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Deoxyadenosines

More information in Books or onNLM PubMed
Definition: Adenosine molecules which can be substituted in any position, but are lacking one hydroxyl group in the ribose part of the molecule.  /biosyn /physiol permitted   
Examples Cladribine; Dideoxyadenosine; Puromycin Aminonucleoside
Other names Adenine Deoxyribonucleosides; Deoxyribonucleosides, Adenine; Deoxyadenosine; Adenylyldeoxyribonucleosides
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
4'-alpha-cyanoethylcordycepin  0   *Deoxyadenosines. J Org Chem. 2011 Nov 4;76(21):8710-7
4'-phenylsulfanylcordycepin  0   *Deoxyadenosines. J Org Chem. 2011 Nov 4;76(21):8710-7
8-(1-pentyl-1H-1,2,3-triazole-4-yl)-2'-deoxyadenosine  0   *Deoxyadenosines *Triazoles. Nucleic Acids Res 2011 May;39(10):4513-24
4'-ethynyl-2-fluoro-2'-deoxyadenosine  0   *Deoxyadenosines. Cell Mol Biol (Noisy-le-grand). 2011;57(1):40-6
7-deaza-7-ethynyl-2'-deoxyadenosine  0   *Deoxyadenosines. Chemistry. 2010 Dec 27;16(48):14385-96
N6-carboxymethyl-2'-deoxyadenosine  0   *Deoxyadenosines. Nucleic Acids Res 2010 Oct 1;38(19):6774-84
1,N6-(1-hydroxymethyl-2-hydroxypropan-1,3-diyl)-2'-deoxyadenosine  0   *Deoxyadenosines. Chem Res Toxicol 2010 Jan;23(1):118-33
1,N6-(2-hydroxy-3-hydroxymethylpropan-1,3-diyl)-2'-deoxyadenosine  0   *Deoxyadenosines. Chem Res Toxicol 2010 Jan;23(1):118-33
6-N-(benzothiazol-2-yl)deoxyadenosine  0   *Deoxyadenosines. Bioorg Med Chem. 2010 Jan 15;18(2):567-72
2'-(2-hydroxyethyl)-2'-deoxyadenosine  0   *Deoxyadenosines Ribonucleotide Reductases/antagonists & inhibitors. ChemMedChem 2009 Oct;4(10):1649-56
5'-N-chloroethylamino-5'-deoxyadenosine  0   *Deoxyadenosines. Org Lett. 2009 Jul 16;11(14):2976-9
pyrenylmethyldeoxyadenosine  0   *Deoxyadenosines *Pyrenes. Chemistry 2009;15(14):3390-402
8-thioxodeoxyadenosine  0   *Deoxyadenosines *Organothiophosphorus Compounds. Org Lett 2009 Feb 5;11(3):605-8
6-N-carbamoyl-8-thioxodeoxyadenosine 3'-phosphoramidite  0   *Deoxyadenosines *Organothiophosphorus Compounds. Org Lett 2009 Feb 5;11(3):605-8
7-fluoro-7-deaza-2'-deoxyadenosine  0   *Deoxyadenosines. Org Biomol Chem 2008 Oct 7;6(19):3552-60
2-N-tert-butylaminoxyl-2'-deoxyadenosine  0   *Deoxyadenosines. Nucleic Acids Symp Ser (Oxf) 2007;(51):163-4
8-ethynyl-(2-para-carboran)-2'-deoxyadenosine  0   *Boranes *Deoxyadenosines. Nucleosides Nucleotides Nucleic Acids. 2007;26(10-12):1611-3
5'-fluoro-5'-deoxyaristeromycin  0   *Deoxyadenosines. Bioorg Med Chem Lett. 2008 Jan 1;18(1):220-2
5'-deoxy-5'-ureidoadenosine  0   *Deoxyadenosines. Bioorg Med Chem Lett 2007 Aug 15;17(16):4456-9
2'-deoxy-4'-C-ethynyl-2-fluoroadenosine  0   *Deoxyadenosines HIV Reverse Transcriptase/antagonists & inhibitors. Chem Rec 2006;6(3):133-43
4'-(benzoyloxy)cordycepin  0   *Deoxyadenosines. Nucleic Acids Symp Ser (Oxf) 2005;(49):111-2
N-acetyl-8-oxo-2'-deoxyadenosine  0   *Deoxyadenosines. Nucleic Acids Symp Ser (Oxf) 2005;(49):19-20
1,4-bis(2'-deoxyadenosin-N(6)-yl)-2S,3S-butanediol  0   *Butylene Glycols *Deoxyadenosines. Chem Res Toxicol. 2007 Feb;20(2):187-98
5'-fluoro-5'-deoxyadenosine  0   *Deoxyadenosines. Angew Chem Int Ed Engl. 2006 Jan 23;45(5):759-62
3'-amino-3'-deoxy-N(6),N(6)-dimethyladenosine  0   *Deoxyadenosines. Nucleosides Nucleotides Nucleic Acids 2006;25(7):719-34
azadideoxyadenosine  0   *Deoxyadenosines. Bioorg Med Chem Lett 2006 Aug 1;16(15):4099-101
5'-deoxy-5'-(iodomethylene)adenosine  0   *Deoxyadenosines Adenosylhomocysteinase/antagonists & inhibitors. J Med Chem 1994 Oct 14;37(21):3579-87
6'-chloro-6'-cyano-5',6'-didehydro-6'-deoxyhomoadenosine  0   *Deoxyadenosines Adenosylhomocysteinase/antagonists & inhibitors. J Med Chem 2006 Feb 23;49(4):1223-6
