A pyrimidine carrying one or more oxo substituents.
| Member | Definition | Role |
|---|
| (north)-methanocarbathymidine | A carbobicyclic compound that is bicyclo[3.1.0]hexane which is substituted at the 2-pro-S, 4-pro-S and 5-pro-R positions by thymin-1-yl, hydroxy, and hydroxymethyl groups, respectively. | 1-[(1S,2S,4S,5R)-4-hydroxy-5-(hydroxymethyl)bicyclo[3.1.0]hexan-2-yl]thymine |
| 1-((2-hydroxyethoxy)methyl)-6-(phenylthio)thymine | A pyrimidone that is thymine which is substituted at positions 1 and 6 by a (2-hydroxyethoxy)methyl group and a phenylsulfanyl group, respectively. | 1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)thymine |
| 1-(ethoxymethyl)-5-isopropyl-6-(phenylsulfanyl)uracil | A pyrimidone that is uracil in which positions 1, 5, and 6 are substituted by ethoxymethyl, isopropyl, and phenylsulfanyl groups, respectively. | 1-(ethoxymethyl)-5-isopropyl-6-(phenylsulfanyl)uracil |
| 1-[(4-methylphenyl)methyl]-1,3-diazinan-2-one | | 1-[(4-methylphenyl)methyl]-1,3-diazinan-2-one |
| 1-[6-amino-2,4-dioxo-1-(phenylmethyl)-5-pyrimidinyl]-3-butyl-1-ethylurea | | 1-[6-amino-2,4-dioxo-1-(phenylmethyl)-5-pyrimidinyl]-3-butyl-1-ethylurea |
| 1-methyl-4-prop-2-enoxy-2-pyrimidinone | | 1-methyl-4-prop-2-enoxy-2-pyrimidinone |
| 1-methylcytosine | A pyrimidone that is cytosine in which the hydrogen attached to the nitrogen at position 1 is substituted by a methyl group. | 1-methylcytosine |
| 1-methyluracil | A pyrimidone that is uracil with a methyl group substituent at position 1. | 1-methyluracil |
| 1,3-dimethyluracil | A pyrimidone that is uracil with methyl group substituents at positions 1 and 3. | 1,3-dimethyluracil |
| 2-(2,4-dioxo-1H-pyrimidin-6-yl)-N-[2-(4-morpholinyl)ethyl]acetamide | | 2-(2,4-dioxo-1H-pyrimidin-6-yl)-N-[2-(4-morpholinyl)ethyl]acetamide |
| 2-amino-6-methylpyrimidin-4-one | | 2-amino-4-hydroxy-6-methylpyrimidine; 2-amino-6-methylpyrimidin-4(3H)-one |
| 2',2'-difluorodeoxycytidine 5'-triphosphate | | Gemcitabine triphosphate |
| 3-(6-methyl-4-oxo-2-sulfanylidene-1H-pyrimidin-5-yl)propanoic acid methyl ester | | 3-(6-methyl-4-oxo-2-sulfanylidene-1H-pyrimidin-5-yl)propanoic acid methyl ester |
| 3-methylcytosine | A pyrimidone that is cytosine in which the hydrogen attached to the nitrogen at position 3 is substituted by a methyl group. | 3-methylcytosine |
| 3-methylthymine | A pyrimidone that is uracil with methyl group substituents at positions 3 and 5. | 3,5-dimethyluracil |
| 3-methyluracil | A pyrimidone that is uracil with a methyl group at position 3. | 3-methyluracil |
| 4-amino-1-(2-furylmethyl)-6-hydroxy-1,2-dihydropyrimidine-2-thione | | 4-amino-1-(2-furylmethyl)-6-hydroxy-1,2-dihydropyrimidine-2-thione |
| 5-benzylacyclouridine | A pyrimidone that is uracil which is substituted by a 2-hydroxyethoxymethyl group at position 1 and a benzyl group at position 5. | 5-benzyl-1-(2-hydroxyethoxymethyl)uracil |
| 5-fluorodihydrouracil | | 5,6-Dihydro-5-fluorouracil |
| 5-formylcytosine | A nucleobase analogue that is cytosine in which the hydrogen at position 5 is replaced by a formyl group. | 5-formylcytosine |
| 5-formyluracil | A pyrimidone resulting from the formal oxidation of the alcoholic hydroxy group of 5-hydroxymethyluracil to the corresponding aldehyde. It is a major one-electron photooxidation product of thymine in oligodeoxynucleotides. | 5-formyluracil |
| 5-hydroxymethylcytosine | A nucleobase analogue that is cytosine in which the hydrogen at position 5 is replaced by a hydroxymethyl group. | 5-(hydroxymethyl)cytosine |
| 5-hydroxymethyluracil | A primary alcohol that is uracil bearing a hydroxymethyl substituent at the 5-position. | 5-hydroxymethyluracil |
