Identification | More | [Name]
ALPHA-NAPHTHOFLAVONE | [CAS]
604-59-1 | [Synonyms]
7,8-BENZOFLAVONE ALPHA-NAPHTHOFLAVONE A-NAPHTHOFLAVANONE A-NAPHTHOFLAVONE BENZOFLAVONE NAPHTHOFLAVANONE, A- NAPHTHOFLAVONE, A- 2-b)pyran-4-one,2-phenyl-4h-naphtho( 2-b]pyran-4-one,2-phenyl-4h-naphtho[ 2-phenyl-4h-naphtho(1,2-b)pyran-4-one 2-Phenyl-4H-naphtho[1,2-b]pyran-4-one alpha-naphthylflavone benzo(h)flavone -Naphthoflavone 2-phenylbenzo(h)chromen-4-one alfa-Naphthoflavone ALPHA-NAPHTHOFLAVONE REDOX INDICATOR 1-Naphthoflavone alpha-Naphthoflavone,97% à-naphthoflavone | [EINECS(EC#)]
210-071-1 | [Molecular Formula]
C19H12O2 | [MDL Number]
MFCD00004985 | [Molecular Weight]
272.3 | [MOL File]
604-59-1.mol |
Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn,C,F | [Risk Statements ]
R68:Possible risk of irreversible effects. R34:Causes burns. R11:Highly Flammable. | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . S36/37:Wear suitable protective clothing and gloves . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S16:Keep away from sources of ignition-No smoking . | [WGK Germany ]
3
| [RTECS ]
QL6250000
| [F ]
8 | [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29143990 |
Hazard Information | Back Directory | [Chemical Properties]
yellow powder | [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] | [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. | [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). | [storage]
4°C, protect from light | [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 |
|
|