SUBSTITUTED DERIVATIVES OF CYCLOHEXAN-1,4-DIAMINE, METHOD FOR THEIR PREPARING AND DRUG Russian patent published in 2008 - IPC C07C211/36 C07C233/79 C07D209/14 C07D333/58 C07D277/62 A61K31/132 A61K31/165 A61K31/404 A61K31/425 A61K31/38 A61P25/04 

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to novel substituted derivatives of cyclohexan-1,4-diamine of the general formula (I): possessing binding property with ORLI receptors and showing homology to opioid μ-, κ- and δ-receptors. Compounds can be used for preparing drugs possessing analgesic effect. In the formula (I) R¹ and R² mean independently of one another (C₁-C₈)-alkyl, or residues R¹ and R² form in common a ring and mean -CH₂-CH₂NR⁶CH₂CH₂ or -(CH₂)_3-6 wherein R means (C₁-C₈)-alkyl; R³ means phenyl, naphthyl or 5-membered sulfur-containing heteroaryl wherein each of them is unsubstituted or monosubstituted with halogen atom, or unsubstituted phenyl added through saturated unsubstituted (C₁-C₄)-alkyl group; R⁴ means hydrogen atom (H), saturated (C₁-C₈)-alkyl or -C(X)R⁷ wherein X means oxygen (O) or sulfur (S) atom; R means H or (C₁-C₈)-alkyl either unsubstituted phenyl or phenyl substituted with halogen atom; R⁵ means (C₃-C₈)-cycloalkyl, adamantyl, aryl or 5-membered heteroaryl comprising 1-3 heteroatoms chosen from nitrogen, oxygen or sulfur and condensed with one or two benzene rings and wherein each of them is unsubstituted or monosubstituted with a substitute chosen from halogen atom, lower alkyl, lower alkoxy, hydroxy or benzyloxy; or -CHR¹¹R¹², -CHR¹¹-CH₂R¹², -CHR¹¹-CH₂-CH₂R¹², -CHR¹¹-CH₂-CH₂-CH₂R¹², -C(Y)R¹² wherein Y means O or H₂; R¹¹ means H, saturated, linear or branched (C₁-C₇)-alkyl, saturated or unsaturated, linear or branched, mono- or multisubstituted either unsubstituted -C(O)O-(C₁-C₆)-alkyl; R¹² means phenyl or 5-membered heteroaryl comprising 1-3 heteroatoms chosen from nitrogen, oxygen or sulfur condensed with one or two benzene rings each of them is unsubstituted or mono- or multisubstituted and wherein in values R¹¹ and R¹² substituted of alkyl, phenyl or heteroaryl are chosen from halogen atom, lower alkyl, lower alkoxy, hydroxy, trifluoromethyl or benzyloxy; or R⁴ and R⁵ form in common 5-membered nitrogen-containing heterocycle that represents unsaturated, monosubstituted lower alkoxycarbonyl-lower alkyl, halogen atom, or it is unsubstituted and condensed with benzene ring under condition that if R means substituted or unsubstituted phenyl and at least one R¹ or R² means (C₁-C₈)-alkyl then R⁴ can't mean alkyl, and R³ and R⁵ can't form in common heterocycle, or if R³ means unsubstituted phenyl and R¹ and R² mean in common -(CH₂)₅ then R⁴ means H or (C₁-C₈)-alkyl; Y means O, and R⁵ doesn't mean (C₁-C₆)-alkyl. Also, invention relates to a method for synthesis of compounds of the formula (I) and a drug.

EFFECT: valuable medicinal properties of compounds.

40 cl, 1 tbl, 94 ex