIELD: pharmaceutical chemistry.
SUBSTANCE: group of inventions includes a pyrazole pyrimidine compound of formula (I), a compound of formula (II), a stereoisomer thereof, a mixture of stereoisomers, a tautomer, a mixture of tautomers, a hydrate, a solvate or a pharmaceutically acceptable salt, methods of producing a compound of formula (I), a pharmaceutical composition containing a compound of formula (I) or (II), using the compound of formula (I) or (II) and a method for controlling helminthiasis in humans and/or animals. In formula (I) o and n is 0 or 1, R is selected from a group consisting of hydrogen, fluorine, chlorine, C1-C4-alkyl, X, Y are independently selected from a group consisting of CH2 and O, where at least one of X and Y is CH2, R1 is hydrogen, R2 is selected from a group consisting of hydrogen, C1-C4-alkyl, C3-C6-cycloalkyl, C1-C4-haloalkyl having from 2 to 3 halogen atoms, C1-C4-alkoxy-C1-C4-alkyl, benzyl substituted with a halogen atom, C1-C4-alkoxy, -NH(C1-C4-alkyl), -N(C1-C4-alkyl)2, -NH(C3-C6-cycloalkyl), -N(C1-C4-alkyl)(C3-C6-cycloalkyl), (C1-C4-alkyl)2-N-C1-C4-alkyl-, -N(CH3)(CH2-N(CH3)2), N(CH3)(CH2-CHF2), -N(CH3)((CH2)2O(CH2)2)O(CH2)2)OCH3), -N(CH3)((CH2)2-S-CH3), -N(CH3)((CH2)2-S(O)-CH3), -N(CH3)((CH2)2-SO2-CH3), -N(CH3)(1-CH3-piperidine-4-yl), -N(CH3)((CH2)2-(oxypyrrolidin-1-yl)), morpholino, R3 is selected from the group consisting of hydrogen and C1-C4-alkyl, R4 is selected from the group consisting of hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl having 2 to 3 halogen atoms, C3-C6-cycloalkyl, -S-C1-C4-alkyl and -SO2-C1-C4-alkyl, and Q is such as specified in the patent claim. In formula (II), substitutes are as defined in the claim.
EFFECT: compounds of formulas (I) and (II) have the properties of ion channel Slo-1 inhibitors and are applicable for treating helminthiasis in humans and/or animals.
11 cl, 4 tbl, 562 ex
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Authors
Dates
2022-03-31—Published
2017-04-10—Filed