30779-91-0

Basic information

• Product Name: (3E)-2,3-dihydro-7-methoxy-3-(phenylmethylene)-4H-1-benzopyran-4-one
• Synonyms: (3E)-2,3-dihydro-7-methoxy-3-(phenylmethylene)-4H-1-benzopyran-4-one
• CAS NO: 30779-91-0
• Molecular Weight: 266.296
• Mol File: 30779-91-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (3E)-2,3-dihydro-7-methoxy-3-(phenylmethylene)-4H-1-benzopyran-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3E)-2,3-dihydro-7-methoxy-3-(phenylmethylene)-4H-1-benzopyran-4-one(30779-91-0)
• EPA Substance Registry System: (3E)-2,3-dihydro-7-methoxy-3-(phenylmethylene)-4H-1-benzopyran-4-one(30779-91-0)

Safety Data

• Hazardous Substances Data: 30779-91-0(Hazardous Substances Data)

Upstream product

• 150-19-6 O-methylresorcine 
• 76240-27-2 7-hydroxy-2,3-dihydro-4H-chromen-4-one 
• 151884-07-0 2',4'-dihydroxy-3-chloropropiophenone 
• 108-46-3 recorcinol 
• 49855-03-0 3-(3-methoxyphenoxy)propionic acid 
• 6279-84-1 β-(m-methoxyphenoxy)propionitrile 
• 100-52-7 benzaldehyde 
• 42327-52-6 7-methoxy-chroman-4-one 

Downstream Products

• 76285-80-8 4--3-benzyl-7-methoxychroman 
• 76285-82-0 4--3-benzyl-7-methoxychroman 
• 76285-79-5 4-(p-acetoxyphenyl)-3-benzyl-7-methoxychroman 
• 76285-77-3 4-(p-hydroxyphenyl)-3-benzyl-7-methoxychroman 
• 76285-75-1 3-benzyl-7-methoxy-4-chromanol 
• 103688-24-0 2,4-dihydro-7-methoxy-3-phenyl-2H-<1>benzopyrano<4,3-c>pyrazole 
• 78431-38-6 3,3a-trans-2(H)-acetyl-7-methoxy-3-phenyl-3,3a-dihydropyrazolo<4,3-c><2H>chromene 
• 78431-38-6 3,3a-cis-2(H)-acetyl-7-methoxy-3-phenyl-3,3a-dihydropyrazolo<4,3-c><2H>chromene 
• 57330-62-8 3-benzyl-7-methoxy-3,α-oxido-4-chromanone 
• 76285-73-9 3-benzyl-7-methoxy-4-chromanone 
• 76285-72-8 3-benzyl-7-methoxychroman 
• 65023-67-8 8-methoxy-2,4-diphenyl-5H-chromeno[4,3-b]pyridine 

Relevant articles and documents

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.

Studies in Antifertility Agents: Part XXIX - synthesis of 4--3-benzylchromans

7-H/Methoxy-4-chromanones (1, 2), obtained by PPA cyclization of the respective β-aryloxypropionic acids, on treatment with araldehydes (3, 4) give the corresponding 3-arylidene-4-chromanones (5, 6).Catalytic hydrogenation of 5 and 6 over Pd-C (10percent) with one mole of hydrogen affords 3-benzyl-4-chromanones (7, 8), while hydrogenation of 6 yields 3-benzyl-7-methoxychroman (9).NaBH4 reduction of 7 and 8 gives the corresponding 4-chromanols (10, 11) as a mixture of 3,4-cis- and -trans-isomers, which are arylated as such with PhOH-AlCl3 to give 4-(p-hydroxyphenyl)chromans(12, 13) as the main products.Treatment of 12 and 13 with Ac2O-pyridine and with p-NO2C6H4COCl-pyridine yields the corresponding p-acetoxy (14, 15) and p-nitrobenzoyloxy (16, 17) derivatives.Alkylation of 12 and 13 with N-(β-chloroethyl)pyrrolidine hydrochloride furnishes the title compounds, 4--3-(p-chloro/H)benzyl-7-H/methoxy-chromans (18, 19).None of these compounds prevents pregnancy at 5 mg/kg dose in rats.