5'-deoxy-n-(substituted oxycarbonyl)-5-fluorocytosine and derivatives thereof, method of preparing same, and anticancer composition comprising same as active ingredients
OwnerKwan-Hee Kim, Youn-Chul Kim +6inventors
InventorsKwan-Hee Kim, Youn-Chul Kim, Ji-Young Kim, Kyeong-Ho Lee, Moon-Jong Noh, Young-Seok Park, Sung-Min Cho, Ho-Jin Park
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Abstract
Disclosed is a new fluorocystosine and derivatives thereof. The fluorocystosine and derivatives thereof provide a pharmaceutical composition exhibiting better anti-cancer characteristics than the conventional composition.
Claims7
5-fluorocytosine and derivatives thereof, having Formula 2, pharmaceutically acceptable salts, or solvating materials:
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- wherein, R1 is hydrogen, a C1-C7 alkyl group or a C1-C7 alkynyl group;
- R2 is an easily hydrolysable radical or a protecting group easily removable under physiological conditions;
- and R3 is a C2-C7 alkyl group, alkenyl group or alkynyl group.
5-fluorocytosine and derivatives thereof, having formula 3, pharmaceutically acceptable salts, or solvating materials:
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- wherein, R2 is an easily hydrolysable radical or a protecting group easily removable under physiological conditions;
- R3 is a C1-C7 alkyl group, alkyenyl group, or alkynyl group;
- and R4 is a hydroxymethyl group or a hydroxymethyl group with a protecting group.
A method of preparing 5-fluorocytosine and derivatives thereof, having Formula 2a, comprising:
- reacting a compound of Formula 3a with a base to prepare a compound of Formula 3b;
- oxidizing the compound of Formula 3a.
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- wherein, R2 is an easily hydrolysable radical or a protecting group easily removable under physiological conditions;
- R3 is a C1-C7 alkyl group, alkyenyl group, or alkynyl group;
- and R4 is a hydroxymethyl group or a hydroxymethyl group with a protecting group.
A method of preparing 5-fluorocytosine or derivatives thereof, having Formula 2b, comprising esterifying a compound of Formula 2a.
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- wherein, R2 is an easily hydrolysable radical or a protecting group easily removable under physiological conditions;
- R3 is a C1-C7 alkyl group, alkenyl group or alkynyl group;
- and R4 is a hydroxymethyl group or a hydroxymethyl group with a protecting group.
A method of preparing 5-fluorocytosine and derivatives thereof, having Formula 3b, comprising reacting a compound of Formula 4 with a compound of Formula 5 in the presence of a base.
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- wherein, R2 is an easily hydrolysable radical or a protecting group easily removable under physiological conditions;
- R3 is a C1-C7 alkyl group, alkenyl group or alkynyl group;
- R4 is a hydroxymethyl group or a hydroxymethyl group with a protecting group.
An anticancer composition comprising 5-fluorocytosine and derivatives thereof, having Formula 2 or 3.
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- wherein, R2 is an easily hydrolysable radical or a protecting group easily removable under physiological conditions;
- preferably a hydrogen or an acetyl group;
- R3 is a C1-C7 alkyl group, alkenyl group, or alkynyl group;
- and R4 is a hydroxymethyl group or a hydroxymethyl group with a protecting group.
Dependencies are inferred from the claim text.