Home Amines 10310-21-1
10310-21-1,MFCD00075252
Catalog No.:AA003315

10310-21-1 | 2-Amino-6-chloropurine

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5g
98%
in stock  
$6.00   $4.00
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10g
98%
in stock  
$7.00   $5.00
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25g
98%
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$9.00   $6.00
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100g
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500g
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  • Technical Information
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA003315
Chemical Name:
2-Amino-6-chloropurine
CAS Number:
10310-21-1
Molecular Formula:
C5H4ClN5
Molecular Weight:
169.5718
MDL Number:
MFCD00075252
SMILES:
Nc1nc(Cl)c2c(n1)nc[nH]2
NSC Number:
29570
Properties
Properties
 
BP:
623.9°C at 760 mmHg  
Form:
Solid  
MP:
300 °C  
Refractive Index:
1.6110 (estimate)  
Solubility:
Solubility in 1mol/L NaOH; very faint turbidity.  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
154  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
XLogP3:
0.4  

Literature

Title: Tautomeric purine forms of 2-amino-6-chloropurine (N9H10 and N7H10): structures, vibrational assignments, NBO analysis, hyperpolarizability, HOMO-LUMO study using B3 based density functional calculations.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20121001

Title: In vitro metabolism of BIIB021, an inhibitor of heat shock protein 90, in liver microsomes and hepatocytes of rats, dogs, and humans and recombinant human cytochrome P450 isoforms.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20120401

Title: Stereoselective synthesis of PSI-352938: a β-D-2'-deoxy-2'-α-fluoro-2'-β-C-methyl-3',5'-cyclic phosphate nucleotide prodrug for the treatment of HCV.

Journal: The Journal of organic chemistry 20110520

Title: Phosphonate analogues of cyclopropavir phosphates and their E-isomers. Synthesis and antiviral activity.

Journal: Bioorganic & medicinal chemistry 20090601

Title: (Z)- and (E)-2-(1,2-dihydroxyethyl)methylenecyclopropane analogues of 2'-deoxyadenosine and 2'-deoxyguanosine. Synthesis of all stereoisomers, absolute configuration, and antiviral activity.

Journal: Journal of medicinal chemistry 20090528

Title: Additive Pummerer reaction of 3,5-O-(di-tert-butyl)silylene-4-thiofuranoid glycal: a high-yield and beta-selective entry to 4'-thioribonucleosides.

Journal: The Journal of organic chemistry 20090320

Title: 2-Position base-modified analogues of adenophostin A as high-affinity agonists of the D-myo-inositol trisphosphate receptor: in vitro evaluation and molecular modeling.

Journal: The Journal of organic chemistry 20080307

Title: Synthesis of altritol nucleoside phosphoramidites for oligonucleotide synthesis.

Journal: Current protocols in nucleic acid chemistry 20070901

Title: The screening and characterization of 6-aminopurine-based xanthine oxidase inhibitors.

Journal: Bioorganic & medicinal chemistry 20070515

Title: Synthesis of 'reversed' methylenecyclopropane analogues of antiviral phosphonates.

Journal: Nucleosides, nucleotides & nucleic acids 20070101

Title: Fluoroanalogues of anti-cytomegalovirus agent cyclopropavir: synthesis and antiviral activity of (E)- and (Z)-9-{[2,2-bis(hydroxymethyl)-3-fluorocyclopropylidene]methyl}-adenines and guanines.

Journal: Nucleosides, nucleotides & nucleic acids 20070101

Title: Synthesis of 2,2,3-tris(hydroxymethyl)methylenecyclopropane analogues of nucleosides.

Journal: Nucleosides, nucleotides & nucleic acids 20070101

Title: Asymmetric synthesis of novel apio carbocyclic nucleoside analogues as potential antiviral and antitumor agent.

Journal: Nucleosides, nucleotides & nucleic acids 20070101

Title: Lead compounds for antimalarial chemotherapy: purine base analogs discriminate between human and P. falciparum 6-oxopurine phosphoribosyltransferases.

Journal: Journal of medicinal chemistry 20061214

Title: Efficient N-arylation and N-alkenylation of the five DNA/RNA nucleobases.

Journal: The Journal of organic chemistry 20061124

Title: 9-{[3-fluoro-2-(hydroxymethyl)cyclopropylidene]methyl}adenines and -guanines. Synthesis and antiviral activity of all stereoisomers1.

