You are here:
5-AMINOPYRIMIDINE
5-Aminopyrimidine (CAS 591-55-9) is a strategically functionalized aminopyrimidine scaffold engineered for pharmaceutical intermediate synthesis, agrochemical development, and materials science applications. This molecule integrates a pyrimidine core—a six-membered aromatic diazine ring with nitrogen atoms at meta positions (1,3)—with an amino substituent at the C5 position. Compared to its pyrazine isomer (CAS 5049-61-6, 1,4-diazine), the pyrimidine architecture exhibits distinct electronic distribution and reactivity patterns, particularly in nucleophilic aromatic substitution and metal-catalyzed cross-coupling. The C5-amino group serves as a versatile handle for acylation, alkylation, diazotization, or heterocyclic fusion, while the ring nitrogens provide hydrogen-bonding acceptor capability and coordination sites. This intermediate is particularly valuable for constructing kinase inhibitor cores, antiviral agents, antifolate drugs, and functional materials where the aminopyrimidine motif optimizes target engagement through specific electronic tuning and hydrogen-bonding patterns. Manufactured with purity ≥98% under controlled conditions, it supports drug discovery programs requiring modular access to electron-deficient aminoheterocycles.
Property
|
Product Name
|
5-Aminopyrimidine
|
|
CAS Number
|
591-55-9
|
|
Chinese Name
|
5-氨基嘧啶
|
|
Synonyms
|
Pyrimidine, 5-amino-; 5-Pyrimidinamine; 5-Pyrimidinylamine; C₄H₅N₃ aminoheterocycle
|
|
Chinese Synonyms
|
5-氨基代嘧啶; 5-嘧啶胺; 5-位氨基嘧啶; 嘧啶胺化物
|
|
Molecular Formula
|
C₄H₅N₃
|
|
Molecular Weight
|
95.11 g/mol
|
|
Purity
|
≥ 98% (GC/HPLC area normalization)
|
|
Product Category
|
Pharmaceutical Intermediates / Pyrimidine Derivatives / Aminoheterocycles
|
|
Appearance
|
White to Off-white to Pale Yellow Crystalline Powder or Solid
|
|
Melting Point
|
~115-120°C
|
|
pKa
|
~3.0-4.0 (conjugate acid, estimated; weakly basic)
|
|
Storage Conditions
|
Store in a cool, dry, well-ventilated area away from light and moisture. Keep container tightly closed under inert atmosphere (nitrogen). 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
|
Kinase inhibitor synthesis, antiviral drug development, antifolate drug synthesis, agrochemical intermediate synthesis, heterocyclic library construction, diazotization reactions, ligand synthesis
|
|
Reactivity
|
Suitable for amino group acylation/alkylation, diazotization, heterocyclic fusion, nucleophilic aromatic substitution (at C2/C4/C6), electrophilic aromatic substitution, and Pd-catalyzed cross-coupling (after halogenation)
|
|
Special Note
|
✅ Electron-Deficient Aminoheterocycle—pyrimidine core (1,3-diazine) differs from pyrazine (1,4-diazine, CAS 5049-61-6). C5-NH₂ enables versatile derivatization. Structural isomer of pyrazin-2-amine. Part of our halogenated heterocycle building block series.
|
