7253-19-2

Usage

Uses

Used in Pharmaceutical Industry:
5'-O-(4-METHYLPHENYLSULPHONYL)THYMIDINE is used as a pharmaceutical agent for its ability to inhibit thymidylate kinases. This inhibition can lead to the suppression of DNA synthesis and replication, making it a potential candidate for the development of antiviral and anticancer therapies.
Used in Antiviral Applications:
As a nucleoside analogue, 5'-O-(4-METHYLPHENYLSULPHONYL)THYMIDINE is used as an antiviral agent to target and inhibit the activity of thymidylate kinases in viral replication. This can help control viral infections and limit the spread of the virus within the host.
Used in Anticancer Applications:
5'-O-(4-METHYLPHENYLSULPHONYL)THYMIDINE is used as an anticancer agent due to its ability to interfere with the activity of thymidylate kinases, which are essential for DNA synthesis and replication in cancer cells. By inhibiting these enzymes, the compound can potentially slow down or stop the growth and proliferation of cancerous cells.
Used in Research and Development:
5'-O-(4-METHYLPHENYLSULPHONYL)THYMIDINE is also used in research and development settings to study the role of thymidylate kinases in various biological processes. This can help scientists better understand the mechanisms of DNA replication, repair, and the development of antiviral and anticancer therapies.

InChI:InChI=1/C17H20N2O7S/c1-10-3-5-12(6-4-10)27(23,24)25-9-14-13(20)7-15(26-14)19-8-11(2)16(21)18-17(19)22/h3-6,8,13-15,20H,7,9H2,1-2H3,(H,18,21,22)

Upstream product

• 50-89-5 thymidine 
• 137121-87-0 α/β-D-thymidine 
• 98-59-9 p-toluenesulfonyl chloride 
• 40733-27-5 3'-O-(t-butyldimethylsilyl)thymidine 
• 129801-99-6 3'-O-(tert-butyldimethylsilyl)-5'-O-(p-toluenesulfonyl)thymidine 

Downstream Products

• 37085-48-6 1-(2-deoxy-β-D-erythro-pentofuranosyl)-2-methoxy-5-methyl-4(1H)-pyrimidinone 
• 59495-21-5 O²-ethylthymidine 
• 142569-86-6 5,10,15-tri-p-tolyl-20-(p-phenylene-5'-O-thymidine)porphyrin 
• 142544-84-1 5,15-di-p-tolyl-di(p-phenylene-5'-O-thymidine)porphyrin 
• 142544-79-4 5,10-di-p-tolyl-di(p-phenylene-5'-O-thymidine)porphyrin 
• 75191-50-3 5'-(methylamino)-5'-deoxythymidine 
• 19316-85-9 5'-azido-5'-deoxythymidine 
• 15425-09-9 3,5'-cyclo-2'-deoxyguanosine 
• 177738-46-4 5'-S-(4,4'-dimethoxytrityl)-5'-thiothymidine 
• 850896-86-5 S-acetyl-5'-O-tosyl-3'-thiothymidine 
• 19316-88-2 2-amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-5-methylpyridin-4(1H)-one 
• 148493-97-4 N-benzoyldeoxy-5-methylisocytidine 
• 148493-98-5 5'-(dimethoxytrityl)-N-benzoyldeoxy-5-methylisocytidine 
• 84364-97-6 5'-S-dimethylarsino-5'-thio-5'-deoxythymidine 

Relevant academic research and scientific papers

Solid-phase synthesis and evaluation of TAR RNA targeted β-carboline-nucleoside conjugates

Four types of β-carboline-nucleoside conjugates were synthesized. The binding affinities of these β-carboline-nucleoside conjugates 4-11, 13 and 15 to TAR RNA were evaluated by affinity capillary electrophoresis. The data of binding affinities to TAR RNA show that conjugates 9 and 13 are stronger binders than the parent compound MC3. Computer modeling indicates that the β-carboline-nucleoside conjugate 13 can fit to the UCU three-nucleotide bulge region of TAR RNA. The Royal Society of Chemistry 2008.

Efficient solid phase synthesis of cleavable oligodeoxynucleotides based on a novel strategy for the synthesis of 5′-S-(4,4′-dimethoxytrityl)- 2′-deoxy-5′-thionucleoside phosphoramidites

The incorporation of a specific cleavage site into an oligodeoxynucleotide can be achieved by utilizing the four 5′-S-(4,4′-dimethoxytrityl)- 2′-deoxy-5′-thionucleoside 3′-(2-cyanoethyl diisopropylphosphoramidites) 5 and 15a-c (Fig.1). Based on the silver

Novel diastereomeric thymidine cyclic 3',5'-threo-phosphoramidates

Novel diastereomeric thymidine cyclic 3',5'-threo-phosphoramidates were prepared by the treatment of 5'-azido derivative of threo-thymidine with triphenyl phosphite as well as by the treatment of the corresponding amino derivative with phenyl phosphodichloridate. Phosphoramidation of the regioisomeric 3'- and 5'-azido derivatives of erythro-thymidine by means of triphenyl phosphite afforded the open-chain 3'- and 5'-phosphoramidates. The reaction which afforded the cyclic products was assumed to proceed via the cyclic tetraoxazaphosphorane intermediates.

Backbone modified oligonucleotide analogs

Therapeutic oligonucleotide analogs which have improved nuclease resistance and improved cellular uptake are provided. Replacement of the normal phosphorodiester inter-sugar linkages found in wild type oligomers with four atom linking groups forms unique

Novel P1,P2-substituted phosphonate analogues of 2'-deoxyadenosine and 2'-deoxythymidine 5'-triphosphates

P1,P2-Substituted methylene, fluoromethylene, and difluoromethylene analogues of the deoxynucleotides 2'-deoxyadenosine 5'-triphosphate and thymidine 5'-triphosphate have been prepared by reaction between the bisphosphonic acid and t

Synthesis of Nucleotide 5'-Diphosphates from 5'-O-Tosyl Nucleosides

Procedures are described for the synthesis of nucleoside 5'-diphosphates, methanediphosphonates, and difluoromethanediphosphonates.The general strategy involves protection of the nucleosides as amidine, 2',3'-methoxymethylidene, and 3'-(tert-butyldimethylsilyl) derivatives prior to tosylation with tosyl chloride and (N,N-dimethylamino)pyridine.Deprotection, followed by displacement of the tosyl moiety with the tris(tetra-n-butylammonium) pyrophosphate, methanediphosphonate, or difluoromethanediphosphonate salts gave the desired products.The ammonium salts of the nucleotides were purified by flash chromatography on cellulose or medium pressure ion-exchange chromatography on DEAE Fractogel.Syntheses are reported for UDP (18), CDP (19), TDP (20), GDP (21), ADP (23), 2',3'-isopropylidene-ADP (22), adenosine 5'-methanediphosphonate (24), adenosine 5'-difluoromethanediphosphonate (25), and deoxyadenosine 5'-methanediphosphonate (27).In addition ATP (26) was prepared by treatment of 5'-O-tosyladenosine with tetrakis(tetra-n-butylammonium) thiophosphate.Yields for the displacement reactions ranged from 43percent to 93percent.