6'-cyano-5',6'-didehydro-6'-deoxyhomoadenosine  0   *Deoxyadenosines Adenosylhomocysteinase/antagonists & inhibitors. J Med Chem 2006 Feb 23;49(4):1223-6
N6-(N'-naphthylcarbamoyl)-2'-deoxyadenosine  0   *Deoxyadenosines. Nucleic Acids Res 2005;33(22):7111-9
N6-(N'-phenylcarbamoyl)-2'-deoxyadenosine  0   *Deoxyadenosines. Nucleic Acids Res 2005;33(22):7111-9
1,4-bis(2'-deoxyadenosin-N6-yl)-2R,3R-butanediol  0   *Deoxyadenosines. Biochemistry 2005 Aug 2;44(30):10081-92
8-methyl-2'-deoxyadenosine  0   *Deoxyadenosines. Bioorg Med Chem. 2005 Feb 15;13(4):1037-44
8-vinyldeoxyadenosine  0   Deoxyadenosines. Nucleic Acids Res 2005;33(3):1031-9
2'-deoxyribose-N6-cyclopentyladenosine  0   *Deoxyadenosines Receptor, Adenosine A1/agonists. J Pharmacol Exp Ther 2004 Dec;311(3):1138-46
3-nitro-3-deaza-2'-deoxyadenosine  0   *Deoxyadenosines. J Am Chem Soc. 2004 Aug 11;126(31):9532-3
2'-deoxy-8-(propyn-1-yl)adenosine  0   *Deoxyadenosines. Bioorg Med Chem. 2004 Mar 1;12(5):1191-7
N6-(2-hydroxyestron-6(alpha,beta)-yl)-2'-deoxyadenosine  0   Deoxyadenosines. Chem Res Toxicol. 2004 Mar;17(3):311-24
7-deaza-2,8-diaza-2'-deoxyadenosine  0   *Deoxyadenosines. J Org Chem 2004 Jul 9;69(14):4695-700
5'-amino-5'-deoxyaristeromycin  0   *Deoxyadenosines. Bioorg Med Chem 2003 Nov 17;11(23):5199-201
8-chlorodeoxyadenosine  0   *Deoxyadenosines. Bioorg Med Chem Lett. 2003 May 5;13(9):1509-12
AML91 protocol  0   *Antineoplastic Combined Chemotherapy Protocols Cytarabine Daunorubicin Deoxyadenosines Etoposide. J Pediatr Hematol Oncol 2003 Sep;25(9):696-703
3-methyl-3-deaza-2'-deoxyadenosine  0   *Deoxyadenosines. Nucleosides Nucleotides Nucleic Acids. 2002 Nov-Dec;21(11-12):737-51
8-aza-2'-deoxyadenosine  0   Deoxyadenosines. J Med Chem 2002 Sep 26;45(20):4505-12
deoxyadenosine 5'-O-((18)O)phosphorothioate  0   *Deoxyadenosines *Thionucleotides. J Am Chem Soc 2002 May 1;124(17):4623-7
5'-nor carbocyclic 5'-deoxy-5'-(isobutylthio)adenosine  0   *Deoxyadenosines *Thionucleosides. Antivir Chem Chemother 2001 Mar;12(2):119-24
8-hydroxy-2'-deoxyadenosine  0   *Deoxyadenosines. Free Radic Biol Med 2001 Aug 1;31(3):336-44
N(6)-methyldeoxyadenosine  0   *Deoxyadenosines. Biochem Biophys Res Commun 2001 Jul 20;285(3):800-5
8-aza-1,3-dideaza-2'-deoxyadenosine  0   Deoxyadenosines. Acta Crystallogr C 2001 May;57(Pt 5):660-2
5',5',6',6'-tetradehydro-6'-deoxy-6'-iodohomoadenosine  0   *Deoxyadenosines Hydrolases/antagonists & inhibitors. Biochemistry 2000 Dec 12;39(49):15234-41
5',5',6',6'-tetradehydro-6'-deoxy-6'-bromohomoadenosine  0   *Deoxyadenosines Hydrolases/antagonists & inhibitors. Biochemistry 2000 Dec 12;39(49):15234-41
5',5',6',6'-tetradehydro-6'-deoxy-6'-chlorohomoadenosine  0   *Deoxyadenosines Hydrolases/antagonists & inhibitors. Biochemistry 2000 Dec 12;39(49):15234-41
8-aza-7-deazaadenine N(8)-(2'-deoxyribofuranoside)  0   *Deoxyadenosines. Nucleic Acids Res 2000 Sep 1;28(17):3224-32
2'-deoxy-2-fluoroadenosine  0   *Deoxyadenosines. Nucleosides Nucleotides Nucleic Acids 2000 Mar;19(3):559-65
7-bromo-8-aza-7-deaza-2'-deoxyadenosine  0   *Deoxyadenosines. Acta Crystallogr C 2000 Apr;56( Pt 4):489-91
7-iodo-8-aza-7-deaza-2'-deoxyadenosine  0   *Deoxyadenosines. Acta Crystallogr C 2000 Apr;56( Pt 4):489-91
7-(deoxyadenosin-N(6)--yl)aristolactam II  0   *Deoxyadenosines *Aristolochic Acids DNA Adducts. Carcinogenesis 2000 Feb;21(2):235-42
2-chloro-9-(2-deoxy-2-fluororibofuranosyl)adenine  0   *Deoxyadenosines Stereoisomerism. Mol Pharmacol 1999 Mar;55(3):515-20
2-chloro-9-(2-deoxy-2,2-difluororibofuranosyl)adenine  0   *Deoxyadenosines. Mol Pharmacol 1999 Mar;55(3):515-20
1,N(6)-etheno-2'-deoxyadenosine  0   *Deoxyadenosines. Chem Res Toxicol 1998 Sep;11(9):1042-7
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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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