| 5,6-diamino-2,4-dihydroxypyrimidine | An aminouracil in which the ring hydrogens at positions 5 and 6 on uracil have been replaced by amino groups. | 5,6-diaminouracil |
| 5,6-dihydrothymine | A pyrimidone obtained by formal addition of hydrogen across the 5,6-position of thymine. | 5,6-dihydrothymine |
| 6-(3,5-dimethylbenzyl)-1-(ethoxymethyl)-5-isopropyluracil | A pyrimidone that is uracil which is substituted at positions 1, 5, and 6 by ethoxymethyl, isopropyl, and 3,5-dimethylbenzyl groups, respectively. | 6-(3,5-dimethylbenzyl)-1-(ethoxymethyl)-5-isopropyluracil |
| 6-(cyclohexylamino)-3-methyl-5-nitroso-1H-pyrimidine-2,4-dione | | 6-(cyclohexylamino)-3-methyl-5-nitroso-1H-pyrimidine-2,4-dione |
| 6-amino-1-(4-chlorophenyl)-2-oxo-4-(1,2,4-triazol-1-ylmethyl)-5-pyrimidinecarbonitrile | | 6-amino-1-(4-chlorophenyl)-2-oxo-4-(1,2,4-triazol-1-ylmethyl)-5-pyrimidinecarbonitrile |
| 6-amino-5-(butylamino)-1-propylpyrimidine-2,4-dione | | 6-amino-5-(butylamino)-1-propylpyrimidine-2,4-dione |
| 6-amino-5-(methylamino)-1-(phenylmethyl)pyrimidine-2,4-dione | | 6-amino-5-(methylamino)-1-(phenylmethyl)pyrimidine-2,4-dione |
| 6-aminouracil | | 6-aminouracil |
| 6-methyluracil | A pyrimidone that is uracil with a methyl group at position 6. | 6-methyluracil |
| abt-333 | A member of the class of pyrimidone, which is (as the monohydrate of its sodium salt) in combination with ombitasvir, paritaprevir and ritonavir (under the trade name Viekira Pak) for treatment of chronic hepatitis C virus genotype 1 infection as well as cirrhosis of the liver. | dasabuvir |
| alloxan | A member of the class of pyrimidones, the structure of which is that of perhydropyrimidine substituted at C-2, -4, -5 and -6 by oxo groups. | alloxan |
| alpha-putrescinylthymine | An N-substituted putrescine that is thymine in which a hydrogen of the methyl group has been replaced by one of the amino groups of putrescine. It replaces about half of the thymine residues in the DNA of bacetriophage phiW-14. | alpha-putrescinylthymine |
| benzylthiouracil | | benzylthiouracil |
| bromacil | A pyrimidone that is pyrimidine-2,4(1H,3H)-dione substituted by a bromo group at position 5, a butan-2-yl group at position 3 and a methyl group at position 6. | 5-bromo-3-(butan-2-yl)-6-methylpyrimidine-2,4(1H,3H)-dione |
| cidofovir anhydrous | Cytosine substituted at the 1 position by a 3-hydroxy-2-(phosphonomethoxy)propyl group (S configuration). A nucleoside analogue, it is an injectable antiviral used for the treatment of cytomegalovirus (CMV) retinitis in AIDS patients. | cidofovir anhydrous |
| cytosine | An aminopyrimidine that is pyrimidin-2-one having the amino group located at position 4. | cytosine |
| dihydrouracil | A pyrimidine obtained by formal addition of hydrogen across the 5,6-position of uracil. | 5,6-dihydrouracil |
| emivirine | A pyrimidone that is uracil which is substituted at positions 1, 5 and 6 by ethoxymethyl, isopropyl, and benzyl groups, respectively. A non-nucleoside inhibitor of HIV-1 reverse transcriptase, emivirine was an unsuccessful experimental agent for the treatment of HIV. | emivirine |
| emtricitabine | An organofluorine compound that is 5-fluorocytosine substituted at the 1 position by a 2-(hydroxymethyl)-1,3-oxathiolan-5-yl group (2R,5S configuration). It is used in combination therapy for the treatment of HIV-1 infection. | emtricitabine |
| eniluracil | | eniluracil |
| ethirimol | An aminopyrimidine that is 2-ethylaminopyrimidin-4-one carrying butyl and methyl substituents at positions 5 and 6 respectively. A fungicide first marketed in 1970 and used as a seed treatment for diseaases such as damping-off, it is not licensed for use within the European Union. | ethirimol |
