A5883
8-Azaadenine
≥99%
Synonym(s):
6-Amino-8-azapurine, 8-Aza-6-aminopurine
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About This Item
Empirical Formula (Hill Notation):
C4H4N6
CAS Number:
Molecular Weight:
136.11
EC Number:
214-375-5
UNSPSC Code:
12352202
PubChem Substance ID:
Beilstein/REAXYS Number:
141551
MDL number:
assay
≥99%
form
powder
mp
>300 °C (lit.)
solubility
1 M NaOH: 50 mg/mL, clear, colorless to faintly yellow
storage temp.
2-8°C
SMILES string
Nc1ncnc2nn[nH]c12
InChI
1S/C4H4N6/c5-3-2-4(7-1-6-3)9-10-8-2/h1H,(H3,5,6,7,8,9,10)
InChI key
HRYKDUPGBWLLHO-UHFFFAOYSA-N
General description
Base pairs of azaadenine with thymine (and azaguanine with cytosine) are found by ab initio calculation to be up to 7 kcal/mol more stable than natural AT (and GC) base pairs.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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G Biagi et al.
Farmaco (Societa chimica italiana : 1989), 50(1), 13-19 (1995-01-01)
Comparison of the affinity towards adenosine receptors of 2-phenyl-8-azaadenosines, bearing a lipophilic substituent on N(6), with the corresponding 2-phenyl-8-azaadenines was carried out. The compounds have good A1 affinity and high A1 selectivity. The obtained Ki(rib)/Ki(benz) ratios for A1 receptors, which
Giuliana Biagi et al.
Farmaco (Societa chimica italiana : 1989), 57(3), 221-233 (2002-05-07)
erythro-2-Phenyl-9-(2-hydroxy-3-nonyl)adenine and its 8-aza analog were prepared and showed a very high inhibitory activity towards adenosine deaminase (ADA), with Ki 0.55 and 1.67 nM, respectively, and high affinity for A1 adenosine receptors, with Ki 28 and 2.8 nM, respectively. To
A E Simon et al.
Molecular and cellular biology, 3(10), 1703-1710 (1983-10-01)
A two-step model to explain the high frequency of mutation at the diploid adenine phosphoribosyltransferase (aprt) locus in CHO cells has been proposed previously (Simon et al., Mol. Cell. Biol. 2:1126-1133, 1982). This model indicates that two distinct classes of