N-SUBSTITUTED 2-CYANOPYRROLIDINES Russian patent published in 2002 - IPC

FIELD: biologically active compounds. SUBSTANCE: invention provides N-(N'-substituted glycyl)-2- cyanopyrrolidine of formula I: (I), wherein R denotes (i) R₁R_1aN(CH₂)_m-, in which R₁ is pyridinyl or pyrimidinyl moiety optionally independently mono- or disubstituted by halogen, trifluoromethyl, cyano, or nitro; R_1a denotes hydrogen or C1-C8-alkyl; and m = 2 or 3; (ii) C3-C12-cycloalkyl optionally substituted by hydroxy- C1-C3-alkyl in position 1; (iii) R₂(CH₂)_n-, in which either R₂ is phenyl optionally independently mono-, di- or trisubstituted by C1-C4-alkoxy, halogen, or phenylthio group, in turn optionally substituted by hydroxymethyl in benzene ring; or R₂ is C1-C8- alkyl, [3.1.1]bycyclo-carbocyclic moiety optionally mono- or multisubstituted by C1-C8-alkyl, and further pyridyl, naphthyl, cyclohexenyl, or adamantyl; and n = 1-3; or R₂ is phenoxy group and n = 2; (iv) (R₃)₂CH(CH₂)₂-, in which each R₃ independently denotes phenyl; (v) R₄-(CH₂)_p-, in which R₄is 2-oxopyrrolidinyl or C2- C4-alkoxy and p = 2-4; (vi) isopropyl optionally substituted by C1-C3- hydroxyalkyl in position 1; (vii) R₅, which denotes indanyl-piperidinyl moiety optionally substituted by benzyl, [2.2.1]- or [3.1.1]bycyclo-carbocyclic moiety optionally mono- or multisubstituted by C1-C8-alkyl, adamantyl, or C1-C8-alkyl in turn optionally mono- or multisubstituted independently by hydroxy, hydroxymethyl, or phenyl in turn optionally mono- or disubstituted by C1-C4- alkyl, C1-C4-alkoxy, or halogen; in free form or in the form of acid addition salt. Compounds I can be used in pharmaceutical composition inhibiting DPP-1y, in particular for treatment of diabetes mellitus, insulin-independent diabetes, and conditions caused by decreased tolerance to glucose. EFFECT: increased choice of antidiabetics. 6 cl, 2 tbl, 2 ex