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Thionucleosides

More information in Books or onNLM PubMed
Definition: Nucleosides in which the base moiety is substituted with one or more sulfur atoms.     
Examples Azathioprine; Thioinosine; Thiouridine
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
2'-O-methyl-3'-thioguanosine  0   *Thionucleosides Guanosine/*analogs & derivatives. Bioorg Med Chem 2008 May 15;16(10):5754-60
3',5'-bis(tert-butyldimethylsilyl)-S-(2-benzoyl-3-oxo-2-butenyl)thioguanine  0   *Thionucleosides. Nucleic Acids Symp Ser (Oxf) 2007;(51):5-6
3',5'-bis(tert-butyldimethylsilyl)-S-(4-nitrobenzoylvinyl)thioguanine  0   *Thionucleosides. Nucleic Acids Symp Ser (Oxf) 2007;(51):5-6
3',5'-bis(tert-butyldimethylsilyl)-S-(benzoylvinyl)thioguanine  0   *Thionucleosides. Nucleic Acids Symp Ser (Oxf) 2007;(51):5-6
2-chloro-4'-thioadenosine-5'-methyluronamide  0   *Thionucleosides. Nucleic Acids Symp Ser (Oxf) 2005;(49):31-2
PSB-0413  0   *Thionucleosides Adenosine Monophosphate/analogs & derivatives. Bioorg Med Chem Lett 2005 Dec 15;15(24):5450-2
2-chloro-N(6)-(3-iodobenzyl)-5'-N-methylcarbamoyl-4'-thioadenosine  0   *Thionucleosides Adenosine/*analogs & derivatives Receptor, Adenosine A3/agonists. Mol Cancer Ther 2006 Mar;5(3):685-92
7-methyl-6-thio-guanosine  0   *Thionucleosides Guanosine/*analogs & derivatives. Arch Biochem Biophys 2005 Oct 1;442(1):49-58
2',3'-dideoxy-6',6'-difluoro-3'-thionucleoside  0   *Thionucleosides. Org Lett. 2004 Oct 28;6(22):3941-4
4'-thio-5-ethyl-2'-deoxyuridine  0   *Thionucleosides. Antibiot Khimioter. 2003;48(5):3-6
5'-nor carbocyclic 5'-deoxy-5'-(isobutylthio)adenosine  0   *Deoxyadenosines *Thionucleosides. Antivir Chem Chemother 2001 Mar;12(2):119-24
5'-S-propynyl-5'-thioadenosine  0   *Thionucleosides. J Med Chem 2001 Aug 16;44(17):2743-52
5'-S-allenyl-5'-thioadenosine  0   *Thionucleosides. J Med Chem 2001 Aug 16;44(17):2743-52
5'-S-propargyl-5'-thioadenosine  0   *Thionucleosides. J Med Chem 2001 Aug 16;44(17):2743-52
3'-O-((2-cyanoethyl)(diisopropylamino))phosphino-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-S-hexyluridine  0   *Thionucleosides. Nucleosides Nucleotides Nucleic Acids 2000 Mar;19(3):593-601
2',3'-dideoxy-3'-thiacytidine-5'-monophosphate  0   *Thionucleosides *Dideoxynucleotides Lamivudine/*analogs & derivatives. J Biol Chem 2000 Jan 7;275(1):359-66
2'-deoxy-3'-oxa-thiocytidine  0   *Thionucleosides Deoxycytidine/*analogs & derivatives. Nucleosides Nucleotides 1999 Apr-May;18(4-5):773-8
5'-deoxy-5'-trifluoromethylthioadenosine  0   *Thionucleosides Adenosine/*analogs & derivatives. J Enzyme Inhib 1998 Sep;13(6):443-56
4'-thio-2'-deoxy-2'-methylidenecytidine  0   *Thionucleosides Deoxycytidine/*analogs & derivatives. Biol Pharm Bull 1996 Oct;19(10):1311-5
5'-S-(5-acetamido-2,3,5-trideoxy-2-nonulopyranosylonic acid)-5'-thiocytidine  0   *Sialic Acids Deoxycytidine/*analogs & derivatives Thionucleosides. Carbohydr Res 1995 Jan 17;266(2):269-72
2'-deoxy-5-fluoro-3'-thiacytidine  143491-57-0   *Thionucleosides Deoxycytidine/*analogs & derivatives. Proc Natl Acd Sci USA 1993 Jun 15;90(12):5653-6
6-mercapto-7-methylguanosine  55727-10-1   *Thionucleosides Guanosine/*analogs & derivatives. Proc Natl Acad Sci U S A 1992 June 1;89(11):4884-7
1-(4'-thio-beta-ribofuranosyl)thymine  6741-71-5   *Thionucleosides Thymidine/*analogs & derivatives Gene Therapy. Biochem Biophys Res Commun 1992 Apr 30;184(2):797-803
methylthioadenosine sulfoxide  3387-65-3   *Thionucleosides Adenosine/*analogs & derivatives. Biochem Biophys Acta 1991;1068(2):217
5'-deoxy-5'-((2-monofluoroethyl)thio)adenosine  134782-20-0   *Deoxyadenosines *Thionucleosides. J Med Chem 1991;34(8):2600
