beta-Naphthoflavone

Base Information

• Chemical Name: beta-Naphthoflavone
• CAS No.: 6051-87-2
• Molecular Formula: C19H12 O2
• Molecular Weight: 272.303
• Hs Code.: 2914399090
• European Community (EC) Number: 227-958-4
• NSC Number: 136015
• UNII: 1BT0256Y8O
• DSSTox Substance ID: DTXSID8030423
• Nikkaji Number: J1.840F
• Wikipedia: Beta-Naphthoflavone
• Wikidata: Q4897188
• NCI Thesaurus Code: C29812
• Pharos Ligand ID: J2TVLBPD9DJ4
• Metabolomics Workbench ID: 74447
• ChEMBL ID: CHEMBL26260
• Mol file: 6051-87-2.mol

Synonyms:5,6 Benzoflavone;5,6-Benzoflavone;beta Naphthoflavone;beta-Naphthoflavone

Chemical Property of beta-Naphthoflavone

Chemical Property:

• Appearance/Colour: SLIGHTLY BEIGE CRYSTALLINE POWDER
• Vapor Pressure: 1.12E-08mmHg at 25°C
• Melting Point: 185-189 °C
• Refractive Index: 1.5510 (estimate)
• Boiling Point: 275-280 °C (1 mmHg)
• Flash Point: 215.8°C
• PSA: 30.21000
• Density: 1.276g/cm³
• LogP: 4.61320
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 272.083729621
• Heavy Atom Count: 21
• Complexity: 433

Purity/Quality:

98%,99%, ^*data from raw suppliers

β-Naphthoflavone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi,C,F
• Hazard Codes: Xn,Xi,C,F
• Statements: 22-34-11
• Safety Statements: 24/25-45-36/37/39-26-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=CC4=CC=CC=C43
• Uses: beta-Naphthoflavone is a Cytochrome P450 enzyme system inducer. It can also be used in biological study of novel dual-color luciferase reporter assay for simultaneous detection of estrogen and aryl hydrocarbon receptor activation.

Technology Process of beta-Naphthoflavone

There total 24 articles about beta-Naphthoflavone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

1-(2-hydroxynaphthalen-1-yl)-3-phenylpropane-1,3-dione (58483-57-1) → 3-phenyl-1H-naphtho[2,1-b]pyran-1-one (6051-87-2)

Guidance literature:

With iodine; In methanol; for 2.5h; Irradiation;

Reference yield: 78.0%

1-(2-tert-butyldimethylsilyloxynaphthalen-1-yl)-3-(4-methylpiperazin-1-yl)-3-phenyl-2-propen-1-one (1219684-05-5) → 3-phenyl-1H-naphtho[2,1-b]pyran-1-one (6051-87-2)

Guidance literature:

With water; In dimethyl sulfoxide; at 90 ℃; for 9.5h; Inert atmosphere;

DOI:10.1016/j.bmc.2009.12.036

Reference yield: 75.0%

(2-hydroxy-[1]naphthyl)-glyoxylic acid + phenylpropyolic acid (637-44-5) → 3-phenyl-1H-naphtho[2,1-b]pyran-1-one (6051-87-2)

Guidance literature:

With dipotassium peroxodisulfate; silver nitrate; In water; acetonitrile; at 80 ℃; for 3h;

DOI:10.1002/adsc.201701469

upstream raw materials:

3-phenyl-2,3-dihydro-1H-benzo[f]chromen-1-one

1-(2-hydroxynaphthalen-1-yl)-3-phenylpropane-1,3-dione

ethyl 3-oxo-3-phenylpropionate

β-naphthol

Downstream raw materials:

1-Phenyl-1-(phenylthio)-3-(1-naphthyl)-prop-1-ene-3-thione

3-phenyl-1H-naphtho<2,1-b>pyran-1-thione

3-(2-hydroxy-1-naphthyl)-5-(phenyl)-2-isoxazoline

phenoxy radical

Refernces

• 1、 Singh, Jatinder V.,Mal, Gurbachan,Kaur, Gurleen,Gupta, Manish K.,Singh, Amritpal,Nepali, Kunal,Singh, Harbinder,Sharma, Sahil,Bedi, S. Preet Mohinder. "Benzoflavone derivatives as potent antihyperuricemic agents". . p. 128 - 147. Retrieved 2019/01/30.
• 2、 Meng, Mengting,Wang, Guofang,Yang, Liangfeng,Cheng, Kai,Qi, Chenze. "Silver-catalyzed Double Decarboxylative Radical Alkynylation/Annulation of Arylpropiolic Acids with α-keto Acids: Access to Ynones and Flavones under Mild Conditions". . p. 1218 - 1231. Retrieved 2018/02/16.