518-20-7

Basic information

• Product Name: PYRANOCOUMARIN
• Synonyms: 3,4-DIHYDRO-2-METHOXY-2-METHYL-4-PHENYL-2H,5H-PYRANO[3,2-C][1]-BENZOPYRAN-5-ONE;PYRANOCOUMARIN;PYRANOCUMARIN;2h,5h-pyrano(3,2-c)(1)benzopyran-5-one,3,4-dihydro-2-methoxy-2-methyl-4-phenyl;2H,5H-Pyrano[3,2-c][1]benzopyran-5-one, 3,4-dihydro-2-methoxy-2-methyl-4-phenyl-;2-Methoxy-2-methyl-4-phenyl-3,4-dihydro-2H,5H-pyrano[3,2-c]chromen-5-one;2-methyl-2-methoxy-4-phenyl-3,4-dihydro-pyrano-(3,2-c)-cumarin;3,4-dihydro-2-methoxy-2-methyl-4-phenyl-2h,5h-pyrano(3,2-c)(1)benzopyran-5-o
• CAS NO: 518-20-7
• Molecular Formula: C₂₀H₁₈O₄
• Molecular Weight: 322.35
• EINECS: 208-248-3
• Product Categories: Alpha sort;N-PAlphabetic;P;Pesticides&Metabolites;PU - PZ
• Mol File: 518-20-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 166°
• Boiling Point: 488.6°C at 760 mmHg
• Flash Point: 216.2°C
• Appearance: /
• Density: 1.27g/cm³
• Vapor Pressure: 1.07E-09mmHg at 25°C
• Refractive Index: 1.624
• Merck: 13,2746
• BRN: 290680
• CAS DataBase Reference: PYRANOCOUMARIN(CAS DataBase Reference)
• NIST Chemistry Reference: PYRANOCOUMARIN(518-20-7)
• EPA Substance Registry System: PYRANOCOUMARIN(518-20-7)

Safety Data

• Hazard Codes: T+
• Statements: 27
• Safety Statements: 28-36/37-45
• RIDADR: 2811
• WGK Germany: 3
• RTECS: UQ0335200
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 518-20-7(Hazardous Substances Data)

Usage

Uses

Pyranocoumarin is useful in studying the antioxidant activity of different types of coumarin compounds via an in-silico model of DPPH.

InChI:InChI=1/C20H18O4/c1-20(22-2)12-15(13-8-4-3-5-9-13)17-18(24-20)14-10-6-7-11-16(14)23-19(17)21/h3-11,15H,12H2,1-2H3

Upstream product

• 67-56-1 methanol 
• 113950-47-3 warfarin 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 1896-62-4 (E)-benzalacetone 
• 7647-01-0 hydrogenchloride 
• 4438-85-1 3H-chromene-2,4-dione 
• 116-11-0 2-Methoxypropene 
• 100-52-7 benzaldehyde 
• 81-81-2 warfarin 
• 122-57-6 1-Phenylbut-1-en-3-one 

Downstream Products

• 52508-48-2 warfarin 
• 113950-47-3 warfarin 
• 15151-14-1 2-methyl-4-phenylpyrano[3,2-c]chromen-5(4H)-one 

Relevant articles and documents

New selective cyclooxygenase-2 inhibitors from cyclocoumarol: Synthesis, characterization, biological evaluation and molecular modeling

In this work, a serie of cyclocoumarol derivatives was designed, synthesized, characterized and studied for their potentialities as selective inhibitors of COX-2. All target compounds have been screened for their anti-inflammatory activity by the assay of PGE2 production. Among them, compound 5d exhibited the most potent inhibitory activity with a PGE2 inhibition compared to NS-398 (79% and 88% respectively) and showed non-inhibitory activity towards the COX-1 enzyme. Docking studies revealed the capacity of this compound to occupy the selective COX-2 cavity establishing additional hydrogen bonds between the oxygen of the methoxy group and the His90 and Arg513 of the binding site of the enzyme.

High-yield synthesis of warfarin and its phenolic metabolites: New compounds

A novel synthesis of warfarin and phenolic warfarin metabolites is presented which results in higher yields than previous methods.