4'-thiothymidine  134111-33-4   *Thionucleosides Thymidine/*analogs & derivatives. J Med Chem 1991;34(8):2361
2'-deoxy-4'-thiocytidine  134111-30-1   *Thionucleosides Deoxycytidine/*analogs & derivatives. J Med Chem 1991;34(8):2361
5'-S-(2-aminoethyl)-N(6)-(4-nitrobenzyl)-5'-thioadenosine  130117-76-9   *Thionucleosides Adenosine/*analogs & derivatives Ligands. Biochem J 1990;270(3):605
nitrobenzylthioguanine formycin  129970-97-4   *Thionucleosides. Biochem Pharmacol 1990;40(3):615
nitrobenzylthioformycin  64372-71-0   *Thionucleosides. Biochem Pharmacol 1990;40(3):615
5'-thioadenosine  67805-97-4   *Thionucleosides Adenosine/*analogs & derivatives. Drug Metabol Drug Interact 1989;7(2-3):111
5'-deoxy-5'-fluoro-5'-(methylthio)adenosine  119771-21-0   *Deoxyadenosines *Thionucleosides. J Med Chem 1989;32(5):997
5'-deoxy-5'-((monofluoromethyl)thio)adenosine  118560-47-7   *Deoxyadenosines *Thionucleosides. J Med Chem 1989;32(5):997
5'-difluoromethylthioadenosine  112606-73-2   *Deoxyadenosines *Thionucleosides. J Cell Physiol 1987;133(2):372
4'-thioadenosine  2500-80-3   *Thionucleosides Adenosine/*analogs & derivatives. Adv Exp Med Biol 1986;195(Pt B):667
S-methyl-5'-methylthioadenosine  15648-76-7   *Thionucleosides Adenosine/*analogs & derivatives Spermine Synthase/antagonists & inhibitors. Biochem Biophys Res Commun 1985;133(1):82
4-(beta-erythrofuranosyl)imidazoline-2-thione  98311-62-7   *Thionucleosides. Chemotherapy 1985;31(5):383
1 beta-ribofuranosyl-4-(methylmercapto)pyrazolo(3,4-d)pyrimidine  60355-67-1   *Thionucleosides. Bioorg Khim 1984;10(7):963
9-(6'-deoxytalofuranoysl)-6-thiopurine  86527-23-3   *Purine Nucleosides *Thionucleosides. J Med Chem 1983;26(10):1527
9-(6'-deoxy-beta-D-allofuranosyl)-6-thiopurine  2946-43-2   *Purine Nucleosides *Thionucleosides. J Med Chem 1983;26(7):1071
8-thioguanosine  29836-03-1   *Thionucleosides Guanosine/*analogs & derivatives.
Pharma Action Adjuvants, Immunologic
J Immunol 1983;130(2):551
(S-dinitrophenyl)-6-mercaptopurine riboside triphosphate  51640-19-8 9H-Purine, 6-((2,4-dinitrophenyl)thio)-9-(5-O-(hydroxy((hydroxy(phosphonooxy)phosphinyl)oxy)phosphinyl)-beta-D-ribofuranosyl)  *Thionucleosides Adenosine Triphosphate/*analogs & derivatives. Eur J Biochem 1982;127(2):285
thiopurinol ribonucleoside  54524-71-9   *Ribonucleosides *Thionucleosides. Biochem Pharmacol 1982;31(2):143
N-((9-beta-D-ribofuranosyl-2-methylthiopurine-6-yl)carbamoyl)threonine  70333-82-3 L-Threonine, N-(((2-(methylthio)-9-beta-D-ribofuranosyl-9H-purin-6-yl)amino)carbonyl)  *Thionucleosides. J Biochem (Tokyo) 1981;89(5):1589
1-(2-deoxy-beta-D-ribofuranosyl)-5-(methylmercapto)-2-pyrimidinone  75670-13-2 2(1H)-Pyrimidinone, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-5-(methylthio)  *Thionucleosides. J Med Chem 1981;24(1):109
6-thioguanine-alpha-2,3-dideoxy-3-(hydroxymethyl)-D-erythro-pentafuranose  69828-00-8   *Thionucleosides *Dideoxynucleosides. Cancer Chemother Pharmacol 1980;5(2):127
thiosangivamycin  22242-90-6 7H-Pyrrolo(2,3-d)pyrimidine-5-carbothioamide, 4-amino-7-beta-D-ribofuranosyl  *Thionucleosides. Biochem Pharmacol 1980;29(3):305
5'-methylthiotubercidin  61893-98-9 7H-Pyrrolo(2,3-d)pyrimidin-4-amine, 7-(5-S-methyl-5-thio-beta-D-ribofuranosyl)  *Thionucleosides Tubercidin/*analogs & derivatives. Biochim Biophys Acta 1979;588(3):294; Biochim Biophys Acta 570(1):65;1979
2-methylthioadenosine  4105-39-9 2-(methylthio)adenosine  *Thionucleosides Adenosine/*analogs & derivatives. Nucleic Acids Res 7(1):193;1979
5'-deoxy-5'-S-isobutylthioadenosine  35899-54-8   *Deoxyadenosines *Thionucleosides.
