4'-Methoxyflavanone

Base Information

• Chemical Name: 4'-Methoxyflavanone
• CAS No.: 97005-76-0
• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.285
• European Community (EC) Number: 804-949-9
• NSC Number: 50187
• DSSTox Substance ID: DTXSID80914217
• Nikkaji Number: J120.922A
• Metabolomics Workbench ID: 74406
• ChEMBL ID: CHEMBL241909
• Mol file: 97005-76-0.mol

Synonyms:4'-Methoxyflavanone;97005-76-0;3034-08-0;Flavanone, 4'-methoxy-;2-(4-methoxyphenyl)chroman-4-one;NSC-50187;2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one;NSC50187;CHEMBL241909;4H-1-Benzopyran-4-one, 2,3-dihydro-2-(4-methoxyphenyl)-;4H-1-Benzopyran-4-one, 2,3-dihydro-2-(4-methoxyphenyl)-, (S)-;XR5E5L2ZYW;4'-Methoxyflavanone, (S)-;2-(4-Methoxy-phenyl)-chroman-4-one;4''-Methoxyflavanone;ST070122;UNII-XR5E5L2ZYW;2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one;Oprea1_176638;Oprea1_635195;MLS000574900;SCHEMBL127704;MEGxp0_001700;ACon1_000211;CHEBI:63329;DTXSID80914217;QIUYUYOXCGBABP-UHFFFAOYSA-N;(S)-2,3-Dihydro-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one;HMS2194L24;HMS3328G04;BDBM50310195;MFCD00017704;AKOS024283785;SMR000156254;WS-01001;(+/-)-2-(4-methoxyphenyl)chroman-4-one;FT-0634615;C19895;D86466;2-(4-Methoxyphenyl)-2,3-dihydro-4H-chromen-4-one;BRD-A59654870-001-01-6;2-(4-Methoxyphenyl)-2,3-dihydro-4H-chromen-4-one #;4H-1-Benzopyran-4-one,3-dihydro-2-(4-methoxyphenyl)-;2,3-dihydro-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one;2-(4-Methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one

Chemical Property of 4'-Methoxyflavanone

Chemical Property:

• Melting Point: 155-158℃
• Boiling Point: 421.8oC at 760 mmHg
• Flash Point: 200.7oC
• PSA: 35.53000
• Density: 1.199g/cm3
• LogP: 3.40170
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 254.094294304
• Heavy Atom Count: 19
• Complexity: 320

Purity/Quality:

99% ^*data from raw suppliers

4'-METHOXYFLAVANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2CC(=O)C3=CC=CC=C3O2

Technology Process of 4'-Methoxyflavanone

There total 52 articles about 4'-Methoxyflavanone 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%

[E]-3-(p-methoxyphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one (34000-29-8) → 2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one (3034-08-0,93921-53-0,97005-76-0)

Guidance literature:

In ethyl acetate; for 10h; Irradiation;

Reference yield: 92.0%

1-(2-hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one (3327-24-0) → 2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one (3034-08-0,93921-53-0,97005-76-0)

Guidance literature:

With silica ferric hydrogensulphate; In ethanol; for 9h; Reflux;

DOI:10.1080/14786419.2013.872103

Reference yield: 89.0%

o-hydroxyacetophenone (118-93-4,104809-67-8) + 4-methoxy-benzaldehyde (123-11-5) → 2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one (3034-08-0,93921-53-0,97005-76-0)

Guidance literature:

With aniline; calcium chloride; In ethanol; for 8h; Reflux;

DOI:10.1007/s00044-017-1813-1

upstream raw materials:

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

4'-methoxyflavanone hydrazone

2-(4-methoxyphenyl)chroman-4-one oxime

[E]-3-(p-methoxyphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one

Downstream raw materials:

4'-methoxyflavone

4'-(methoxy)-3-hydroxyflavone

3,3-dibromo-2-(3-bromo-4-methoxy-phenyl)-chroman-4-one

C₁₇H₁₇N₃O₃

Refernces

• 1、 Kiruthiga, Natarajan,Saravanan, Govindaraj,Selvinthanuja, Chellappa,Sivakumar, Thangavel,Srinivasan, Kulandaivel. "Glycolytic inhibition and antidiabetic activity on synthesized flavanone scaffolds with computer aided drug designing tools". . p. 574 - 592. Retrieved 2021/09/30.
• 2、 Nitschke, Marcia,Porto, André Luiz Meleiro,de Matos, Iara Lisboa. "B regioselective and chemoselective biotransformation of 2′-hydroxychalcone derivatives by marine-derived fungi". . . Retrieved 2021/08/06.