3-Hydroxy-4'-methoxyflavone

Base Information

• Chemical Name: 3-Hydroxy-4'-methoxyflavone
• CAS No.: 6889-78-7
• Molecular Formula: C16H12O4
• Molecular Weight: 268.269
• Hs Code.: 2914509090
• European Community (EC) Number: 677-019-1
• NSC Number: 102030
• UNII: 328R9ELU9F
• DSSTox Substance ID: DTXSID60218967
• Nikkaji Number: J931H
• Wikidata: Q63408844
• Metabolomics Workbench ID: 24700
• ChEMBL ID: CHEMBL406834
• Mol file: 6889-78-7.mol

Synonyms:6889-78-7;4'-Methoxyflavonol;3-Hydroxy-4'-methoxyflavone;3-hydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one;3-hydroxy-2-(4-methoxyphenyl)chromen-4-one;4H-1-Benzopyran-4-one, 3-hydroxy-2-(4-methoxyphenyl)-;NSC 102030;NSC-102030;328R9ELU9F;2-(4-Methoxyphenyl)-3-hydroxyflavone;NSC102030;ST066904;4-METHOXYFLAVONOL;3-Hydroxy-4-methoxyflavone;UNII-328R9ELU9F;Oprea1_311422;Oprea1_769880;3-Hydroxy-4'-methoxyflavanone;CHEMBL406834;SCHEMBL4649637;DTXSID60218967;JS-057C;Flavone, 3-hydroxy-4'-methoxy-;IIBBFGMVMNZMGA-UHFFFAOYSA-N;HMS1766G03;3-Hydroxy-4'-methoxyflavone, 97%;LMPK12111617;MFCD00017682;STK753122;2-(4-Methoxyphenyl)-3-hydroxyflavon;AKOS000638962;3-Hydroxy-2-(4-methoxyphenyl)chromone;CCG-104046;NCGC00142582-01;PD117621;HY-111803;CS-0092575;EU-0034899;FT-0636282;H1405;3-hydroxy-2-(4-methoxyphenyl)-chromen-4-one;EN300-18222520;SR-01000395025;J-512615;SR-01000395025-1;Q63408844;Z56965928;3-Hydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one;4H-1-Benzopyran-4-one,3-hydroxy-2-(4-methoxyphenyl)-

Chemical Property of 3-Hydroxy-4'-methoxyflavone

Chemical Property:

• Melting Point: 233-234 °C
• Boiling Point: 426.7 °C at 760 mmHg
• Flash Point: 160.7 °C
• PSA: 59.67000
• Density: 1.353 g/cm³
• LogP: 3.17420
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 268.07355886
• Heavy Atom Count: 20
• Complexity: 407

Purity/Quality:

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

3-Hydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=C(C(=O)C3=CC=CC=C3O2)O

Technology Process of 3-Hydroxy-4'-methoxyflavone

There total 47 articles about 3-Hydroxy-4'-methoxyflavone 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: 93.0%

4'-methoxyflavone (4143-74-2) → 4'-(methoxy)-3-hydroxyflavone (6889-78-7)

Guidance literature:

With [bis(acetoxy)iodo]benzene; potassium hydroxide; In methanol; at 20 ℃; for 72h;

DOI:10.1055/s-0030-1258140

Reference yield: 92.0%

2-hydroxy-1-(2-hydroxyphenyl)ethanone (17375-96-1) + p-Methoxybenzoic anhydride (794-94-5) → 4'-(methoxy)-3-hydroxyflavone (6889-78-7)

Guidance literature:

With pyridine; hydrogenchloride; 1. 50 deg C, 15 min 2. 140 deg C, 50 min;

DOI:10.1016/0031-9422(90)85069-R

Reference yield: 91.0%

C17H16O6S → 4'-(methoxy)-3-hydroxyflavone (6889-78-7)

Guidance literature:

With montmorillonite KSF clay; at 120 ℃; for 0.0416667h; Microwave irradiation;

DOI:10.1002/hlca.201200336

upstream raw materials:

1-(2-hydroxy-phenyl)-3-(4-methoxy-phenyl)-propane-1,3-dione

2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one

2'-acetoxy-4-methoxychalcone dibromide

2-hydroxy-4-methoxy-trans(?)-chalcone

Downstream raw materials:

3,4'-Dimethoxyflavone

3-acetoxy-2-(4-methoxy-phenyl)-chromen-4-one

2-(4'-methoxyphenyl)-3-benzoyloxy-4-oxo-4H-1-benzopyran

4′-methoxyflavonyl β-D-glucopyranoside

Refernces

• 1、 Bader, Arjen N.,Pivovarenko, Vasyl G.,Demchenko, Alexander P.,Ariese, Freek,Gooijer, Cees. "Excited state and ground state proton transfer rates of 3-hydroxyflavone and its derivatives studied by shpol'skii spectroscopy: The influence of redistribution of electron density". . p. 10589 - 10595. Retrieved 2004.
• 2、 Chan, Ai-Ci,Chao, Yen-Cheng,Chen, Wei-Ling,Chen, Yun-Wen,Liu, Wei-Min,Ma, Shih-Ting,Tu, Ling-Hsien. "A Fluorogenic Molecule for Probing Islet Amyloid Using Flavonoid as a Scaffold Design". . p. 1482 - 1492. Retrieved 2020.
• 3、 Ashraf, Jamshaid,Mughal, Ehsan Ullah,Sadiq, Amina,Bibi, Maryam,Naeem, Nafeesa,Ali, Anser,Massadaq, Anam,Fatima, Nighat,Javid, Asif,Zafar, Muhammad Naveed,Khan, Bilal Ahmad,Nazar, Muhammad Faizan,Mumtaz, Amara,Tahir, Muhammad Nawaz,Mirzaei, Masoud. "Exploring 3-hydroxyflavone scaffolds as mushroom tyrosinase inhibitors: synthesis, X-ray crystallography, antimicrobial, fluorescence behaviour, structure-activity relationship and molecular modelling studies". . p. 7107 - 7122. Retrieved 2020/08/21.
• 4、 Bojarski, Piotr,Kozakiewicz, Karol,Liberek, Beata,Myszka, Henryk,Nowacki, Andrzej,Reszka, Milena,Serdiuk, Illia E.. "Influence of a 4′-substituent on the efficiency of flavonol-based fluorescent indicators of β-glycosidase activity". . p. 7635 - 7648. Retrieved 2020/10/14.