5526-54-5

Upstream product

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

Downstream Products

• 84354-04-1 7-methoxy-3--4H-1-benzopyran-4-one 
• 18651-17-7 7,4'-dimethoxy-3-methylflavone 
• 30779-89-6 7,4'-dimethoxy-3-benzylchromanone 
• 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 
• 885604-56-8 (Z)-7-methoxy-3-[(4-methoxyphenyl)methylene]chroman-4-one 
• 89622-16-2 7,4'-dimethoxy-3-benzylchroman-4-one 

Relevant academic research and scientific papers

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

Synthesis and biological evaluation of 3-benzylidene-4-chromanone derivatives as free radical scavengers and α-glucosidase inhibitors

A series of 3-benzylidene-4-chromanone derivatives (3-20) were synthesized and the structure-activity relationships for antioxidant and α-glucosidase inhibitory activities were evaluated. Among synthesized compounds, compounds 5, 13, 18, which contain catechol moiety, showed the potent 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging activity (5: EC50 13 μM; 13: EC50 14 μM; 18: EC50 13 μM). The compounds 12, 14, 18 showed higher α-glucosidase inhibitory activity (12: IC50 15 μM; 14: IC50 25 μM; 18: IC50 28 μM). The compound 18 showed both of potent DPPH radical scavenging and α-glucosidase inhibitory activities. These data suggest that 3-benzylidene-4-chromanone derivatives, such as compound 18, may serve as the lead compound for the development of novel α-glucosidase inhibitors with antioxidant activity.

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.

Isolation, synthesis, and bioactivity of homoisoflavonoids from Caesalpinia pulcherrima

One new homoisoflavonoid, (3E)-2,3-dihydro-6,7-dimethoxy-3[(3-hydroxy-4- methoxyphenyl)methylene]-4H-1-benzopyran-4-one and four naturally new analogues, (3E)-3-(1,3-benzodioxol-5-ylmethylene)-2,3-dihydro-7-hydroxy-4H-1-benzopyran-4- one, (3E)-3-(1,3-benz

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

Synthesis and antioxidant properties of substituted 3-benzylidene-7-alkoxychroman-4-ones

A series of 3-benzylidene-7-alkoxychroman-4-one derivatives were synthesized and evaluated for their antioxidant activities. The antioxidant activity was assessed using three methods, namely, 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging, ferric

Synthesis, stereochemical assignments, and biological activities of homoisoflavonoids

A series of four naturally occurring homoisoflavonoids and eight analogs have been synthesized starting from an appropriately substituted phenol through chroman-4-one, in four steps. The products were assigned as E-isomers based on NMR spectroscopic data.

A new protocol for the syntheses of (E)-3-benzylidenechroman-4-ones: A simple synthesis of the methyl ether of bonducellin

Development of a simple new methodology for the synthesis of (E)-3-benzylidenechroman-4-ones using methyl 3-aryl-3-hydroxy-2-methylenepropanoates, the Baylis-Hillman adducts derived from methyl acrylate, and the application of this methodology for the syn

Chemistry of Homoisoflavonoids: Synthesis of Polyhydroxy 3-Benzylchromones and 3-Benzylchroman-4-ones without Protection and Deprotection of Hydroxyl Groups and a Convenient Preparation of Benzylidenechroman-4-ones

Catalytic transfer hydrogenation of hydroxyflavanones gives hydroxydihydrochalcones.These dihydrochalcones are converted into hydroxyhomoisoflavones and homoisoflavanones without protection and deprotection of hydroxyl groups.The condensation between chromanones and aryl aldehydes in the presence of dry p-toluenesulfonic acid in benzene or toluene gives benzylidenechromanones in good yields.The method is far superior to all other existing procedures.

Studies in Antifertility Agents: Part XXXII-Synthesis and Stereochemistry of 3,3a-trans- and cis-2(H)-Acetyl-3-aryl-3,3a-dihydropyrazolochromenes, Pyrazolobenzocycloalk-1-enes and 3,3a-trans- and cis-(2H)-Acetyl-3-aryl-8-methoxy-5-tosyl-3,3a,4,5-tetrahydropyrazolo<4,...

Condensation of 4-chromanones (1,2), benzocycloalkan-1-ones (3,4) and N-tosyl-6-methoxy-2,3-dihydro-4-quinolone (5) with araldehydes ( 6-9) in the presence of HCl, KOH and NaOMe respectively gives the corresponding arylideno-ketones (10-17).These arylidenes (10-17) when refluxed with NH2-NH2*H2O in AcOH furnish the title compounds, 3,3a-trans- and cis-2(H)-acetyl-3-aryl-3,3a-dihydropyrazolochromenes (18a,b-21a,b), pyrazolobenzocycloalk-1-enes (22a,b-23a,b), and 3,3a-trans- and cis-2(H)-acetyl-3-aryl-8-methoxy-5-tosyl-3,3a,4,5-tetrahydropyrazoloquinolines (24a,b-25a,b).This cis- and trans-isomers have been separated by column chromatography over silica gel or by fractional crystallization and their stereochemistry has been assigned on the basis of PMR decoupling studies.Refluxing of 3-benzylidene-4-chromanone (10) with PhNHNH2 furnishes 3,3a-trans-2,3-diphenyl-3,3a-dihydropyrazolochromene (26).Treatment of 4 with NH2NH2*H2O in AcOH affords its acethydrazone derivative (27).The trans- and cis-mixtures of compounds 24 and 25 show antiimplantation activity at 20 mg/kg dose in female albino rats.