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US 6,294,522 B1Granted
N6 heterocyclic 8-modified adenosine derivatives
AssigneeCV Therapeutics, Inc.
InventorsJeff A. Zablocki, Venkata P. Palle, Prabha N. Ibrahim, Luiz Belardenelli
Life of this patent
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Abstract
N6 heterocyclic 8 modified adenosine derivatives that are selective, partial or full adenosine A1 receptor partial or full agonists, and as such, are useful for modifying cardiac activity, modifying adipocyte function, treating central nervous system disorders, and treating diabetic disorders and obesity in mammals, and especially in humans.
Claims24
A compound having the formula:
- wherein X1═O, or —NR7;
- R1 is a monocyclic group containing from 3 to 15 atoms wherein at least one carbon atom is substituted with an atom or molecule selected from the group consisting of O and S—(O)0-2 and wherein R1 is optionally mono or polysubstituted with one or more substituent selected from the group consisting of halogen, oxo, hydroxyl, lower alkyl, substituted lower alkyl, alkoxy, aryl, acyl, aryloxy, carboxyl, substituted aryl, heterocycle, heteroaryl, substituted heteroaryl, cycloalkyl, substituted cycloalkyl, nitro, and cyano;
- R2 is hydrogen;
- R3, R4, and R5 are each individually selected from the group consisting of hydrogen, —(CO)—R′, —(CO)—R″, and —(CO)—R′″ wherein R′, R″, and R′″ are each independently selected from the group consisting of C1-6 alkyls which alkyl is optionally substituted with 1 substituent selected from the group consisting of aryl, CF3, CN, OR20, and N(R20)2, and each optional aryl substituent is further optionally substituted with halo, NO2, alkyl, or CF3;
- R6 is selected from the group consisting of hydrogen, and C1-3 alkyls;
- R7 is selected from the group consisting of hydrogen, C1-6 alkyls, C3-6 alkenyls, and C3-6 alkynyls, wherein the alkenyl and alkynyl point of attachment is not at an unsaturated carbon and wherein the alkyl, alkenyl, and alkynyl substituents are optionally substituted with from 1 to 2 substituents independently selected from the group consisting of alkyl, aryl, CF3, OR20, SR20, CO2R20, and S(O)3R20, wherein each optional aryl substituent is further optionally substituted with a substituent selected from the group consisting of halo, alkyl, CF3, S(O)3R20, CO2R20, amino, mono- or di- alkylamino, CN, and OR20;
- and
- R20 is selected from the group consisting of H, and C1-6 alkyl.
5 more elements
A compound having the formula:
- wherein X1═O, or NR7;
- R1 is selected from the group consisting of 3-tetrahydrofuranyl, 3-tetrahydrothiofuranyl, 4-pyranyl, and 4 thiopyranyl.
- R2, R3, R4, R5 and R6 are each hydrogen;
- and
- R7 is C1-6 alkyl wherein the alkyl is optionally substituted with 1 substituent selected from the group consisting of alkyl or aryl wherein the optional aryl substituent is further optionally substituted with a substituent selected from the group consisting of halo, alkyl, and CF3.
2 more elements
Dependencies are inferred from the claim text.