28485-17-8

Basic information

• Product Name: 5-CARBETHOXYURACIL
• Synonyms: Methyl uracil-5-carboxylate;ethyl4-hydroxy-2-oxo-1,2-dihydropyriMidine-5;Ethyluracil-5-carboxylate,98%;Ethyl uracil-5-carboxylate 5-Carbethoxyuracil;5-CARBETHOXYURACIL;ISOOROTIC ACID ETHYL ESTER;RARECHEM AL BI 0788;5-carbethoxyuracil crystalline
• CAS NO: 28485-17-8
• Molecular Formula: C₇H₈N₂O₄
• Molecular Weight: 184.15
• EINECS: 249-053-3
• Product Categories: pyrimidine;Heterocycle-Pyrimidine series;Acids and Derivatives;Heterocycles
• Mol File: 28485-17-8.mol

Chemical Properties

• Melting Point: 232-235°C
• Boiling Point: 398 °C at 760 mmHg
• Flash Point: 194.5 °C
• Appearance: White/Crystalline Powder
• Density: 1.344 g/cm³
• Vapor Pressure: 6.66E-07mmHg at 25°C
• Refractive Index: 1.504
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 7.17±0.10(Predicted)
• CAS DataBase Reference: 5-CARBETHOXYURACIL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CARBETHOXYURACIL(28485-17-8)
• EPA Substance Registry System: 5-CARBETHOXYURACIL(28485-17-8)

Safety Data

• Safety Statements: 24/25-22
• WGK Germany: 3
• Hazardous Substances Data: 28485-17-8(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

InChI:InChI=1/C7H8N2O4/c1-2-13-6(11)4-3-8-7(12)9-5(4)10/h3H,2H2,1H3,(H2,8,9,10,12)

Upstream product

• 61679-84-3 ethyl ureidomethylenemalonate 
• 38026-46-9 ethyl 4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxilate 
• 64-17-5 ethanol 
• 198826-86-7 5-(ethoxycarbonyl)-4-isopropyl-6-methyl-3,4-dihydropyrimidin-2(1H)-one 
• 17994-57-9 5-ethoxycarbonyl-4-ethyl-6-methyl-3,4-dihydro-pyrimidin-2(1H)-one 
• 87-13-8 diethyl 2-ethoxymethylenemalonate 
• 57-13-6 urea 
• 3346-68-7 2,4-dihydroxypyrimidine-5-carboxylic acid chloride 
• 105-53-3 diethyl malonate 

Downstream Products

• 51940-64-8 ethyl 2,4-dichloropyrimidine-5-carboxylate 
• 110914-10-8 5-carbamoyl-2'-deoxy-5'-(4,4'-dimethoxytrityl)-uridine 
• 110914-08-4 Thiocarbonic acid O-[(2R,3R,3aR,9aR)-2-(5-carbamoyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl] ester O-phenyl ester 
• 70759-27-2 5-Fluoro-4-[1-methyl-2-phenyl-eth-(E)-ylideneaminooxy]-2,6-dioxo-hexahydro-pyrimidine-5-carboxylic acid ethyl ester 
• 82318-60-3 4-Benzoylamino-5-fluoro-2,6-dioxo-hexahydro-pyrimidine-5-carboxylic acid ethyl ester 
• 70759-24-9 6-cyclohexylideneaminooxy-5-ethoxycarbonyl-5-fluoro-5,6-dihydrouracil 
• 70759-31-8 4-benzylideneaminooxy-5-fluoro-2,6-dioxo-hexahydro-pyrimidine-5-carboxylic acid ethyl ester 
• 65906-75-4 6-butoxy-5-ethoxycarbonyl-5-fluoro-5,6-dihydrouracil 
• 65906-55-0 4-anilino-5-fluoro-2,6-dioxo-hexahydro-pyrimidine-5-carboxylic acid ethyl ester 
• 65906-79-8 5-fluoro-2,4-dioxo-6-phenoxy-hexahydro-pyrimidine-5-carboxylic acid ethyl ester 
• 65906-81-2 5-ethoxycarbonyl-5-fluoro-6-phenylmercapto-5,6-dihydrouracil 
• 65906-37-8 4-cyclohexylsulfanyl-5-fluoro-2,6-dioxo-hexahydro-pyrimidine-5-carboxylic acid ethyl ester 
• 65906-54-9 6-benzylamino-5-ethoxycarbonyl-5-fluoro-5,6-dihydrouracil 
• 65906-78-7 4-benzyloxy-5-fluoro-2,6-dioxo-hexahydro-pyrimidine-5-carboxylic acid ethyl ester 

Relevant articles and documents

PYRIMIDINE COMPOUNDS AS TUBERCULOSIS INHIBITORS

The present invention relates to compounds II useful as inhibitors of treating tuberculosis. The invention also provides processes for preparing compounds of the invention.

