8-nitroisoquinolin-5-amine
$300.00
CAS No.: 156901-58-5
Catalog No.: 191951
Purity: 95%
MF: C9H7N3O2
MW: 189.174
Storage: 2-8 degree Celsius
SMILES: [N+](=O)([O-])C1=CC=C(C=2C=CN=CC12)N
Catalog No.: 191951
Purity: 95%
MF: C9H7N3O2
MW: 189.174
Storage: 2-8 degree Celsius
SMILES: [N+](=O)([O-])C1=CC=C(C=2C=CN=CC12)N
8-nitroisoquinolin-5-amine; CAS No.: 156901-58-5; 8-nitroisoquinolin-5-amine. PROPERTIES: 8-nitroisoquinolin-5-amine (CAS No.: 156901-58-5) appears as orange-red crystals with a characteristic nitro compound odor. The compound features a nitro group at position 8 and an amine group at position 5 of the isoquinoline ring system. It demonstrates a melting point between 195-198 C and exhibits moderate basicity due to the amine functionality, with a pKa value around 4.8. Solubility characteristics reveal good dissolvability in polar aprotic solvents like acetone and DMSO, while being sparingly soluble in water due to the hydrophobic aromatic system. The substance is light-sensitive and prone to reduction under anaerobic conditions, necessitating storage in amber glass bottles under nitrogen atmosphere at 2-8 C. Safety precautions include using P320 protective clothing, chemical-resistant gloves, and eye protection due to potential skin irritation and eye damage. The compound has a moderate vapor pressure and forms explosive mixtures with combustible materials. APPLICATIONS: 8-nitroisoquinolin-5-amine functions as a key intermediate in developing antibacterial agents with activity against Gram-negative pathogens as documented in antimicrobial research. Its nitro isoquinoline core enables the synthesis of nitric oxide-releasing agents for vascular therapeutics as reported in cardiovascular medicine literature. Additionally, 156901-58-5 serves as a building block for fluorescent probes used in detecting specific protein targets in cellular environments, with several studies highlighting its utility in creating pH-sensitive indicators for monitoring endosomal escape during drug delivery. The compound also contributes to the development of electron-deficient materials for organic photovoltaics as described in materials science research.
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