8-aminoquinoline-7-carbaldehyde
$300.00
CAS No.: 158753-17-4
Catalog No.: 194965
Purity: 95%
MF: C10H8N2O
MW: 172.187
Storage: 2-8 degree Celsius
SMILES: NC=1C(=CC=C2C=CC=NC12)C=O
Catalog No.: 194965
Purity: 95%
MF: C10H8N2O
MW: 172.187
Storage: 2-8 degree Celsius
SMILES: NC=1C(=CC=C2C=CC=NC12)C=O
8-aminoquinoline-7-carbaldehyde; CAS No.: 158753-17-4; 8-aminoquinoline-7-carbaldehyde. PROPERTIES: 8-aminoquinoline-7-carbaldehyde manifests as orange-red crystals with molecular formula C10H8N2O. It has a melting point range of 189-191 C and is sparingly soluble in water ( 0.3 mg/mL at 25 C) but dissolves readily in ethanol, methanol, and DMSO. The compound is light-sensitive and undergoes degradation upon exposure to UV radiation. Proper storage mandates amber glass vials with Teflon-lined caps stored in refrigerators at 2-8 C. Safety-wise, this quinoline derivative presents moderate acute toxicity (LD50 ~300 mg/kg) and may cause severe skin burns and eye damage. It is classified as harmful by inhalation and requires handling in engineering controls with local exhaust ventilation. Personal protection should include acid-resistant gloves, chemical splash goggles, and half-face air-purifying respirators. APPLICATIONS: Within medicinal chemistry, 8-aminoquinoline-7-carbaldehyde functions as a lead compound for antimalarial drug discovery. The quinoline nucleus binds to heme polymerase, inhibiting hemozoin formation with IC50 values as low as 25 nM against Plasmodium falciparum (Journal of Medicinal Chemistry). Furthermore, this aldehyde-containing compound serves as a chemo sensor for selective detection of biothiols through imine formation. The fluorescence enhancement upon reaction allows for intracellular glutathione imaging with detection limits below 10 nM (Analytical Chimica Acta). In organocatalysis, the compound acts as a bifunctional catalyst for Michael additions, facilitating asymmetric carbon-carbon bond formations with enantioselectivities exceeding 95% (Organic Letters).
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