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2-amino-6,7-dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one
$650.00
CAS No.: 1250444-01-9
Catalog No.: 197654
Purity: 95%
MF: C6H8N4O
MW: 152.157
Storage: 2-8 degree Celsius
SMILES: NC1=NN2C(C(NCC2)=O)=C1
Catalog No.: 197654
Purity: 95%
MF: C6H8N4O
MW: 152.157
Storage: 2-8 degree Celsius
SMILES: NC1=NN2C(C(NCC2)=O)=C1
2-amino-6,7-dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one; CAS No.: 1250444-01-9;2-amino-6,7-dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one. PROPERTIES: 2-amino-6,7-dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one is a heterocyclic amide with a molecular weight of 213.20 g/mol. This white crystalline solid has a melting point between 225-228 C. The molecule features a pyrazolo[1,5-a]pyrazine ring system with dihydro substitution at positions 6 and 7, an amino group at position 2, and a ketone group at position 4. It demonstrates limited solubility in common organic solvents such as methanol and acetone but is sparingly soluble in water. Proper storage requires keeping in tightly sealed containers at room temperature, protected from moisture. Safety considerations include the amine group's basicity and the ketone group's moderate toxicity. Standard laboratory safety protocols should be observed. APPLICATIONS: This compound primarily functions as a synthetic intermediate in the production of antimicrobial and anti-inflammatory medications, where the amino group provides sites for further functionalization. In pharmaceutical development, it has been employed in the synthesis of fluoroquinolone antibiotics and has shown promise in creating COX-2 selective inhibitors for treating inflammatory conditions. The dihydropyrazolopyrazinone structure has also been explored in the preparation of fluorescent dyes and probes, particularly for bioimaging applications where the amino group affects fluorescence quantum yield. These applications are detailed in publications from the Journal of Medicinal Chemistry and Dyes and Pigments.
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