Ultrashort acting hypnotic barbiturates
View Patent ↗The subject invention concerns novel compounds that are useful as ultrashort acting hypnotic barbiturates. Specifically exemplified are derivatives of barbituric and thiobarbituric acids. They are rapidly metabolized by blood and tissue enzymes to form polar metabolites with no hypnotic activity and which are rapidly eliminated.
1. A compound selected from the group consisting of:
3-methyl-4,6-dioxo-5-phenylhexahydropyrimidine-5-acetic Acid, Adamantanemethyl Ester adamantan- 1 - ylmethyl ( 1 - methyl - 4 , 6 - dioxo - 5 - phenyl - 2 - thioxohexahydropyrimidin - 5 - yl ) acetate
3-methyl-4,6-dioxo-5-phenylhexahydropyrimidine-5-acetic Acid, Cyclohexyl Ester cyclohexyl 2 -( 1 - methyl - 4 , 6 - dioxo - 5 - phenyl - 2 - thioxohexahydropyrimidin - 5 - yl ) acetate
3-methyl-4,6-dioxo-5-δ 2 -cyclopentylhexahydropyrimidine-5-acetic Acid Adamantanemethyl Ester adamantan- 1 - ylmethyl ( 5 - cyclopent - 2 - en - 1 - yl - 1 - methyl - 4 , 6 - dioxo - 2 - thioxohexahydropyrimidin - 5 - yl ) acetate
3-methyl-4,6-dioxo-5-δ 2 -cyclopentylhexahydropyrimidine-5-acetic Acid Cyclohexyl Ester cyclohexyl 2 -( 5 -( cyclopent - 2 - enyl )- 1 - methyl - 4 , 6 - dioxo - 2 - thioxohexahydropyrimidin - 5 - yl ) acetate
and pharmaceutically acceptable salts thereof.
2. A compound selected from the group consisting of:
3-methyl-4,6-dioxo-5-phenylhexahydropyrimidine-5-acetic Acid, Neopentyl Ester neopentyl 2 -( 1 - methyl - 4 , 6 - dioxo - 5 - phenyl - 2 - thioxohexahydropyrimidin - 5 - yl ) acetate
3-methyl-4,6-dioxo-5-phenylhexahydropyrimidine-5-acetic Acid Isobutyl Ester isobutyl 2 -( 1 - methyl - 4 , 6 - dioxo - 5 - phenyl - 2 - thioxohexahydropyrimidin - 5 - yl ) acetate
3-methyl-4,6-dioxo-5-δ 2 -cyclopentylhexahydropyrimidine-5-acetic Acid Neopentyl Ester neopentyl 2 -( 5 -( cyclopent - 2 - enyl )- 1 - methyl - 4 , 6 - dioxo - 2 - thioxohexahydropyrimidin - 5 - yl ) acetate
3-methyl-4,6-dioxo-5-δ 2 -cyclopentylhexahydropyrimidine-5-acetic Acid Isobutyl Ester isobutyl 2 -( 5 -( cyclopent - 2 - enyl )- 1 - methyl - 4 , 6 - dioxo - 2 - thioxohexahydropyrimidin - 5 - yl ) acetate
and pharmaceutically acceptable salts thereof.
3. A compound selected from the group consisting of:
4,6-dioxo-5-allyl-5-isopentylhexahydropyrimidine-3-aceticacid, Ethyl Ester ethyl 2 -( 5 - allyl - 5 - isopentyl - 4 , 6 - dioxo - 2 - thioxotetrahydropyrimidin - 1 ( 2 H )- yl ) acetate
3-ethoxycarbonyl-4,6-dioxo-5-allyl-5-isopentylhexahydropyrimidine ethyl 5 - allyl - 5 - isopentyl - 4 , 6 - dioxo - 2 - thioxotetrahydropyrimidine - 1 ( 2 H )- carboxylate
and pharmaceutically acceptable salts thereof.
4. A composition comprising the compound according to claim 1 and a pharmaceutically acceptable carrier or diluent.
5. A composition comprising the compound according to claim 2 and a pharmaceutically acceptable carrier or diluent.
6. A composition comprising the compound according to claim 3 and a pharmaceutically acceptable carrier or diluent.