6-Chloro-pyrimidine-2,4-diamine 3-Oxide

• CAT Number: R039474
• CAS Number: 35139-67-4
• Molecular Formula: C4H5ClN4O
• Molecular Weight: 160.56
• Purity: ≥95%
• Synonyms: 2,6-Diamino-4-chloropyrimidine 1-Oxide; 2,4-Diamino-6-chloropyrimidine 3-N-Oxide; 2,4-Diamino-6-chloropyrimidine 3-Oxide; 6-Chloro-2,4-diaminopyrimidine 3-Oxide; NSC 137211
• Storage: -20°C
• IUPAC Name: 6-chloro-3-hydroxy-2-iminopyrimidin-4-amine
• InChI: InChI=1S/C4H5ClN4O/c5-2-1-3(6)9(10)4(7)8-2/h1,7,10H,6H2
• InChIKey: DOYINGSIUJRVKA-UHFFFAOYSA-N
• SMILES: C1=C(N(C(=N)N=C1Cl)O)N

6-Chloropyrimidine-2,4-diamine 3-oxide(CAT: R039474) is a nitrogen-rich heterocyclic compound derived from the pyrimidine ring system, featuring amino groups at the 2 and 4 positions, a chlorine atom at position 6, and an N-oxide functionality at the 3-position. This structural configuration enhances both electron density and hydrogen-bonding potential, making it a valuable scaffold in medicinal and agrochemical research. The N-oxide moiety influences solubility and reactivity, while the chloro group allows for further substitution via nucleophilic aromatic substitution (SNAr). It serves as a versatile intermediate for the synthesis of bioactive heterocycles, kinase inhibitors, and antimicrobial agents.