FIELD: chemistry.
SUBSTANCE: invention relates to use of diaminopyrimidine compound of formula I or IB, or its pharmaceutically acceptable salt, or its deuterated form. Invention also relates to versions of method of producing compound I. In compound of formula I
,
,
(Ia),
(IIa),
R1 and R2 independently represent unsubstituted C1-8alkyl; C1-8alkyl substituted with one or more halogen atoms, hydroxy, C1-3alkoxy, C1-3alkoxyC1-3alkyl, halogen C1-3alkoxy or hydroxyC1-3alkyl; unsubstituted saturated 3–7-membered monocycloalkyl or 5–8-member bicycloalkyl; substituted saturated 3–7-member monocycloalkyl or 5–8-member bicycloalkyl, where substitutes are selected from halogen, C1-6 alkyl, hydroxy, oxo, C1-3alkoxy, C1-3alkoxyC1-3alkyl, halogen C1-3alkyl, halogen C1-3alkoxy, hydroxyC1-3alkyl, aminoC1-3alkyl, O-cyclopropyl, NH2, NH(C1-3) alkyl, N(C1-3alkyl)2, C(O)-C1-3alkyl, NHC(O)-C1-3alkyl, C(O)NH2, C(O)NHC1-3alkyl, C(O)N(C1-3alkyl)2, NHSO2(C1-3alkyl) and pyrrolidyl; unsubstituted C1-3alkyl-C3-6cycloalkyl; 4–6-member non-aromatic monocyclic heterocyclyl, optionally N-substituted with C1-3alkyl C(O) or optionally substituted C1-3alkyl, oxo or hydroxy, in which the heteroatoms are selected from 1 to 2 oxygen atoms or 1 nitrogen atom; or dioxaspirotecanil. In a compound of formula (IB) R3 and R4 independently represent unsubstituted C1-8alkyl; unsubstituted saturated 3–7-membered monocycloalkyl or 5–8-member bicycloalkyl; substituted saturated 3–7-member monocycloalkyl or 5–8-member bicycloalkyl, where substitutes are selected from halogen, C1-6alkyl, hydroxy, C1-3alkoxy, C1-3alkoxyC1-3alkyl, halogen C1-3alkyl, halogen C1-3alkoxy, hydroxyC1-3alkyl, O-cyclopropyl, NH(C1-3)alkyl, N(C1-3alkyl)2, C(O)-C1-3alkyl, NHC(O)-C1-3alkyl, C(O)NHC1-3alkyl and C(O)N(C1-3alkyl)2; unsubstituted C1-3alkyl-C3-6cycloalkyl; 4–6-member non-aromatic monocyclic heterocyclyl, in which heteroatoms are selected from 1–2 oxygen atoms or 1 nitrogen atom; or dioxaspirotecanil. Method of producing compound (I) involves reacting compound (Ia) with R1NH2 or compound (IIb) with R2NH2. Methods are carried out in a solvent in the presence of an organic base.
EFFECT: compounds have the properties of inhibitor JNK1, JNK2, IL2 or TNF-α and are intended for preparing a drug for treating or preventing non-alcoholic steatohepatitis, renal fibrosis, inflammation, hyperplasia, necrosis or lupus.
55 cl, 3 tbl, 62 ex
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Authors
Dates
2019-08-19—Published
2012-04-20—Filed