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α-Naphthoflavone

α-Naphthoflavone Structure
CAS No.
604-59-1
Chemical Name:
α-Naphthoflavone
Synonyms
BENZOFLAVONE;benzo(h)flavone;-Naphthoflavone;α-naphtoflavone;7,8-BENZOFLAVONE;à-naphthoflavone;A-NAPHTHOFLAVONE;1-Naphthoflavone;α-Naphthoflavone;a-Naphthylflavone
CBNumber:
CB0184955
Molecular Formula:
C19H12O2
Molecular Weight:
272.3
MOL File:
604-59-1.mol
MSDS File:
SDS
Modify Date:
2023/11/14 14:35:52

α-Naphthoflavone 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)

SAFETY

Risk and Safety Statements

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  68-34-11
Safety Statements  24/25-36/37-45-36/37/39-26-16
WGK Germany  3
RTECS  QL6250000
8
Hazard Note  Irritant
TSCA  Yes
HS Code  29143990
NFPA 704
1
0 0

α-Naphthoflavone price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) N5757 α-Naphthoflavone ≥98% 604-59-1 1G ₹4503.2 2022-06-14 Buy
Sigma-Aldrich(India) N5757 α-Naphthoflavone ≥98% 604-59-1 5G ₹5423.33 2022-06-14 Buy
ALFA India ALF-A18542-14 alpha-Naphthoflavone, 97% 604-59-1 25g ₹25679 2022-05-26 Buy
ALFA India ALF-A18542-06 alpha-Naphthoflavone, 97% 604-59-1 5g ₹5135 2022-05-26 Buy
TCI Chemicals (India) B0056 α-Naphthoflavone 604-59-1 1G ₹2000 2022-05-26 Buy
Product number Packaging Price Buy
N5757 1G ₹4503.2 Buy
N5757 5G ₹5423.33 Buy
ALF-A18542-14 25g ₹25679 Buy
ALF-A18542-06 5g ₹5135 Buy
B0056 1G ₹2000 Buy

α-Naphthoflavone Chemical Properties,Uses,Production

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]

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

Raw materials

Preparation Products

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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 à-naphthoflavone 7,8-Benzoflavone, 2-Phenyl-4H-benzo[h]chromen-4-one alpha-Naphthoflavone, 99.5+% 1GR alpha-Naphthoflavone, 99.5+% 5GR 2-phenyl-4H-benzo[h]chroMen-4-one ɑ-Naphthoflavone, 97% a-NAPHTHOFLAVONE extrapure AR Alpha-naphthoflavone, 99.5+% 2-Phenyl-7,8-benzochroMone a-Naphthylflavone α-Naphthoflavone, 99.5+% α-Naphthylflavone Alpha-Naphthoflsvone 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% 4H-Naphtho[1,2-b]pyran-4-one,2-phenyl- α-Naphthoflavone > α-Naphthoflavone α-Naphthoflavone USP/EP/BP α-naphtoflavone Supply high quality Alpha-Naphthoflavone CAS 604-59-1 with fast delivery α-Naphthylflavone Alpha-Naphthoflavone(7,8-Benzoflavone) Naphthol flavone impurity 1 Quinagolide Hydrochloride-d10 α-Naphthoflavone, ≥ 98.0% 604-59-1 BioChemical Chemopreventive Agents Aryl Hydrocarbon Receptor Antagonist Cancer Research Flavones Analytical Reagents Aryl Hydrocarbon Receptor Antagonist Cancer Research Chemopreventive Agents Redox Indicators Analytical/Chromatography Benzopyrans Bioactive Small Molecules Building Blocks