| flucytosine | An organofluorine compound that is cytosine that is substituted at position 5 by a fluorine. A prodrug for the antifungal 5-fluorouracil, it is used for the treatment of systemic fungal infections. | flucytosine |
| g 27550 | A pyrimidone that is pyrimidin-4(1H)-one substituted by a methyl group at position 6 and an isopropyl group at position 2. It is a metabolite of diazinon. | 2-isopropyl-6-methyl-4-pyrimidinone; 2-isopropyl-6-methylpyrimidin-4-ol |
| icotidine | | Icotidine |
| isocytosine | An aminopyrimidine in which the pyrimidine ring bears amino and hydroxy substituents at positions 2 and 4, respectively. | 2-amino-4-hydroxypyrimidine |
| isodialuric acid | A nucleobase analogue that is uracil substituted at positions 5 and 6 by hydroxy groups. | 5,6-dihydroxyuracil |
| LSM-31955 | | LSM-31955 |
| ma-1 | A member of the class of pyrimidones that is uracil substituted by chloro and (2-iminopyrrolidin-1-yl)methyl groups at positions 5 and 6 respectively. Used (as the hydrochloride salt) in combination with trifluridine, a nucleoside metabolic inhibitor, for treatment of advanced/relapsed unresectable colorectal cancer. | tipiracil |
| methylthiouracil | | Methylthiouracil |
| MMP-9-IN-1 | A secondary carboxamide resulting from the formal condensation of the carboxy group of [(4-oxo-6-propyl-1,4-dihydropyrimidin-2-yl)sulfanyl]acetic acid with the amino group of 4-(difluoromethoxy)aniline. It is a specific matrix metalloproteinase-9 (MMP-9) inhibitor. | MMP-9-IN-1 |
| N-[(4-chlorophenyl)methyl]-2-(2,4-dioxo-1H-pyrimidin-6-yl)acetamide | | N-[(4-chlorophenyl)methyl]-2-(2,4-dioxo-1H-pyrimidin-6-yl)acetamide |
| N-cyclohexyl-N-ethyl-1,3-dimethyl-2,4-dioxo-5-pyrimidinesulfonamide | | N-cyclohexyl-N-ethyl-1,3-dimethyl-2,4-dioxo-5-pyrimidinesulfonamide |
| n(4)-methylcytosine | A pyrimidone that is cytosine bearing an N(4)-methyl substituent. | N(4)-methylcytosine |
| oxmetidine | A 2-aminopyrimidin-4(1H)-one derivative bearing a 1,3-benzodioxol-5-ylmethyl group at the 5-position and with a 4-(5-methyl-(1H)imidazol-4-yl)-3-thiabutyl substituent attached to the 2-amino group. It is a specific histamine H2-receptor antagonist. | oxmetidine |
| pentoxyl | | 5-Hydroxymethyl-4-methyluracil |
| primidone | A pyrimidone that is dihydropyrimidine-4,6(1H,5H)-dione substituted by an ethyl and a phenyl group at position 5. It is used as an anticonvulsant for treatment of various types of seizures. | primidone |
| raltegravir | A pyrimidone that is pyrimidin-4(3H)-one in which the hydrogens at positions 2, 3, 5 and 6 are replaced by 2-[(5-methyl-1,3,4-oxadiazole-2-carbonyl)amino]propan-2-yl, methyl, hydroxy, and N-[(4-fluorophenyl)methyl]aminoacyl groups, respectively. It is an antiretroviral drug used for treatment of HIV infection. | raltegravir |
| sofosbuvir | A nucleobase analogue that is cytosine in which the hydrogen at position 5 is replaced by a carboxy group. | 5-carboxycytosine |
| temelastine | | Temelastine |
| thymine | A pyrimidine nucleobase that is uracil in which the hydrogen at position 5 is replaced by a methyl group. | thymine |
| tnk-651 | A pyrimidone that is uracil which is substituted at positions 1, 5, and 6 by benzyloxymethyl, isopropyl, and benzyl groups, respectively. | 6-benzyl-1-(benzyloxymethyl)-5-isopropyluracil |
| uracil | A common and naturally occurring pyrimidine nucleobase in which the pyrimidine ring is substituted with two oxo groups at positions 2 and 4. Found in RNA, it base pairs with adenine and replaces thymine during DNA transcription. | uracil |