3779-03-1

Basic information

• Product Name: 9-METHOXY-2,3-DIHYDROFURO[3,2-G]COUMARIN
• Synonyms: 9-METHOXY-2,3-DIHYDROFURO[3,2-G]COUMARIN;2-g][1]benzopyran-7-one,2,3-dihydro-9-methoxy-7h-furo[;2,3-dihydro-9-methoxy-7H-furo[3,2-g][1]benzopyran-7-one;4',5'-Dihydro-8-methoxypsoralen;9-Methoxy-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one;2,3-dihydroxanthotoxin;9-Methoxy-2H-furo[3,2-g]chroMen-7(3H)-one
• CAS NO: 3779-03-1
• Molecular Formula: C₁₂H₁₀O₄
• Molecular Weight: 218.21
• EINECS: 223-238-9
• Mol File: 3779-03-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 421 °C at 760 mmHg
• Flash Point: 192.2 °C
• Appearance: /
• Density: 1.353 g/cm³
• Vapor Pressure: 2.69E-07mmHg at 25°C
• Refractive Index: 1.606
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• CAS DataBase Reference: 9-METHOXY-2,3-DIHYDROFURO[3,2-G]COUMARIN(CAS DataBase Reference)
• NIST Chemistry Reference: 9-METHOXY-2,3-DIHYDROFURO[3,2-G]COUMARIN(3779-03-1)
• EPA Substance Registry System: 9-METHOXY-2,3-DIHYDROFURO[3,2-G]COUMARIN(3779-03-1)

Safety Data

• Hazardous Substances Data: 3779-03-1(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 3779-03-1 differently. You can refer to the following data:
1. 4',5'-Dihydro-8-methoxypsoralen is a furocouramin derivative with insect antifeeding activity. 4',5'-Dihydro-8-methoxypsoralen is dihydro impurity as well as a metabolite of 8-Methoxypsoralen (M260795 ), also known as Methoxsalen.
2. 4'',5''-Dihydro-8-methoxypsoralen is a furocouramin derivative with insect antifeeding activity. 4'',5''-Dihydro-8-methoxypsoralen is dihydro impurity as well as a metabolite of 8-Methoxypsoralen (M260795), also known as Methoxsalen.

InChI:InChI=1/C12H10O4/c1-14-12-10-8(4-5-15-10)6-7-2-3-9(13)16-11(7)12/h2-3,6H,4-5H2,1H3

Upstream product

• 6272-27-1 6,7-dihydroxybenzofuran-3[2H]-one 
• 42484-95-7 2,3-dihydro-benzofuran-6,7-diol 
• 298-81-7 9-methoxy-7H-furo[3,2-g][1]benzopyran-7-one 
• 186581-53-3 diazomethane 
• 68123-30-8 Dihydro-8-hydroxypsoralen 

Downstream Products

• 1930-59-2 4',5'-Dihydro-5-amino-8-methoxypsoralen 

Relevant articles and documents

Synthetic models related to methoxalen and menthofuran-cytochrome P450 (CYP) 2A6 interactions. Benzofuran and coumarin derivatives as potent and selective inhibitors of CYP2A6

Human microsomal cytochrome P450 (CYP) 2A6 contributes extensively to nicotine detoxication but also activates tobacco-specific procarcinogens to mutagenic products. We prepared a series of benzofuran and coumarin derivatives that have inhibitory effects on the activity of human CYP2A6. The reported compounds methoxalen and menthofuran had potent inhibitory effects on the activity of CYP2A6 with IC50 values of 0.47 μM and 1.27 μM, respectively. Synthetic benzofuran (4-methoxybenzofuran: IC50=2.20 μM) and coumarin (5-methoxycoumarin: IC50=0.13 μM and 6-methoxycoumarin: IC50=0.64 μM) derivatives, which have more selective effects than those of methoxalen and menthofuran, exhibited comparable activities against CYP2A6. These compounds can be used as a lead compounds in the design of CYP2A6 inhibitor drugs to reduce smoking and tobacco-related cancers.

Reduced and quaternized psoralens as photo-activated therapeutics

The invention features phototherapeutic compositions comprising Type 1, Type 2, or Type 3 psoralens and methods of using such compounds for treatment of proliferative diseases of skin, blood and bone marrow.

Transfer hydrogenations of furocoumarin derivatives

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