2-Amino-6-chloropurine

2-Amino-6-chloropurine (CAS 10310-21-1) is a strategically functionalized purine scaffold engineered for nucleoside analog synthesis and kinase inhibitor development in medicinal chemistry. This molecule integrates a purine core—a fused pyrimidine-imidazole bicyclic system prevalent in biological systems—with an amino group at C2 and a chloro substituent at C6. The C6-chloro handle serves as a privileged site for nucleophilic displacement (e.g., amination, alkoxylation, or thiolation) to access diverse 6-substituted purines, while the C2-amino group provides electronic modulation and hydrogen-bonding capability critical for target binding affinity. This intermediate is particularly valuable for constructing antiviral agents (such as guanosine analogs), anticancer therapeutics, and ATP-mimetic kinase inhibitors where the 2-amino-6-substituted pattern optimizes interactions within the purine-binding pocket. Manufactured with purity ≥98% under controlled conditions, it supports drug discovery programs requiring modular access to functionalized purine architectures with precise substitution control.

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Product Name	2-Amino-6-chloropurine
CAS Number	10310-21-1
Chinese Name	2-氨基 -6-氯嘌呤
Synonyms	6-Chloro-2-aminopurine; 2-Amino-6-chloro-9H-purine; C₅H₄ClN₅ heterocycle; Purine, 2-amino-6-chloro-
Chinese Synonyms	6-氯 -2-氨基嘌呤; 2-氨基 -6-氯 -9H-嘌呤; 氯氨基嘌呤; 2-氨基 -6-氯嘌呤
Molecular Formula	C₅H₄ClN₅
Molecular Weight	169.58 g/mo
Purity	≥ 98% (HPLC area normalization)
Product Category	Pharmaceutical Intermediates / Purine Derivatives / Halogenated Heterocycles
Appearance	Off-white to Light Yellow Crystalline Powder
Melting Point	>300°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 bases to avoid hydrolysis of the C6-Cl bond or purine ring degradation.
Shelf Life	24 months under recommended storage conditions
Packaging	100mg/vial, 500mg/vial, 1g/bottle, 5g/bottle, or customized according to customer requirements
Applications	Nucleoside analog synthesis (antiviral/anticancer), kinase inhibitor scaffold development, purine receptor modulator research, 6-position diversification via nucleophilic substitution, heterocyclic library synthesis
Reactivity	Suitable for nucleophilic aromatic substitution at C6 (Cl displacement), C2-amino group acylation/alkylation, N9-glycosylation for nucleoside synthesis, and cross-coupling reactions
Special Note	Dual-Functionality Purine—C6-Cl for diversification, C2-NH₂ for binding affinity. Distinguished from 6-chloropurine (CAS 134-01-0) by the additional 2-amino group which alters electronic properties and H-bonding. Part of our purine building block series.