Antiviral compounds
AssigneeAcademia Sinica
InventorGholam Hossein Hakimelahi
Life of this patent
Estimating the term…
Abstract
This invention relates to purine compounds of formula (I): 1 R1 is NH2 or OH; R2 is H or NH2; R3 is H or alkyl; each of m and n, independently, is 1, 2, 3, or 4; X is O, S, or NH; and Y is H, halogen, ORa, P(O)(ORa)2, or P(O)(ORa)(ORb), in which Ra is H, alkyl, aryl, heteroaryl, cyclyl, heterocyclyl, and Rb is 2 wherein A is adenine, guanine, cytosine, uracil, or thymine; Rc is H or OH; Rd is H or alkyl; Re is H, alkyl, or 5-ethylidene-(3,4-dialkoxyl)-furan-2-one; provided that if R1 is NH2, R2 is H; and if R1 is OH, R2 is NH2.
Claims68
A compound of formula (I):
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- wherein
- R1 is NH2 or OH;
- R2 is H or NH2;
- R3 is H or alkyl;
- each of m and n, independently, is 1, 2, 3, or 4;
- X is O, S, or NH, and
- Y is H, halogen, ORa, P(O)(ORa)2, or P(O)(ORa)(ORb), in which Ra is H, alkyl, aryl, heteroaryl, cyclyl, heterocyclyl, and Rb is
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- being adenine, guanine, cytosine, uracil, or thymine, Rc being H or OH, Rd being H or alkyl, Re being H, alkyl, or 5-ethylidene-(3,4-dialkoxyl)-furan-2-one;
- provided that if R1 is NH2, R2 is H;
- and if R1 is OH, R2 is NH2.
A method of treating infection by virus, comprising administering to a subject in need thereof an effective amount of a compound of formula (I):
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- wherein
- R1 is NH2 or OH;
- R2 is H or NH2;
- R3 is H or alkyl;
- each of m and n, independently, is 1, 2, 3, or 4;
- X is O, S, or NH, and
- Y is H, halogen, ORa, P(O)(ORa)2, or P(O)(ORa)(ORb), in which Ra is H, alkyl, aryl, heteroaryl, cyclyl, heterocyclyl, and Rb is
- 22
- A being adenine, guanine, cytosine, uracil, or thymine, Rc being H or OH, Rd being H or alkyl, Re being H, alkyl, or 5-ethylidene-(3,4-dialkoxyl)-furan-2-one;
- provided that if R1 is NH2, R2 is H;
- and if R1 is OH, R2 is NH2.
A compound of formula (II):
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- wherein
- R1 is NH2 or OH;
- R2 is H or NH2;
- R3 is H or alkyl;
- each of m and n, independently, is 1, 2, 3, or 4;
- X is O, S, or NH, and
- Y is P(O)(ORa)(ORb), in which Ra is H, alkyl, aryl, heteroaryl, cyclyl, heterocyclyl, and Rb is 5-ethylidene-(3,4-dialkoxy)-furan-2-one or
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- A being adenine, guanine, cytosine, uracil, or thymine, Rc being H or OH, Rd being H or alkyl, Re being H, alkyl, or 5-ethylidene-(3,4-dialkoxyl)-furan-2-one;
- provided that if R1 is NH2, R2 is H;
- and if R1 is OH, R2 is NH2.
A method of treating infection by virus, comprising administering to a subject in need thereof an effective amount of a compound of formula (II):
- 25
- wherein
- R1 is NH2 or OH;
- R2 is H or NH2;
- R3 is H or alkyl;
- each of m and n, independently, is 1, 2, 3, or 4;
- X is O, S, or NH, and
- Y is P(O)(ORa)(ORb), in which Ra is H, alkyl, aryl, heteroaryl, cyclyl, heterocyclyl, and Rb is 5-ethylidene-(3,4-dialkoxy)-furan-2-one or
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- A being adenine, guanine, cytosine, uracil, or thymine, Rc being H or OH, Rd being H or alkyl, Re being H, alkyl, or 5-ethylidene-(3,4-dialkoxyl)-furan-2-one;
- provided that if R1 is NH2, R2 is H;
- and if R1 is OH, R2 is NH2.
A method comprising reacting a compound of formula (III):
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- with an alkyl-X-(CH2) halide to obtain a compound of formula (IV):
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- in which R1 is NH2 or OH;
- R2 is H or NH2;
- R3 is H or alkyl;
- and
- X is O, S, or NH;
- provided that if R1 is NH2, R2 is H;
- and if R1 is OH, R2 is NH2.
The method of claim 66, wherein R1 is NH2 and R2 is H.
The method of claim 66, wherein R1 is OH and R2 is NH2.
Dependencies are inferred from the claim text.