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10310-21-1 | 2-Amino-6-Chloro-Purin
CAS No: 10310-21-1 Catalog No: AG00333X MDL No:MFCD00075252
Product Description
Catalog Number:
AG00333X
Chemical Name:
2-Amino-6-Chloro-Purin
CAS Number:
10310-21-1
Molecular Formula:
C5H4ClN5
Molecular Weight:
169.5718
MDL Number:
MFCD00075252
IUPAC Name:
6-chloro-7H-purin-2-amine
InChI:
InChI=1S/C5H4ClN5/c6-3-2-4(9-1-8-2)11-5(7)10-3/h1H,(H3,7,8,9,10,11)
InChI Key:
RYYIULNRIVUMTQ-UHFFFAOYSA-N
SMILES:
Nc1nc(Cl)c2c(n1)nc[nH]2
EC Number:
233-686-7
UNII:
83V03P835E
NSC Number:
29570
Properties
Complexity:
154
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
169.016g/mol
Formal Charge:
0
Heavy Atom Count:
11
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
169.572g/mol
Monoisotopic Mass:
169.016g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
80.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.4
Literature
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|---|---|
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| 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. | Drug metabolism and disposition: the biological fate of chemicals 20120401 |
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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. | The Journal of organic chemistry 20090320 |
| 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. | The Journal of organic chemistry 20080307 |
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| 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. | Nucleosides, nucleotides & nucleic acids 20070101 |
| Synthesis of 2,2,3-tris(hydroxymethyl)methylenecyclopropane analogues of nucleosides. | Nucleosides, nucleotides & nucleic acids 20070101 |
| Asymmetric synthesis of novel apio carbocyclic nucleoside analogues as potential antiviral and antitumor agent. | Nucleosides, nucleotides & nucleic acids 20070101 |
| Lead compounds for antimalarial chemotherapy: purine base analogs discriminate between human and P. falciparum 6-oxopurine phosphoribosyltransferases. | Journal of medicinal chemistry 20061214 |
| Efficient N-arylation and N-alkenylation of the five DNA/RNA nucleobases. | The Journal of organic chemistry 20061124 |
| 9-{[3-fluoro-2-(hydroxymethyl)cyclopropylidene]methyl}adenines and -guanines. Synthesis and antiviral activity of all stereoisomers1. | Journal of medicinal chemistry 20061005 |
| Oxanosine is a substrate of adenosine deaminase. Implications for the quest for a toxicological marker for nitrosation activity. | Chemical research in toxicology 20051201 |
| 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. | Bioorganic & medicinal chemistry 20051015 |
| Synthesis of 9-alkyl and 9-heteroalkyl substituted 2-amino-6-guanidinopurines and their influence on the NO-production in macrophages. | Bioorganic & medicinal chemistry 20050415 |
| Stereoselective synthesis of 9-beta-d-arabianofuranosyl guanine and 2-amino-9-(beta-d-arabianofuranosyl)purine. | Bioorganic & medicinal chemistry letters 20050201 |
| 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. | Bioorganic & medicinal chemistry 20050117 |
| Conformationally constrained purine mimics. Incorporation of adenine and guanine into spirocyclic nucleosides. | The Journal of organic chemistry 20040820 |
| Syntheses and base-pairing properties of locked nucleic acid nucleotides containing hypoxanthine, 2,6-diaminopurine, and 2-aminopurine nucleobases. | The Journal of organic chemistry 20040528 |
| Synthesis and antiviral activity of (Z)- and (E)-2,2-[bis(hydroxymethyl)cyclopropylidene]methylpurines and -pyrimidines: second-generation methylenecyclopropane analogues of nucleosides. | Journal of medicinal chemistry 20040129 |
| Synthesis of base substituted 2-hydroxy-3-(purin-9-yl)-propanoic acids and 4-(purin-9-yl)-3-butenoic acids. | Nucleosides, nucleotides & nucleic acids 20031201 |
| Facilitation of addition-elimination reactions in pyrimidines and purines using trifluoroacetic acid in trifluoroethanol. | Chemical communications (Cambridge, England) 20031121 |
| 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. | Nuclear medicine and biology 20030501 |
| 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 of medicinal chemistry 20030410 |
| Synthesis of 7-hydroxy(phenyl)ethylguanines by alkylation of 2-amino-6-chloropurine with allyl-protected bromohydrins. | Organic letters 20030306 |
| Synthesis of (Z)-(2,3-bis-hydroxymethyl)methylenecyclopropane analogues of purine nucleosides. | Nucleosides, nucleotides & nucleic acids 20030301 |
| Efficient syntheses of 2-chloro-2'-deoxyadenosine (cladribine) from 2'-deoxyguanosine(1). | The Journal of organic chemistry 20030207 |
| Three 2-aminopurine derivatives. | Acta crystallographica. Section C, Crystal structure communications 20030101 |
| Structure-activity relationships of 2'-fluoro-2',3'-unsaturated D-nucleosides as anti-HIV-1 agents. | Journal of medicinal chemistry 20020314 |
| Synthesis of 2-alkyl-substituted-N6-methyladenine derivatives as potential adenosine receptor ligand. | Archives of pharmacal research 20011201 |
| Methylene-gem-difluorocyclopropane analogues of nucleosides: synthesis, cyclopropene-methylenecyclopropane rearrangement, and biological activity. | Journal of medicinal chemistry 20011108 |
| Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii. | Biochemical pharmacology 19951109 |
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