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2,6-Diaminopurine

2,6-Diaminopurine (CAS 1904-98-9) is a high-purity nucleobase analog engineered for antiviral drug development, oligonucleotide research, and kinase inhibitor synthesis. This electron-rich purine scaffold features dual amino groups at C2 and C6 positions, enabling triple hydrogen-bonding capacity with thymine—offering enhanced binding affinity compared to natural adenine. The 2,6-diamino substitution pattern serves as a versatile platform for N9-glycosylation to access nucleoside analogs (e.g., ganciclovir precursors), while the amino groups enable selective acylation, alkylation, or diazotization for further diversification. This intermediate is particularly valuable for constructing antisense oligonucleotides with improved hybridization stability, antiviral therapeutics targeting viral DNA polymerases, and ATP-competitive kinase inhibitors where precise hydrogen-bonding geometry dictates target selectivity. Manufactured under controlled conditions, it supports drug discovery programs requiring modular access to functionalized purine architectures with enhanced base-pairing properties .

Property

Product Name
2,6-Diaminopurine
CAS Number
1904-98-9
Chinese Name
2,6-二氨基嘌呤
Synonyms
Purine, 2,6-diamino-; 2,6-Diamino-9H-purine; 2-Aminoadenine; C₅H₆N₆ heterocycle; DAP
Chinese Synonyms
2,6-二氨基 -9H-嘌呤; 2-氨基腺嘌呤; 二氨基嘌呤; 嘌呤 -2,6-二胺
Molecular Formula
C₅H₆N₆
Molecular Weight
150.14 g/mol
Purity
≥ 98% (HPLC area normalization)
Product Category
Pharmaceutical Intermediates / Purine Derivatives / Nucleobase Analogs
Appearance
White to Off-white Crystalline Powder
Melting Point
>360°C (decomposition, literature reference recommended)
Storage Conditions
Store in a cool, dry, well-ventilated area away from light and moisture. Keep container tightly closed. Protect from strong oxidizing agents to avoid amino group oxidation.
Shelf Life
24 months under recommended storage conditions
Packaging
100mg/vial, 500mg/vial, 1g/bottle, 5g/bottle, or customized according to customer requirements
Applications
Antiviral nucleoside analog synthesis, antisense oligonucleotide stabilization, kinase inhibitor scaffold development, DNA/RNA base-pairing research, heterocyclic fusion reactions, acylation/alkylation at amino positions
Reactivity
Suitable for N9-glycosylation, amino group acylation/alkylation, diazotization, heterocyclic ring fusion, and electrophilic aromatic substitution
Special Note
Triple H-Bond Base Analog—forms 3 H-bonds with Thymine (vs. Adenine’s 2). Electron-rich scaffold contrasts with electrophilic 2,6-dichloropurine (CAS 5451-40-1). Ideal for high-affinity binding applications. Part of our purine building block series.