Synthesis of 2,4,5-trisubstituted pyrimidines

A new series of 2,4,5-trisubstituted pyrimidines incorporating 1,3,4-thiadiazole and 1,2,4-triazole rings were synthesized and characterized by the spectral techniques.

INHIBITORS OF JAK

The present invention is directed to compounds of formula (I) and tautomers and pharmaceutically acceptable salts thereof which are selective inhibitors of JAK. The present invention is also directed to intermediates used in making such compounds, the preparation of such a compound, pharmaceutical compositions containing such a compound, methods of inhibition JAK activity, and methods to prevent or treat a number of conditions mediated at least in part by JAK activity.

INHIBITORS OF PROTEIN KINASES

The present invention is directed to compounds of formula (I)-(II) and pharmaceutically acceptable salts, esters, and prodrugs thereof which are inhibitors of syk and/or JAK kinase. The present invention is also directed to intermediates used in making such compounds, the preparation of such a compound, pharmaceutical compositions containing such a compound, methods of inhibition syk and/or JAK kinase activity, methods of inhibition the platelet aggregation, and methods to prevent or treat a number of conditions mediated at least in part by syk and/or JAK kinase activity, such as undesired thrombosis and Non Hodgkin's Lymphoma.

An unusual oxidation-dealkylation of 3,4-dihydropyrimidin-2(1H)-ones mediated by Co(NO3)2·6H2O/K2S2O8 in aqueous acetonitrile

4-Aryl-6-methyl-3,4-dihydropyrimidin-2(1H)-one (DHPM) scaffolds of Biginelli type were oxidized using Co(II)/S2O82- and the?reaction afforded 6-unsubstituted pyrimidin-2(1H)-ones through an unprecedented dealkylation process. 4-Alkyl DHPMs under similar conditions afforded yet another unusual product, ethyl tetrahydropyrimidin-2,4(1H,3H)-dione-5-carboxylate.

2,4,5,6-Tetrasubstituted pyrimidines and salts thereof

Compounds of the formula SPC1 Wherein R1 is alkoxy of 1 to 3 carbon atoms, morpholino, thiomorpholino, 1-oxido-thiomorpholino, 1,1-dioxido-thiomorpholino, or EQU1 where A is hydrogen, alkanoyl of 1 to 4 carbon atoms, alkenoyl of 2 to 4 carbon atoms, methoxy-(alkanoyl of 1 to 4 carbon atoms), carboxyl-(alkanoyl of 1 to 4 carbon atoms), acetyl-(alkanoyl of 1 to 4 carbon atoms), methoxy-(alkenoyl of 2 to 4 carbon atoms), carboxyl-(alkenoyl of 2 to 4 carbon atoms), acetyl-(alkenoyl of 2 to 4 carbon atoms), aminocarbonyl, mono(alkyl of 1 to 4 carbon atoms)-aminocarbonyl, di-(alkyl of 1 to 4 carbon atoms)-aminocarbonyl, methoxymethylaminocarbonyl, pyridinoyl, salicyloyl, furanoyl, or (alkyl of 1 to 3 carbon atoms)-sulfonyl, R2 is morpholino, thiomorpholino, 1-oxido-thiomorpholino, 1,1-dioxido-thiomorpholino, piperazino or N'-[acetyl-(alkanoyl of 1 to 3 arbon atoms)]-piperazino, R3 is hydrogen, chlorine, bromine, nitro, cyano, formyl, acetyl or carbalkoxy of 2 to 4 carbon atoms, and R4 is hydrogen, chlorine, bromine, cyano, carbalkoxy of 2 to 4 carbon atoms, alkyl of 1 to 6 carbon atoms, mono(carbalkoxy of 2 to 4 carbon atoms)-alkyl of 1 to 6 carbon atoms, di(carbalkoxy of 2 to 4 carbon atoms)-alkyl of 1 to 6 carbon atoms, hydroxyl, allyloxy, alkoxy of 1 to 6 carbon atoms, mercapto, allylmercapto, (alkyl of 1 to 6 carbon atoms)-mercapto, 1-oxidothiomorpholino, or where B is hydrogen, alkyl of 1 to 3 carbon atoms, cyclohexyl, phenyl, chloro-phenyl, carboxy-phenyl, carbomethoxy-phenyl or pyridyl, And non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as the salts are useful as antithrombotics.