α-Naphthoflavone
Synonym(s):7,8-Benzoflavone;alpha-Naphthoflavone
- CAS NO.:604-59-1
- Empirical Formula: C19H12O2
- Molecular Weight: 272.3
- MDL number: MFCD00004985
- EINECS: 210-071-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-10-25 16:21:11
What is α-Naphthoflavone?
Chemical properties
yellow powder
The Uses of α-Naphthoflavone
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]
The Uses of α-Naphthoflavone
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.
What are the applications of Application
α-Naphthoflavone is an aryl hydrocarbon receptor inhibitor
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
Properties of α-Naphthoflavone
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. |
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) |
Safety information for α-Naphthoflavone
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H413:Hazardous to the aquatic environment, long-term hazard |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P273:Avoid release to the environment. P330:Rinse mouth. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
Computed Descriptors for α-Naphthoflavone
Abamectin manufacturer
PEE ESS AROMATICS
AVIGYABIOSCIENCES PRIVATE LIMITED
Dr. ASCRO Bio Sciences Private Limited
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