71972-66-2

Basic information

• Product Name: 4H-1-Benzopyran-4-one,3-methyl-2-phenyl-(9CI)
• Synonyms: 4H-1-Benzopyran-4-one,3-methyl-2-phenyl-(9CI);2-Phenyl-3-methyl-4H-1-benzopyran-4-one;3-Methylflavone;Rec-1-0025;3-Methyl-2-phenyl-4H-1-benzopyran-4-one;3-Metilflavone;3-Metilflavone [italian];Brn 0180009
• CAS NO: 71972-66-2
• Molecular Formula: C₁₆H₁₂O₂
• Molecular Weight: 236.27
• Product Categories: FLAVONE
• Mol File: 71972-66-2.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 374.7°C at 760 mmHg
• Flash Point: 170.1°C
• Appearance: /
• Density: 1.197g/cm³
• Vapor Pressure: 8.2E-06mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 4H-1-Benzopyran-4-one,3-methyl-2-phenyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-Benzopyran-4-one,3-methyl-2-phenyl-(9CI)(71972-66-2)
• EPA Substance Registry System: 4H-1-Benzopyran-4-one,3-methyl-2-phenyl-(9CI)(71972-66-2)

Safety Data

• Hazardous Substances Data: 71972-66-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H12O2/c1-11-15(17)13-9-5-6-10-14(13)18-16(11)12-7-3-2-4-8-12/h2-10H,1H3

Upstream product

• 610-99-1 1-(2-Hydroxy-phenyl)-propan-1-on 
• 107-85-7 1-amino-3-methylbutane 
• 116703-60-7 2,3-dihydro-t-mesyloxy-c-3-methyl-r-2-phenyl-4H-1-benzopyran-4-one 
• 525-82-6 FLAVONE 
• 333-27-7 methyl trifluoromethanesulfonate 
• 127-08-2 potassium acetate 
• 98-88-4 benzoyl chloride 
• 673-32-5 1-Phenylprop-1-yne 
• 90-02-8 salicylaldehyde 
• 614-45-9 tert-Butyl peroxybenzoate 
• 21615-34-9 2-Methoxybenzoyl chloride 
• 100-39-0 benzyl bromide 
• 64686-65-3 2'-benzyloxypropiophenone 
• 65-85-0 benzoic acid 

Downstream Products

• 29220-20-0 3-acetoxymethyl-2-phenyl-4H-chromen-4-one 
• 29210-21-7 3-(hydroxymethyl)-2-phenyl-4H-chromen-4-one 
• 118092-39-0 3-bromomethyl-2-phenyl-4H-chromen-4-one 
• 859439-78-4 3-methyl-2-phenyl-chromene-4-thione 

Relevant articles and documents

SUBSTITUTED PYRIMIDINE COMPOUNDS AS PHOSPHATIDYLINOSITOL 3-KINASE DELTA INHIBITOR AND USE THEREOF

The present invention belongs to the field of medicinal chemistry, and relates to substituted pyrimidine compounds as phosphatidylinositol 3-kinase (PI3K) δ inhibitor and a use thereof. In particular, the present invention provides a compound as shown by formula I or an isomer, pharmaceutically acceptable salt, solvate or prodrug thereof, the preparation methods of same and pharmaceutical compositions containing these compounds and a use of these compounds or compositions for treating cancer, hyperblastosis diseases or inflammatory diseases. The compounds of the present invention have a good inhibiting activity on PI3Kδ and have a high selectivity. It is hoped that these will be therapeutic agents for cancer, hyperblastosis diseases or inflammatory diseases.

C-H Functionalization via Remote Hydride Elimination: Palladium Catalyzed Dehydrogenation of ortho-Acyl Phenols to Flavonoids

Although deprotonation of electron-poor C-H bonds to carbon anions with bases has long been known and widely used in organic synthesis, the hydride elimination from electron-rich C-H bonds to carbon cations or partial carbocations for the introduction of nucleophiles is a comparatively less explored area. Here we report that the carbonyl β-C(sp3)-H bond hydrogens of ortho-acyl phenols could be substituted by intramolecular phenolic hydroxyls to form O-heterocycles, followed by dehydrogenation of the O-heterocycle into flavonoids. The cascade reaction is catalyzed by Pd/C without added oxidants and sacrificing hydrogen acceptors.

Iron(III)-Catalyzed Peroxide-Mediated C-3 Functionalization of Flavones

An iron(III)-catalyzed C-3 functionalization of flavones has been achieved using tert-butyl peroxybenzoate (TBPB)/potassium persulphate (K2S2O8) oxidant combinations with a suitable solvent. In the presence of iron(III)/tert-butyl peroxybenzoate/potassium persulphate, the reaction of flavones in cycloalkanes afforded exclusive C-3 cycloalkylation via Csp2–Csp3coupling, whereas the solvent N,N-dialkylformamide provided C-3 amidation via Csp2–Csp3coupling. Under identical reaction conditions just by switching the solvent to chlorobenzene, C-3 methylated flavones were obtained where tert-butyl peroxybenzoate (TBPB) served as the source of the methyl group. (Figure presented.).