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Details

Stereochemistry ACHIRAL
Molecular Formula C5H4ClN5
Molecular Weight 169.572
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-AMINO-6-CHLOROPURINE

SMILES

NC1=NC2=C(NC=N2)C(Cl)=N1

InChI

InChIKey=RYYIULNRIVUMTQ-UHFFFAOYSA-N
InChI=1S/C5H4ClN5/c6-3-2-4(9-1-8-2)11-5(7)10-3/h1H,(H3,7,8,9,10,11)

HIDE SMILES / InChI

Molecular Formula C5H4ClN5
Molecular Weight 169.572
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii.
1995 Nov 9
Synthesis of 2-alkyl-substituted-N6-methyladenine derivatives as potential adenosine receptor ligand.
2001 Dec
Structure-activity relationships of 2'-fluoro-2',3'-unsaturated D-nucleosides as anti-HIV-1 agents.
2002 Mar 14
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.
2003 Apr 10
Synthesis of base substituted 2-hydroxy-3-(purin-9-yl)-propanoic acids and 4-(purin-9-yl)-3-butenoic acids.
2003 Dec
Efficient syntheses of 2-chloro-2'-deoxyadenosine (cladribine) from 2'-deoxyguanosine(1).
2003 Feb 7
Three 2-aminopurine derivatives.
2003 Jan
Synthesis of (Z)-(2,3-bis-hydroxymethyl)methylenecyclopropane analogues of purine nucleosides.
2003 Mar
Synthesis of 7-hydroxy(phenyl)ethylguanines by alkylation of 2-amino-6-chloropurine with allyl-protected bromohydrins.
2003 Mar 6
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.
2003 May
Facilitation of addition-elimination reactions in pyrimidines and purines using trifluoroacetic acid in trifluoroethanol.
2003 Nov 21
Conformationally constrained purine mimics. Incorporation of adenine and guanine into spirocyclic nucleosides.
2004 Aug 20
Synthesis and antiviral activity of (Z)- and (E)-2,2-[bis(hydroxymethyl)cyclopropylidene]methylpurines and -pyrimidines: second-generation methylenecyclopropane analogues of nucleosides.
2004 Jan 29
Syntheses and base-pairing properties of locked nucleic acid nucleotides containing hypoxanthine, 2,6-diaminopurine, and 2-aminopurine nucleobases.
2004 May 28
Synthesis of 9-alkyl and 9-heteroalkyl substituted 2-amino-6-guanidinopurines and their influence on the NO-production in macrophages.
2005 Apr 15
Oxanosine is a substrate of adenosine deaminase. Implications for the quest for a toxicological marker for nitrosation activity.
2005 Dec
Stereoselective synthesis of 9-beta-d-arabianofuranosyl guanine and 2-amino-9-(beta-d-arabianofuranosyl)purine.
2005 Feb 1
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.
2005 Jan 17
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.
2005 Oct 15
Efficient N-arylation and N-alkenylation of the five DNA/RNA nucleobases.
2006 Nov 24
9-{[3-fluoro-2-(hydroxymethyl)cyclopropylidene]methyl}adenines and -guanines. Synthesis and antiviral activity of all stereoisomers1.
2006 Oct 5
Synthesis of 2,2,3-tris(hydroxymethyl)methylenecyclopropane analogues of nucleosides.
2007
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.
2007
Synthesis of "reversed" methylenecyclopropane analogues of antiviral phosphonates.
2007
Synthesis of altritol nucleoside phosphoramidites for oligonucleotide synthesis.
2007 Sep
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.
2008 Mar 7
Phosphonate analogues of cyclopropavir phosphates and their E-isomers. Synthesis and antiviral activity.
2009 Jun 1
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
(Z)- and (E)-2-(1,2-dihydroxyethyl)methylenecyclopropane analogues of 2'-deoxyadenosine and 2'-deoxyguanosine. Synthesis of all stereoisomers, absolute configuration, and antiviral activity.
2009 May 28
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:44:33 GMT 2023
Edited
by admin
on Fri Dec 15 18:44:33 GMT 2023
Record UNII
83V03P835E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2-AMINO-6-CHLOROPURINE
Systematic Name English
1H-PURIN-2-AMINE, 6-CHLORO-
Systematic Name English
9H-PURIN-2-AMINE, 6-CHLORO-
Systematic Name English
6-CHLORO-2-AMINOPURINE
Systematic Name English
PURINE, 2-AMINO-6-CHLORO-
Systematic Name English
FAMCICLOVIR RELATED COMPOUND F
USP-RS  
Common Name English
6-CHLORO-7H-PURIN-2-AMINE
Systematic Name English
FAMCICLOVIR RELATED COMPOUND F [USP-RS]
Common Name English
6-CHLORO-2-PURINAMINE
Systematic Name English
6-CHLORO-1H-PURIN-2-AMINE
Systematic Name English
NSC-29570
Code English
6-CHLOROGUANINE
Common Name English
6-CHLORO-9H-PURIN-2-YL-2-AMINE
Common Name English
2-AMINO-6-CHLORO-9H-PURINE
Systematic Name English
Code System Code Type Description
CHEBI
72345
Created by admin on Fri Dec 15 18:44:33 GMT 2023 , Edited by admin on Fri Dec 15 18:44:33 GMT 2023
PRIMARY
CAS
10310-21-1
Created by admin on Fri Dec 15 18:44:33 GMT 2023 , Edited by admin on Fri Dec 15 18:44:33 GMT 2023
PRIMARY
NSC
29570
Created by admin on Fri Dec 15 18:44:33 GMT 2023 , Edited by admin on Fri Dec 15 18:44:33 GMT 2023
PRIMARY
EPA CompTox
DTXSID9074432
Created by admin on Fri Dec 15 18:44:33 GMT 2023 , Edited by admin on Fri Dec 15 18:44:33 GMT 2023
PRIMARY
RS_ITEM_NUM
1269141
Created by admin on Fri Dec 15 18:44:33 GMT 2023 , Edited by admin on Fri Dec 15 18:44:33 GMT 2023
PRIMARY
FDA UNII
83V03P835E
Created by admin on Fri Dec 15 18:44:33 GMT 2023 , Edited by admin on Fri Dec 15 18:44:33 GMT 2023
PRIMARY
ECHA (EC/EINECS)
233-686-7
Created by admin on Fri Dec 15 18:44:33 GMT 2023 , Edited by admin on Fri Dec 15 18:44:33 GMT 2023
PRIMARY
PUBCHEM
5360349
Created by admin on Fri Dec 15 18:44:33 GMT 2023 , Edited by admin on Fri Dec 15 18:44:33 GMT 2023
PRIMARY