C - Chemistry – Metallurgy – 07 – H
Patent
C - Chemistry, Metallurgy
07
H
260/230.58
C07H 5/04 (2006.01)
Patent
CA 1201117
Abstract The invention relates to novel aminoacridine-d, .beta.-(D)- and -(L)-N- glycoside derivatives, the salts thereof and to a novel process for the pre- paration of such compounds. The novel compounds have the general formula I Image I wherein n is 0 or 1 P is 1, 2 or 3 A is an anion preferably a halogen ion R is hydrogen, dimethylamino or a group of the general formula II Image II wherein R1 is hydrogen or a methyl group and R2 is hydrogen or a sugar residue, and the two substituents X are identical or different and stand for hydrogen, a group of the general formula II or for halogen, a C1-4 alkyl group, a C1-4 alkoxy group, for a nitro-, cyano-, carbomethoxy-, carbamoyl-, phenyl- or a C1-4 alkylphenyl group, with the restriction that at least one of the substituents R, X and X represents a group of formula II with R2 = sugar residue, and R3 is hydrogen or a C1-5 alkyl group. According to the invention the compounds are prepared by reacting compounds of the general formula III Image III wherein n is 0 or 1 P is 1, 2 or 3 A is an anion preferably a halogen ion Z is an amino-, methylamino- or dimethylamino group or hydrogen, R3 is as dafined above and the two substituents Y are identical or different and stand for hydrogen, an amino-, methylamino- or dimethylamino group or for halogen, a C1-4 alkyl- or alkoxy group, for a nitro-, cyano-, carbomethoxy-, carbamoyl-, phenyl- or (C1-4 alkyl) phenyl group, with the restriction that at least one of the substituents Z, Y and Y repre- sents a free or monosubstituted amino group, or the acid addition salts there- of in a polar solvent containing water with the corresponding sugars. The glycosides of the general formula I exert a strong tumour inhibiting effect. Their toxicity is lower than that of starting compounds having no sugar group.
397482
Csernus Istvan
Erdei Janos
Janossy Lorant
Kaszab Istvan
Kovacs Antal
Biogal Gyogyszergyar Rt
Fetherstonhaugh & Co.
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