Journal: Journal of medicinal chemistry 20061005

Title: Oxanosine is a substrate of adenosine deaminase. Implications for the quest for a toxicological marker for nitrosation activity.

Journal: Chemical research in toxicology 20051201

Title: Synthesis and preliminary biological evaluation of O6-[4-(2-[18F]fluoroethoxymethyl)benzyl]guanine as a novel potential PET probe for the DNA repair protein O6-alkylguanine-DNA alkyltransferase in cancer chemotherapy.

Journal: Bioorganic & medicinal chemistry 20051015

Title: Synthesis of 9-alkyl and 9-heteroalkyl substituted 2-amino-6-guanidinopurines and their influence on the NO-production in macrophages.

Journal: Bioorganic & medicinal chemistry 20050415

Title: Stereoselective synthesis of 9-beta-d-arabianofuranosyl guanine and 2-amino-9-(beta-d-arabianofuranosyl)purine.

Journal: Bioorganic & medicinal chemistry letters 20050201

Title: Synthesis of 2-amino-6-(4-[11C]methoxyphenylthio)-9-[2-(phosphonomethoxy)ethyl]purine bis(2,2,2-trifluoroethyl) ester as a novel potential PET gene reporter probe for HBV and HSV-tk in cancers.

Journal: Bioorganic & medicinal chemistry 20050117

Title: Conformationally constrained purine mimics. Incorporation of adenine and guanine into spirocyclic nucleosides.

Journal: The Journal of organic chemistry 20040820

Title: Syntheses and base-pairing properties of locked nucleic acid nucleotides containing hypoxanthine, 2,6-diaminopurine, and 2-aminopurine nucleobases.

Journal: The Journal of organic chemistry 20040528

Title: Synthesis and antiviral activity of (Z)- and (E)-2,2-[bis(hydroxymethyl)cyclopropylidene]methylpurines and -pyrimidines: second-generation methylenecyclopropane analogues of nucleosides.

Journal: Journal of medicinal chemistry 20040129

Title: Synthesis of base substituted 2-hydroxy-3-(purin-9-yl)-propanoic acids and 4-(purin-9-yl)-3-butenoic acids.

Journal: Nucleosides, nucleotides & nucleic acids 20031201

Title: Facilitation of addition-elimination reactions in pyrimidines and purines using trifluoroacetic acid in trifluoroethanol.

Journal: Chemical communications (Cambridge, England) 20031121

Title: Synthesis and preliminary biological evaluation of radiolabeled O6-benzylguanine derivatives, new potential PET imaging agents for the DNA repair protein O6-alkylguanine-DNA alkyltransferase in breast cancer.

Journal: Nuclear medicine and biology 20030501

Title: Structure-activity relationships of (S,Z)-2-aminopurine methylenecyclopropane analogues of nucleosides. Variation of purine-6 substituents and activity against herpesviruses and hepatitis B virus.

Journal: Journal of medicinal chemistry 20030410

Title: Synthesis of 7-hydroxy(phenyl)ethylguanines by alkylation of 2-amino-6-chloropurine with allyl-protected bromohydrins.

Journal: Organic letters 20030306

Title: Synthesis of (Z)-(2,3-bis-hydroxymethyl)methylenecyclopropane analogues of purine nucleosides.

Journal: Nucleosides, nucleotides & nucleic acids 20030301

Title: Efficient syntheses of 2-chloro-2'-deoxyadenosine (cladribine) from 2'-deoxyguanosine(1).

Journal: The Journal of organic chemistry 20030207

Title: Three 2-aminopurine derivatives.

Journal: Acta crystallographica. Section C, Crystal structure communications 20030101

Title: Structure-activity relationships of 2'-fluoro-2',3'-unsaturated D-nucleosides as anti-HIV-1 agents.

Journal: Journal of medicinal chemistry 20020314

Title: Synthesis of 2-alkyl-substituted-N6-methyladenine derivatives as potential adenosine receptor ligand.

Journal: Archives of pharmacal research 20011201

Title: Methylene-gem-difluorocyclopropane analogues of nucleosides: synthesis, cyclopropene-methylenecyclopropane rearrangement, and biological activity.

Journal: Journal of medicinal chemistry 20011108

Title: Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii.

Journal: Biochemical pharmacology 19951109

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