4212-49-1

Usage

Chemical Properties

Solid

InChI:InChI=1/C6H8N2O2/c1-2-4-3-7-6(10)8-5(4)9/h3H,2H2,1H3,(H2,7,8,9,10)

Upstream product

• 34171-37-4 5-ethyl-2-thiouracil 
• 14383-29-0 5-ethylorotic acid 
• 143208-47-3 5-ethyl-6-methanesulphonyloxy-2,4-(1H,3H)-pyrimidinedione 
• 134699-96-0 4'-thio-5-ethyl-2'-deoxyuridine 
• 2518-72-1 5-ethyl barbituric acid 
• 36873-42-4 ethyl 2-formylbutanoate 
• 57-13-6 urea 
• 120268-44-2 5-ethyl-6-chloro-2,4-dimethoxypyrimidine 
• 1780-38-7 2,4,6-trichloro-5-ethylpyrimidine 
• 56686-16-9 5-bromo-2,4-dimethoxypyrimidine 
• 75-03-6 ethyl iodide 
• 120268-53-3 5-ethyl-2,4-dimethoxypyrimidine 
• 119749-41-6 2-(2,5-dioxo-imidazolidin-4-ylidene)-butyric acid ethyl ester 

Downstream Products

• 31703-08-9 1,3-dimethyl-5-ethyluracil 
• 31167-05-2 2,4-bis-trimethylsilyloxy-5-ethylpyrimidine 
• 171721-04-3 1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-L-arabinofuranosyl)-5-ethyluracil 
• 153562-61-9 5-ethyl-1-(benzyloxymethyl)uracil 
• 207671-67-8 1-(3-O-benzyl-5-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-4-thio-D-arabino-pentofuranosyl)-5-ethyluracil 
• 311348-85-3 1-(2-O-acetyl-3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-5-ethyluracil 
• 155831-60-0 5-ethyl-1-<<(1'-phenyl-2'-hydroxy)ethoxy>methyl>uracil 
• 155831-63-3 5-ethyl-1-<<1'-phenyl-2'-(t-butyldimethylsilyloxy)ethoxy>methyl>uracil 
• 155831-58-6 5-ethyl-1-<<(1'-phenyl-2'-benzyloxy)ethoxy>methyl>uracil 
• 155831-66-6 5-ethyl-1-<<1'-phenyl-2'(t-butyldimethylsilyloxy)ethoxy>methyl>-6-(phenylthio)uracil 
• 155831-70-2 5-ethyl-1-<<1'-phenyl-2'-(t-butyldimethylsilyloxy)ethoxy>methyl>-6-(phenylseleno)uracil 
• 83546-42-3 FEAU 
• 95740-18-4 1-(3',5'-di-O-benzoyl-2'-deoxy-2'-fluoro-β-D-arabinofuranofuranosyl)-5-ethyluracil 
• 106835-91-0 C₂₅H₂₃FN₂O₇ 

Relevant academic research and scientific papers

PYRIMIDO COMPOUNDS HAVING ANTIPROLIFERATIVE ACTIVITY (II)

Disclosed are novel pyrimido compounds of the formula (I) wherein R1 to R9 are as defined in the specification, that are selective inhibitors of the Src family of tyrosine kinases. These compounds and their pharmaceutically acceptable salts are anti-proliferative agents useful in the treatment or control of solid tumors, in particular breast, colon, hepatic and pancreatic tumors. Also disclosed are pharmaceutical compositions containing these compounds and the use for treating cancer.

Synthesis and hydrolytic stability of the α and β anomers of 4′-thio-2′-deoxyuridine and their 5-substituted analogs. Competition between the acid-catalysed depyrimidination and isomerisation to a 5-thiopyranoside nucleoside

The α and β anomers of 4′-thio-2′-deoxyuridine were readily synthesised as an anomeric mixture using adapted methodology and separated chromatographically as their 3′,5′-di-O-benzyl-N3-benzoyl derivatives. The 5-fluoro analogs were prepared in a similar manner, but the anomers could be separated simply as their 3,5-di-O-benzyl derivatives. The kinetics of acid-catalysed hydrolysis for the four compounds and their 5-alkylated analogs are reported. Under these conditions, cleavage of the N-glycosidic bond competes with the reversible isomerisation between the furano (4′-thio) and pyrano (5′-thio) ring systems. This was confirmed by isolation and NMR characterisation of the α and β pyranose intermediates of the parent compounds.

4'-substituted nucleosides

Nucleosides compounds of Formula I: STR1 wherein B is a purine or a pyrimidine; X and X' are H; Y is H; Y' is OH, F or H; or Y' and X' together makes a bond; Z is STR2 where n is zero, one, two or three; or Y' and Z together form a cyclic phosphate ester; Z' is --CN, --CH3, CH2 N3 or --CH2 J, where J is a halogen atom; or Z' and Y' together are --CH2 O--; and pharmaceutically acceptable esters, ethers, amides, N-acyl moieties and salts thereof.

SYNTHESIS OF 5-ALKYL SUBSTITUTED URACIL DERIVATIVES FROM BARBITURIC ACID

A new two step synthesis of 5-alkyluracil derivatives from barbituric acids is described.Regioselective mono O-mesylation of barbituric acids, followed by desulfonylation under reductive conditions, afforded uracils in high overall yield.The reductive desulfonylation step is also discussed.

Preparation of thionucleosides

The invention relates to the preparation of homochiral thiolactones which have application in the synthesis of 3?- and 4?- thionucleosides. Substituents on the thiolactone can be used to influence the configuration of the C-1? position in the final nucleoside. Configuration at the C-4? position is controlled by use of the appropriate homochiral glycidol as starting material in the synthesis of the thiolactone. This process also offers the possibility of introducing substituents diastereoselectively in the C-2? and C-3? positions.