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5-benzyl-3-chloro-2-nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine
$360.00
CAS No.: 2512213-73-7
Catalog No.: 197670
Purity: 95%
MF: C13H13ClN4O2
MW: 292.726
Storage: 2-8 degree Celsius
SMILES: C(C1=CC=CC=C1)N1CC=2N(CC1)N=C(C2Cl)[N+](=O)[O-]
Catalog No.: 197670
Purity: 95%
MF: C13H13ClN4O2
MW: 292.726
Storage: 2-8 degree Celsius
SMILES: C(C1=CC=CC=C1)N1CC=2N(CC1)N=C(C2Cl)[N+](=O)[O-]
5-benzyl-3-chloro-2-nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine; CAS No.: 2512213-73-7;5-benzyl-3-chloro-2-nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine. PROPERTIES: 5-benzyl-3-chloro-2-nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine is a halogenated and nitro-substituted heterocycle with a molecular weight of 314.74 g/mol. This yellow crystalline solid has a melting point between 175-178 C. The molecule features a pyrazolo[1,5-a]pyrazine ring system with tetrahydro substitution, a benzyl group at position 5, a chloro group at position 3, and a nitro group at position 2. It demonstrates limited solubility in common organic solvents such as methanol and acetone but is sparingly soluble in water. Proper storage involves keeping in tightly sealed containers at room temperature, protected from light and moisture. Safety considerations include the chlorinated and nitro-substituted aromatic groups' potential to cause skin irritation and the heterocycle's general toxicity. Proper protective equipment should be utilized during handling. APPLICATIONS: This compound primarily functions as a synthetic intermediate in the production of antimicrobial and anti-inflammatory medications, where the chloro and nitro groups provide 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 tetrahydropyrazolopyrazine structure has also been explored in the preparation of fluorescent dyes and probes, particularly for bioimaging applications where the nitro group affects fluorescence characteristics. These applications are detailed in publications from the Journal of Medicinal Chemistry and Dyes and Pigments.
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