70794-01-3

Basic information

• Product Name: 8-METHYLFLAVONE
• Synonyms: 8-METHYLFLAVONE;8-methyl-2-phenyl-4H-chromen-4-one
• CAS NO: 70794-01-3
• Molecular Formula: C₁₆H₁₂O₂
• Molecular Weight: 236.27
• Product Categories: Mono-substituted Flavones
• Mol File: 70794-01-3.mol

Chemical Properties

• Boiling Point: 393.9°C at 760 mmHg
• Flash Point: 182.8°C
• Appearance: /
• Density: 1.208g/cm³
• Vapor Pressure: 2.06E-06mmHg at 25°C
• Refractive Index: 1.623
• CAS DataBase Reference: 8-METHYLFLAVONE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-METHYLFLAVONE(70794-01-3)
• EPA Substance Registry System: 8-METHYLFLAVONE(70794-01-3)

Safety Data

• Hazardous Substances Data: 70794-01-3(Hazardous Substances Data)

Usage

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

Upstream product

• 824-42-0 2-methoxy-3-methylbenzaldehyde 
• 20718-17-6 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-1-phenylethan-1-one 
• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 95-48-7 ortho-cresol 
• 98-88-4 benzoyl chloride 
• 191157-93-4 2-acetyl-6-methylphenyl benzoate 
• 699-91-2 2-acetyl-6-methylphenol 
• 58483-54-8 1-(2'-hydroxy-3'-methylphenyl)-3-phenylpropan-1,3-dione 
• 533-18-6 2-methylphenyl acetate 

Downstream Products

• 140885-88-7 C₁₈H₁₅NO₃ 
• 140885-94-5 Acetic acid 2-methyl-6-(3-phenyl-isoxazol-5-yl)-phenyl ester 
• 140885-79-6 8-methylflavone oxime 
• 98-86-2 acetophenone 
• 140885-85-4 5-(2-hydroxy-3-methylphenyl)-3-phenylisoxazole 
• 140885-99-0 8-methyl-2-phenyl-4H-1-benzopyran-4-thione 

Relevant articles and documents

Rhodium(III)-catalyzed one-pot synthesis of flavonoids from salicylaldehydes and sulfoxonium ylides

Rh(III)-catalyzed C–H activation of salicylaldehyde followed by an insertion reaction with sulfoxonium ylides and cyclization is applied to the synthesis of flavonoids. This one-pot strategy exhibits good functional group tolerance and gives flavones in moderate-to-good yields.

Synthesis of 4H-Chromen-4-one Derivatives by Intramolecular Palladium-Catalyzed Acylation of Alkenyl Bromides with Aldehydes

The palladium-catalyzed intramolecular acylation of alkenyl bromides and aldehydes was developed for an efficient synthesis of 4H-chromen-4-ones. With Pd(PPh3)4/Xphos as the catalyst and K2CO3 as the base, this protocol was applied to synthesize a small library of diversely functionalized flavonoids in moderate to good yields in 1,4-dioxane.

Fast synthesis of some flavones under microwave irradiation

Reactions under microwave irradiation occur under solvent free conditions. Such reactions occur in much shorter time than the usual ones. Fast synthesis of flavone from o-hydroxyacetophenone has been achieved in three steps under microwave irradiation.

Refinement and evaluation of a pharmacophore model for flavone derivatives binding to the benzodiazepine site of the GABAA receptor

To further develop and evaluate a pharmacophore model previously proposed by Cook and co-workers (Drug Des. Discovery 1995, 12, 193-248) for ligands binding to the benzodiazepine site of the GABAA receptor, 40 new flavone derivatives have been synthesized and their affinities for the benzodiazepine site have been determined. Two new regions of steric repulsive interactions between ligand and receptor have been characterized, and the receptor region in the vicinity of 6- and 3′-substituents has been mapped out. 2′-Hydroxy substitution is shown to give a significant increase in affinity, which is interpreted in terms of a novel hydrogen bond interaction with the previously proposed hydrogen bond-accepting site A2. On the basis of the results of these studies and the refined pharmacophore model, 5′-bromo-2′-hydroxy-6-methylflavone, the highest affinity flavone derivative reported so far (Ki = 0.9 nM), was successfully designed. A comparison of the pharmacophore model with a recently proposed alternative model (Marder; et al. Bioorg. Med. Chem., 2001, 9, 323-335) has been made.