Pharma Action Anti-Infective Agents ; Antimalarials ; Antineoplastic Agents
BBRC 65(4):1242;1975; Biochem Biophys Res Commun 83(2):673;1978; Europ J Biochem 87(2):257;1978; FEBS Lett 72(1):48;1976; Nucleic Acid Res 5(8):2979;1978
beta-2'-deoxythioguanosine  789-61-7   *Thionucleosides Deoxyguanosine/*analogs & derivatives. Adv Enzyme Regul 12:373;1974; Cancer 42(6):2538;1978; Cancer Rep 1979;39(10):3955; Cancer Treat Rep 1979;63(8):1355; Cancer Treat Rep 61(5):915;1977; Cancer Treat Rep 61(7):1379;1977; Cancer Treat Rep 62(1):135;1978; Cancer Treat Rep 63(2):209;1979; Clin Oncol 3:27;1977; Med Pediatr Oncol 2:199;1976
2-thioadenosine  43157-50-2   *Thionucleosides Adenosine/*analogs & derivatives. J Med Chem 16(12):1381;1973
5-((2-((((9-beta-D-ribofuranosyl-9H-purin-6-yl)thio)acetyl)amino)ethyl)amino)-1-naphthalenesulfonate  0   *Purine Nucleosides *Thionucleosides. Biochemistry 13(12):2562;1974
5'-methylthioadenosine  2457-80-9   *Deoxyadenosines *Thionucleosides Protein O-Methyltransferase/antagonists & inhibitors.
Pharma Action Antimalarials ; Enzyme Inhibitors
Biochem Biophys Res Commun 73(3):600;1976; Biochem Biophys Res Commun 78(4):1273;1977; Biochem Biophys Res Commun 81:1398;1978; Biochim Biophys Acta 1979;588(3):294; Biochim Biophys Acta 320(2):357;1973; Cell Immunol 1980;49(1):26; Experientia 33(12):1559;1977; FEBS Lett 99(2):247;1979; FEBS Lett 99(2):343;1979; Int J Biochem 1979;10(11):919; J Nutr 107(10):1927;1977; J Nutr Sci Vitaminol (Tokyo) 22(2):89;1976
6-thioguanosine  85-31-4   *Thionucleosides Guanosine/*analogs & derivatives.
Pharma Action Antimetabolites, Antineoplastic
Biochem Soc Trans 7(4):689;1979; Cancer Res 38(9):3055;1978; Eur J Biochem 92(2):373;1978; Methods Cell Biol 14:210;1976
2-hydroxy-5-nitrobenzylthioguanosine  41094-07-9 Phenol, 2-(((2-amino-9-beta-D-ribofuranosyl-9H-purin-6-yl)thio)methyl)-4-nitro  *Thionucleosides Guanosine/*analogs & derivatives. Can J Biochem 51(5):666;1973; Can J Physiol Pharmacol 55(3):394;1977
6-(4-nitrobenzylthio)guanosine  13153-27-0 6-(((4-nitrophenyl)methyl)thio)-9-beta-D-ribofuranosyl-9H-purin-2-amine  *Thionucleosides Guanosine/*analogs & derivatives. Biochem J 170:461;1978; Biochem Pharmacol 27(1):45;1977; Biochem Pharmacol 27(18):2191;1978; Can J Physiol Pharmacol 55(5):1033;1977; Circ Res 31(5):767;1972; J Clin Invest 57(4):1025;1976; Mol Pharmacol 13(5):883;1977
alpha-2'-deoxythioguanosine  2133-81-5 2-amino-9-(2-deoxy-alpha-D-erythro- pentofuranosyl)-9H-purine-6-thiol  *Thionucleosides Deoxyguanosine/*analogs & derivatives. Cancer Chemother Rep Part 3 5(1):9;1974; Cancer Res 32(11):2445;1972; Cancer Treat Rep 63(1):53;1979
n-butylthioadenosine  36965-96-5   *Thionucleosides Adenosine/*analogs & derivatives. Eur J Pharmacol 19(2):246;1972
2-(n-propylthio)adenosine  31528-53-7   *Thionucleosides Adenosine/*analogs & derivatives. Eur J Pharmacol 19(2):246;1972
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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012

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