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Details

Stereochemistry ACHIRAL
Molecular Formula C4H4N6
Molecular Weight 136.1148
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 8-AZAADENINE

SMILES

NC1=C2NN=NC2=NC=N1

InChI

InChIKey=HRYKDUPGBWLLHO-UHFFFAOYSA-N
InChI=1S/C4H4N6/c5-3-2-4(7-1-6-3)9-10-8-2/h1H,(H3,5,6,7,8,9,10)

HIDE SMILES / InChI

Molecular Formula C4H4N6
Molecular Weight 136.1148
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
7-Amino-1-(2-deoxy-β-erythro-pentofuranosyl)-1H-1,2,3-triazolo[4,5-d]pyrimidine: an 8-azaadenine nucleoside with the nucleobase in a syn conformation.
2010-11
Endogenous cytokinins in Cocos nucifera L. in vitro cultures obtained from plumular explants.
2010-11
Monocyclic aromatic amines as potential human carcinogens: old is new again.
2010-01
A QSAR study for modeling of 8-azaadenine analogues proposed as A1 adenosine receptor antagonists using genetic algorithm coupling adaptive neuro-fuzzy inference system (ANFIS).
2010
Intersystem crossing to excited triplet state of aza analogues of nucleic acid bases in acetonitrile.
2009-11-05
Selective killing of tumors deficient in methylthioadenosine phosphorylase: a novel strategy.
2009-05-29
AtAzg1 and AtAzg2 comprise a novel family of purine transporters in Arabidopsis.
2009-01-22
Arabidopsis eIF2alpha kinase GCN2 is essential for growth in stress conditions and is activated by wounding.
2008-12-24
A new approach for improving cordycepin productivity in surface liquid culture of Cordyceps militaris using high-energy ion beam irradiation.
2008-12
N6-1,3-diphenylurea derivatives of 2-phenyl-9-benzyladenines and 8-azaadenines: synthesis and biological evaluation as allosteric modulators of A2A adenosine receptors.
2008-08
QSAR study on a novel series of 8-azaadenine analogues proposed as A1 adenosine receptor antagonists.
2008-01
[The action mechanism of 8-azaadenine and its metal complexes with DNA].
2006-12
Enhanced separation of purine and pyrimidine bases using carboxylic multiwalled carbon nanotubes as additive in capillary zone electrophoresis.
2006-08
Various cytosine/adenine permease homologues are involved in the toxicity of 5-fluorocytosine in Saccharomyces cerevisiae.
2006-07-15
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005-06
A novel selectable system for detecting expansion of CAG.CTG repeats in mammalian cells.
2005-05-02
N6-cycloalkyl-2-phenyl-3-deaza-8-azaadenines: a new class of A1 adenosine receptor ligands. A comparison with the corresponding adenines and 8-azaadenines.
2003-12-04
The yeast ISN1 (YOR155c) gene encodes a new type of IMP-specific 5'-nucleotidase.
2003-05-07
Erythro- and threo-2-hydroxynonyl substituted 2-phenyladenines and 2-phenyl-8-azaadenines: ligands for A1 adenosine receptors and adenosine deaminase.
2002-03
New 2-(2'-phenyl-9'-benzyl-8'-azapurin-6'-ylamino)-carboxylic acid methylesters as ligands for A1 adenosine receptors.
2001-12
Novel carbocyclic nucleosides containing a cyclobutyl ring: adenosine analogues.
2001-09
Genetically modified Chinese hamster ovary cells for investigating sulfotransferase-mediated cytotoxicity and mutation by 2-amino-1-methyl-6- phenylimidazo[4,5-b]pyridine.
2000
Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii.
1995-11-09
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 18:34:42 GMT 2025
Edited
by admin
on Mon Mar 31 18:34:42 GMT 2025
Record UNII
WPP3R9U93J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-32797
Preferred Name English
8-AZAADENINE
Systematic Name English
1H-V-TRIAZOLO(4,5-D)PYRIMIDINE, 7-AMINO-
Systematic Name English
AZAADENINE, 8-
Systematic Name English
7-AMINO-1-V-TRIAZOLO(D)PYRIMIDINE
Common Name English
8-AZA-6-AMINOPURINE
Common Name English
1H-1,2,3-TRIAZOLO(4,5-D)PYRIMIDIN-7-AMINE
Systematic Name English
7-AMINO-V-TRIAZOLO(D)PYRIMIDINE
Common Name English
6-AMINO-8-AZAPURINE
Systematic Name English
3H-1,2,3-TRIAZOLO(4,5-D)PYRIMIDIN-7-AMINE
Systematic Name English
Code System Code Type Description
PUBCHEM
70746
Created by admin on Mon Mar 31 18:34:42 GMT 2025 , Edited by admin on Mon Mar 31 18:34:42 GMT 2025
PRIMARY
CHEBI
77751
Created by admin on Mon Mar 31 18:34:42 GMT 2025 , Edited by admin on Mon Mar 31 18:34:42 GMT 2025
PRIMARY
EPA CompTox
DTXSID0061537
Created by admin on Mon Mar 31 18:34:42 GMT 2025 , Edited by admin on Mon Mar 31 18:34:42 GMT 2025
PRIMARY
FDA UNII
WPP3R9U93J
Created by admin on Mon Mar 31 18:34:42 GMT 2025 , Edited by admin on Mon Mar 31 18:34:42 GMT 2025
PRIMARY
ECHA (EC/EINECS)
214-375-5
Created by admin on Mon Mar 31 18:34:42 GMT 2025 , Edited by admin on Mon Mar 31 18:34:42 GMT 2025
PRIMARY
NSC
32797
Created by admin on Mon Mar 31 18:34:42 GMT 2025 , Edited by admin on Mon Mar 31 18:34:42 GMT 2025
PRIMARY
CAS
1123-54-2
Created by admin on Mon Mar 31 18:34:42 GMT 2025 , Edited by admin on Mon Mar 31 18:34:42 GMT 2025
PRIMARY