Details
Stereochemistry | ACHIRAL |
Molecular Formula | C5H3ClN4 |
Molecular Weight | 154.557 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
ClC1=NC=NC2=C1N=CN2
InChI
InChIKey=ZKBQDFAWXLTYKS-UHFFFAOYSA-N
InChI=1S/C5H3ClN4/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H,7,8,9,10)
Approval Year
PubMed
Title | Date | PubMed |
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Purine analogs as potential anticytomegalovirus agents. | 1969 Sep |
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Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii. | 1995 Nov 9 |
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Synthesis and characterization of nucleosides and oligonucleotides bearing adducts of butadiene epoxides on adenine n(6) and guanine n(2). | 2001 Apr |
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Molecular design of a new class of spin-labeled ribonucleosides with N-tert-butylaminoxyl radicals. | 2001 May 18 |
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A new method for the synthesis of 2'-O-benzyladenosine using Mitsunobu reaction. | 2003 Feb |
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Introduction of a benzyl group onto the 2'-OH of 6-chloropurine 3'-O-benzoylriboside. | 2003 May-Aug |
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Synthesis and Ca2+-mobilizing activity of purine-modified mimics of adenophostin A: a model for the adenophostin-Ins(1,4,5)P3 receptor interaction. | 2003 Nov 6 |
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[Synthesis and biological activity of pseudonucleotides based on the evolution hypothesis of the glycocomponent of nucleic acid]. | 2003 Sep 1 |
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Molecular design of novel spin-labeled nucleosides directly attached base moiety. | 2004 |
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SNAr iodination of 6-chloropurine nucleosides: aromatic Finkelstein reactions at temperatures below -40 degrees C. | 2004 Aug 19 |
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Microwave-assisted amination of a chloropurine derivative in the synthesis of acyclic nucleoside analogues. | 2005 Feb 28 |
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Evidence for Watson-Crick and not Hoogsteen or wobble base pairing in the selection of nucleotides for insertion opposite pyrimidines and a thymine dimer by yeast DNA pol eta. | 2005 Mar 29 |
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Preparation of a fully substituted purine library. | 2005 May-Jun |
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Cytostatic 6-arylpurine nucleosides. 6. SAR in anti-HCV and cytostatic activity of extended series of 6-hetarylpurine ribonucleosides. | 2005 Sep 8 |
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Traceless solid-phase synthesis of N1,N7-disubstituted purines. | 2005 Sep-Oct |
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Synthesis of novel 4'-carbon-substituted BCA derivatives based on radical cyclization. | 2006 |
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Anti-SARS-CoV activity of nucleoside analogs having 6-chloropurine as a nucleobase. | 2006 |
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Preparation and biological activity of 6-benzylaminopurine derivatives in plants and human cancer cells. | 2006 Feb 1 |
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De novo asymmetric synthesis of homoadenosine via a palladium-catalyzed N-glycosylation. | 2006 Jan 19 |
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Synthesis of fluorinated nucleosides. | 2006 Jul |
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A synthetic route to 9-(polyhydroxyalkyl)purines. | 2006 Sep 25 |
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Synthesis and anti-HCV activity Of 2''-beta-hydroxymethylated nucleosides. | 2007 |
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Suppression of subgenomic hepatitis C virus replication by 5'-O-masked analogues of 6-chloropurine-2'-deoxyriboside. | 2007 |
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Facile synthesis of 1',2'-cis-beta-pyranosyladenine nucleosides. | 2007 Dec 10 |
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Palladium-catalyzed cross-coupling reactions in c6 modifications of purine nucleosides. | 2007 Mar |
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A novel noninvasive method for assessing glutathione-conjugate efflux systems in the brain. | 2007 May 1 |
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Synthesis and biological evaluation of nucleoside analogues having 6-chloropurine as anti-SARS-CoV agents. | 2007 May 1 |
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Bicyclic nucleoside synthesis: a photochemical approach. | 2008 May |
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Synthesis of 6,8,9-tri- and 2,6,8,9-tetrasubstituted purines by a combination of the Suzuki cross-coupling, N-arylation, and direct C-H arylation reactions. | 2008 Nov 21 |
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Additive Pummerer reaction of 3,5-O-(di-tert-butyl)silylene-4-thiofuranoid glycal: a high-yield and beta-selective entry to 4'-thioribonucleosides. | 2009 Mar 20 |
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Microwave-assisted syntheses of nucleosides and their precursors. | 2010 Feb |
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Photochemical synthesis of nucleoside analogues from cyclobutanones: bicyclic and isonucleosides. | 2010 May 26 |
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Semisynthesis of 6-chloropurine-2'-deoxyriboside 5'-dimethoxytrityl 3'-(2-cyanoethyl-N,N-diisopropylamino)phosphoramidite and its use in the synthesis of fluorescently labeled oligonucleotides. | 2010 Nov |
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DNA oligomers containing site-specific and stereospecific exocyclic deoxyadenosine adducts of 1,2,3,4-diepoxybutane: synthesis, characterization, and effects on DNA structure. | 2010 Oct 18 |
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Direct synthesis of 6-arylpurines by reaction of 6-chloropurines with activated aromatics. | 2010 Sep 3 |
Patents
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87-42-3
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744
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5359277
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300000000020
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201-745-6
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m3433
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DTXSID00861673
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OH8700156W
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SUBSTANCE RECORD