Nucleoside compounds and compositions thereof

Details Nucleoside compounds and compositions thereof Nucleoside compounds and compositions thereof

2005-06-07

2005-06-07

McKenzie, Thomas C. (Department: 1624)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Carbohydrate doai

C514S046000, C536S027220, C536S027300, C536S027600, C536S027620, C536S027800

Reexamination Certificate

active

06903079

ABSTRACT:
The invention provides a novel class of substituted nucleoside derivatives having the formula:in-line-formulae description="In-line Formulae" end="lead"?A-Z1-L-Z2-Gin-line-formulae description="In-line Formulae" end="tail"?wherein:A and G are connected via Z1and Z2respectively, to a linker, L; and A is:wherein:X1and X2are N;X3is —N═CH;R1and R2are independently H, alkyl, NH2, OH, SH, Cl, NHR9, or N═NR9, where R9is alkyl, aryl, or arylalkyl;R5and R6are independently alkyl, or R5and R6taken together form a —C(CH3)2— group;Z1is —CH2O—, —CH2NR10—, —CH2NR10C(O)—, —CONR10—, —CO2—, —CH2NHCONH—, —CH2—, —CH2NHCSNH—, —CO—, —CH2CO2—, —NHCO2—, —S—, —SO2—, —CH2S—, or —SO—;Z2is —NR10CO—, —C(O)NR10—, —NHCONH—, —OC(O)—, —C(O)O—, NHCS, —CSNH—, —NHCSNH—, —O—, —CO—, —OCO—, —OCONH—, —NH—, —CH2—, —CH—alkyl—, —NHCO2—, —S—, —SO2—, CS—, or —SO—;L is H, O, S, C1-15 alkylene chain optionally substituted in one or more positions, a 5, 6 or 7 membered carbocycle, piperidine, piperazine, pyrole, imidazole, benzimidazole, tetrazoles, indole, isoquinoline, quinoline, or pyrrolidine, any of the 5, 6 or 7 membered carbocycle, piperidine, piperazine, pyrole, imidazole, benzimidazole, tetrazoles, indole, isoquinoline, quinoline, or pyrrolidine groups being unsubstituted or substituted with one or more lower alkyl, hydroxyl, keto, amino, aminoalkyl, halo, or alkoxy groups, provided that L is not H when Z1is O, and when L=H, Z2and G are absent; andG is H, OH, SH, NH2, CO2H, unsubstituted or substituted alkyl, aryl, alkylaryl, carbocyclic, biphenyl, piperidine, piperazine, pyrole, imidazole, benzimidazole, tetrazole, indole, isoquinoline, quinoline, isoindolinyl, tetrahydroindolinonyl, phthalimidyl, or pyrrolidine.Pharmaceutical compositions, and methods of making and using the compounds, or pharmaceutically acceptable salts, hydrates, or mixtures thereof are also described.

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