| 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 |
| Chemical Properties | Back Directory | [Appearance]
yellow powder | [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
| [Stability:]
Stable. Incompatible with strong oxidizing agents. | [BRN ]
210862 | [InChI]
InChI=1S/C19H12O2/c20-17-12-18(14-7-2-1-3-8-14)21-19-15-9-5-4-6-13(15)10-11-16(17)19/h1-12H | [InChIKey]
VFMMPHCGEFXGIP-UHFFFAOYSA-N | [SMILES]
C12=C3C(C=CC=C3)=CC=C1C(=O)C=C(C1=CC=CC=C1)O2 | [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) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H413 | [Precautionary statements ]
P264-P270-P273-P301+P312-P330 | [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). | [in vivo]
Alpha-Naphthoflavone (80, 160 mg/kg/day, gavage for 4 weeks) has protective effects on NAFLD mice induced by high-fat diet (HFD)[4].
| Animal Model: | HFD-induced mice model[4] | | Dosage: | 80, 160 mg/kg | | Administration: | i.g. | | Result: | Decreased the levels of AST, TG and TC. |
| [IC 50]
Aromatase | [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 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
|