5526-54-5

Basic information

• Product Name: (3Z)-7-methoxy-3-[(4-methoxyphenyl)methylidene]-2,3-dihydro-4H-chromen-4-one
• CAS NO: 5526-54-5
• Molecular Formula: C₁₈H₁₆O₄
• Molecular Weight: 296.3172
• Mol File: 5526-54-5.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 499.3°C at 760 mmHg
• Flash Point: 222.8°C
• Density: 1.236g/cm³
• Vapor Pressure: 4.22E-10mmHg at 25°C
• Refractive Index: 1.62
• CAS DataBase Reference: (3Z)-7-methoxy-3-[(4-methoxyphenyl)methylidene]-2,3-dihydro-4H-chromen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3Z)-7-methoxy-3-[(4-methoxyphenyl)methylidene]-2,3-dihydro-4H-chromen-4-one(5526-54-5)
• EPA Substance Registry System: (3Z)-7-methoxy-3-[(4-methoxyphenyl)methylidene]-2,3-dihydro-4H-chromen-4-one(5526-54-5)

Safety Data

• Hazardous Substances Data: 5526-54-5(Hazardous Substances Data)

Upstream product

• 83162-84-9 Bonducellin 
• 74-88-4 methyl iodide 
• 123-08-0 4-hydroxy-benzaldehyde 
• 42327-52-6 7-methoxy-chroman-4-one 
• 214000-05-2 (E)-2-(3-Methoxy-phenoxymethyl)-3-(4-methoxy-phenyl)-acrylic acid methyl ester 
• 150-19-6 O-methylresorcine 
• 49855-03-0 3-(3-methoxyphenoxy)propionic acid 
• 214000-07-4 (E)-2-(3-Methoxy-phenoxymethyl)-3-(4-methoxy-phenyl)-acrylic acid 
• 123-11-5 4-methoxy-benzaldehyde 
• 20921-02-2 7-methoxy-3,4-dihydro-2H-1-benzopyran-2-one 
• 76240-27-2 7-hydroxy-2,3-dihydro-4H-chromen-4-one 
• 151884-07-0 2',4'-dihydroxy-3-chloropropiophenone 
• 108-46-3 recorcinol 
• 213999-88-3 methyl (2Z)-2-(bromomethyl)-3-(4-methoxyphenyl)prop-2-enoate 

Downstream Products

• 89622-16-2 7,4'-dimethoxy-3-benzylchroman-4-one 
• 885604-56-8 (Z)-7-methoxy-3-[(4-methoxyphenyl)methylene]chroman-4-one 
• 78439-94-8 3,3a-trans-2(H)-acetyl-7-methoxy-3-(p-methoxyphenyl)-3,3a-dihydropyrazolo<4,3-c><2H>chromene 
• 78439-94-8 3,3a-cis-2(H)-acetyl-7-methoxy-3-(p-methoxyphenyl)-3,3a-dihydropyrazolo<4,3-c><2H>chromene 
• 18651-17-7 7,4'-dimethoxy-3-methylflavone 
• 30779-89-6 7,4'-dimethoxy-3-benzylchromanone 
• 84354-04-1 7-methoxy-3--4H-1-benzopyran-4-one 

Relevant articles and documents

Asymmetric Transfer Hydrogenation of Arylidene-Substituted Chromanones and Tetralones Catalyzed by Noyori-Ikariya Ru(II) Complexes: One-Pot Reduction of C═C and C═O bonds

3-Arylidenechroman-4-ones and 2-arylidene-1-tetralones are hydrogenated to cis-benzylic alcohols in dr's and er's up to 99:1 via a C═C and C═O one-pot reduction in the presence of 2-5 mol % Noyori-Ikariya-type RuII chiral complexes and HCO2Na as a hydroge

Anti-inflammatory activities of selected synthetic homoisoflavanones

Four homoisoflavanones of the 3-benzylidene-4-chromanone type, some of which were previously isolated from Caesalpinia pulcherrima, were synthesised to determine their anti-inflammatory activity and cytotoxicity. A range of four different homoisoflavanones (compounds 4a-4d) were synthesised from the corresponding substituted phenols.1H-and 13C-NMR data together with high-resolution mass spectroscopy data were employed to elucidate the structures. Anti-inflammatory activity was determined in mice with acute croton oil-induced auricular dermatitis. Invitro cytotoxicity was tested against a Chinese hamster ovarian cell line using the 3-(4,5-dimethylthiazol-2-yl)-2,5- diphenyltetrazoliumbromide (MTT) assay. Compound 4a exhibited a tendency to inhibit oedema in a dose-dependent manner after 3 and 6 h of treatment. Compounds 4b-4d also inhibited oedema, although a clear dose-response relationship was not observed. Compounds 4a-4c were found to be less cytotoxic than compound 4d. Compound 4b was the least cytotoxic. Compounds 4a-4d exhibited anti-inflammatory activity and varying levels of cytotoxicity.

NOVEL 3-BENZYLIDINE AND 3-BENZYL SUBSTITUTED CHROMANONES

The present invention provides novel chromanone derivatives that are useful for the treatment of inflammatory diseases, cancer and age-related macular degeneration