DERIVATIVES OF N-PHENYLGLYCINE AMIDE, METHOD OF THEIR SYNTHESIS AND PHARMACEUTICAL COMPOSITION SHOWING AFFINITY TO RECEPTORS OF HCK AND GASTRIN Russian patent published in 1997 - IPC

FIELD: organic chemistry. SUBSTANCE: product: derivatives of N-phenylglycine amide of the general formula (I): R₄-H(CHR₁COR₂)-COCH₂NHCOR₃ where: R₄-H(CHR₁COR₂)-COCH₂NHCOR₃ - hydrogen, (lower) alkyl; R₁ - (lower) alkoxy or R₂; NR₅R₃ - quinolyl or phenylamino-group where phenyl is substituted with one or some substituents taken from halogen, lower alkyl, (lower) alkylthio-group, carboxyl, monooxy(lower)alkyl, (lower)alkoxycarbonyl, oxyimino(lower)alkyl, tetrazolyl-5-(lower)alkyl, (lower)alkyl-COOX, -O-(lower)alkyl-COOX, -CH=CHCOOH, (lower)alkyl-R₃; X - hydrogen, lower alkyl; SO₃H - phenyl substituted with halide, (lower)alkyl, (lower)alkoxy, hydroxyl; polyfluoro(lower)alkyl or (lower)alkoxy, R₄, (lower)alkylthio, (lower)alkoxycarbonyl, carboxyl, acylamino, methylenedioxy, trifluoromethylthio, phenoxy, phenyl, di-(lower)-alkylamino or CON-NO₂ where: R_aR_в - lower alkyl, R_a - phenyl, or R_в and R_a together with nitrogen to which they were bound form: 1,2,3,4-tetrahydroquinolyl-1-, 3.3-di-(lower)-alkylpiperidine, 3,4-dihydro-2H-benzoxazine or morpholine cycle; R_в - (lower)alkyl; R₅ - phenyl possibly substituted with halide; or R₆ and R₅ together with nitrogen atom to which they were bound form: 3,3-di-(lower)-alkylpiperidine cycle, 3,4-dihydro-2H-benzothiazine-1.4-cycle, 1,2,3,4-tetrahydroquinolyl-1-cycle. Reagent 2: isocyanate: OCN-R₆. Reagent 3: amino-derivative: R₉ - R₄-CO-N[CH(R₁)COR₂]. Synthesized product if necessary is hydrolyzed; compound (I) -CH₂-NH₂ is isolated as ester or in the free form. If (I) R₄-H(CHR₁COR₂)-COCH₂NHCOR₃ has R₄-H(CHR₁COR₂)-COCH₂NHCOR₃ - phenylamino-radical with substituted phenyl ring then the corresponding ester is hydrolyzed. If (I) R₃ has R₄-H(CHR₁COR₂)-COCH₂NHCOR₃ - phenyl substituted with hydroxy-group then the corresponding compound (I) R₄ where R₄-H(CHR₁COR₂)-COCH₂NHCOR₃ - phenyl substituted with lower alkoxy-group is hydrolyzed. Pharmacological composition showing affinity to receptors R₄ and gastrin contains compound (I) R₄-H(CHR₁COR₂)-COCH₂NHCOR₃ as an active substance at a single dose 10-500 mg. Synthesized compounds were used in biology and medicine. EFFECT: improved method of synthesis. 7 cl, 2 tbl