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604-59-1

604-59-1 Structure

604-59-1 Structure
IdentificationMore
[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 PropertiesBack 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
[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 DataBack 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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

FLAVONE-->FLAVANONE-->trans-Chalcone
Hazard InformationBack 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
Spectrum DetailBack Directory
[Spectrum Detail]

α-Naphthoflavone(604-59-1)1HNMR
α-Naphthoflavone(604-59-1)IR1
α-Naphthoflavone(604-59-1)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

alpha-Naphthoflavone, 99.5+%(604-59-1)
[Alfa Aesar]

alpha-Naphthoflavone, 97%(604-59-1)
[Sigma Aldrich]

604-59-1(sigmaaldrich)
[TCI AMERICA]

alpha-Naphthoflavone,>98.0%(LC)(604-59-1)
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