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
Beilstein:
141551
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
Pricing and availability is not currently available.
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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
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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 Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Giuliana Biagi et al.
European journal of medicinal chemistry, 38(11-12), 983-990 (2003-12-04)
Several 9-benzyl-N6-cycloalkyl-2-phenyladenines, 9-benzyl-N6-cycloalkyl-2-phenyl-8-azaadenines and 4-cycloalkylamino-1-benzyl-6-phenyl-1H-1,2,3-triazolo[4,5-c]pyridines were prepared and assayed as A1 adenosine receptor ligands. The 1H-1,2,3-triazolo[4,5-c]pyridines were obtained starting from N,N-diethyl-1-benzyl-4-carboxyamido-5-methyl-1H-1,2,3-triazole by lithiation in anhydrous tetrahydrofurane in the presence of benzonitrile. The usual work up afforded the isolation of 1-benzyl-6-phenyl-1H-1,2,3-triazolo[4,5-c]pyridin-4-one
J Harwood et al.
Human molecular genetics, 2(2), 165-171 (1993-02-01)
The nature of recessive mutations at the autosomal locus encoding the purine salvage enzyme adenine phosphoribosyl transferase (APRT) was analyzed in a highly malignant human tumor cell line (the colorectal carcinoma line SW620). Mutant strains resistant to the purine analog
P Pongsaensook et al.
Mutation research, 377(1), 27-36 (1997-06-09)
The TK6 human B lymphoblastoid cell line contains two easily and widely used selectable markers: the X-linked, hemizygous hprt locus, and the heterozygous tk locus on chromosome 17q. In this study, rare APRT heterozygotes were directly isolated from the TK6
D B Busch et al.
Mutation research, 383(2), 91-106 (1997-03-12)
Rodent ultraviolet light (UV)-sensitive mutant cells in complementation groups (CGs) 1 and 4 normally are known for their extraordinary (approximately 80-100 x) sensitivity to mitomycin C (MMC), although some CG1 mutants with reduced MMC sensitivity were previously reported (Stefanini et
João Paulo Gobbo et al.
The journal of physical chemistry. B, 116(48), 14000-14007 (2012-11-15)
The photophysics of 8-azaadenine (8-AA) has been studied with the CASPT2//CASSCF protocol and ANO-L double-ζ basis sets. Stationary equilibrium structures, surface crossings, minimum energy paths, and linear interpolations have been used to study possible mechanisms to populate the lowest triplet
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