PURINE DERIVATIVES AS INHIBITORS OF TYROSINE PROTEINASE SYK Russian patent published in 2005 - IPC

FIELD: organic chemistry, heterocyclic compounds, biochemistry.

SUBSTANCE: invention relates to new compounds - purine derivatives of the general formula (I): in free form or salt wherein X means oxygen or sulfur atom or group NR⁵; R¹ means alkyl, alkenyl, cycloalkyl, benzocycloalkyl, cycloalkylalkyl or aralkyl group that can be substituted optionally with hydroxy-, carboxy-group or alkoxycarbonyl; or if X means NR⁵ then R¹ can mean alternatively heterocyclic group taken among benzylpiperidyl or the formula: ; or group of the formula (II): ; R² means hydrogen atom, alkyl or alkoxy-group; R³ means hydrogen atom, alkoxy-, carboxy-group, carboxyalkyl, alkoxycarbonyl, -N(R⁹)R¹⁰, (C₁-C₄)-alkylene-SO₂N(R¹¹)R¹² or -CON(R¹³)R¹⁴; or if two substitutes R² and R³ are joined to adjacent carbon atoms in indicated benzene ring then in common with carbon atoms to which they are joined they mean heterocyclic group comprising 5-10 ring atoms among them one or two atoms mean heteroatoms taken among nitrogen, oxygen and sulfur atom; R⁴ means hydrogen atom, alkoxy-, carboxy-group, carboxyalkyl, -SO₂N(R¹¹)R¹², -N(R⁹)R¹⁰ or -CON(R¹³)R¹⁴; or if two substitutes R³ and R⁴ are joined to adjacent carbon atoms in indicated benzene ring then in common with carbon atoms to which they are joined they mean heterocyclic group comprising 5-6 ring atoms among them one or two atoms mean heteroatoms taken among nitrogen, oxygen or sulfur atom; R⁵ means hydrogen atom or alkyl; R⁶, R⁷ and R⁸ mean hydrogen atom, or one of these radicals means -SO₂NH₂, -N(CH₃)COCH₃, -CONH₂ and two others mean hydrogen atom; R⁹ means hydrogen atom or alkyl; R¹⁰ means hydrogen atom, -COR¹⁵ wherein R¹⁵ means alkyl, alkoxy-group; or R⁹ and R¹⁰ in common with nitrogen atom to which they are joined mean heterocyclic group comprising 5 or 6 ring atoms among them one or two atoms mean heteroatoms taken among nitrogen and oxygen atom; R¹¹ means hydrogen atom or alkyl; R¹² means hydrogen atom, alkyl, hydroxyalkyl, carboxyalkyl or alkoxycarbonylalkyl; or R¹¹ and R¹² in common with nitrogen atom to which they are joined mean heterocyclic group comprising 5 or 6 ring atoms among them one or two atoms mean heteroatoms taken among nitrogen and oxygen atom; R¹³ and R¹⁴ each and independently of one another means hydrogen atom or alkyl with exception of 2-(para-n-butylanilino)-6-methoxypurine, 2-(para-n-butylanilino)-6-(methylthio)purine, 2,6-di-(phenylamino)-purine, 2,6-di-(para-tolylamino)-purine and 2-(para-tolylamino)-6-(phenylamino)-purine.

EFFECT: valuable biochemical properties of compounds.

11 cl, 4 tbl, 221 ex