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| | α-Naphthoflavone Basic information |
| | α-Naphthoflavone Chemical Properties |
| Melting point | 153-157 °C (lit.) | | Boiling point | 375.35°C (rough estimate) | | density | 1.1382 (rough estimate) | | refractive index | 1.5510 (estimate) | | storage temp. | 2-8°C | | solubility | Chloroform (Slightly), Ethyl Acetate (Slightly) | | form | Crystalline Powder or Crystals | | color | yellow | | BRN | 210862 | | Stability: | Stable. Incompatible with strong oxidizing agents. | | LogP | 5.003 (est) | | CAS DataBase Reference | 604-59-1(CAS DataBase Reference) | | EPA Substance Registry System | 4H-Naphtho[1,2-b]pyran-4-one, 2-phenyl- (604-59-1) |
| | α-Naphthoflavone Usage And Synthesis |
| Chemical Properties | yellow powder | | Uses | α-Naphthylflavone is a flavenoid compound that acts on μ-opioid receptors in the treatment of pain. Also acts as a non-steroidal aromatase inhibitor used in breast cancer therapy. | | Uses | The aryl hydrocarbon receptor (AhR) is a ligand-activated transcription factor that promotes the expression of phase I and II xenobiotic chemical metabolizing enzyme genes, including the cytochrome P450 (CYP) isoforms CYP1A1 and CYP1A2. α-Naphthoflavone is a flavone that modulates xenobiotic metabolism at several points. It antagonizes AhR, blocking the expression of phase I and II genes at nanomolar concentrations, although it can agonize AhR at higher concentrations (10 μM). α-Naphthoflavone inhibits CYP19 (aromatase), CYP1A1, CYP1A2, and CYP1B1 (IC50s = 500, 60, 6, and 5 nM, respectively), whereas it activates CYP3A4 (Kd = 7.4 μM). Dietary α-naphthoflavone can contribute to carcinogenesis in the presence of synthetic estrogens.[Cayman Chemical] | | Definition | ChEBI: An extended flavonoid resulting from the formal fusion of a benzene ring with the h side of flavone. A synthetic compound, it is an inhibitor of aromatase (EC 1.14.14.14). | | Purification Methods | Recrystallise the flavone from EtOH or aqueous EtOH. [IR: Cramer & Windel Chem Ber 89 354 1956, UV Pillon & Massicot Bull Soc Chim Fr 26 1954, Smith J Chem Soc 542 |
| | α-Naphthoflavone Preparation Products And Raw materials |
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