55004-76-7

Basic information

• Product Name: 6,8-DIMETHYL-4-HYDROXYCOUMARIN
• Synonyms: 6,8-DIMETHYL-4-HYDROXYCOUMARIN;4-HYDROXY-6,8-DIMETHYL-2H-CHROMEN-2-ONE
• CAS NO: 55004-76-7
• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.2
• Mol File: 55004-76-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 254-260 °C(Solv: methanol (67-56-1); water (7732-18-5))
• Boiling Point: 366.4±42.0 °C(Predicted)
• Appearance: /
• Density: 1.315±0.06 g/cm3(Predicted)
• PKA: 4.50±1.00(Predicted)
• CAS DataBase Reference: 6,8-DIMETHYL-4-HYDROXYCOUMARIN(CAS DataBase Reference)
• NIST Chemistry Reference: 6,8-DIMETHYL-4-HYDROXYCOUMARIN(55004-76-7)
• EPA Substance Registry System: 6,8-DIMETHYL-4-HYDROXYCOUMARIN(55004-76-7)

Safety Data

• Hazardous Substances Data: 55004-76-7(Hazardous Substances Data)

Upstream product

• 1198-66-9 3,5-dimethyl-2-hydroxyacetophenone 
• 105-58-8 Diethyl carbonate 
• 877-53-2 2,4-dimethylphenyl acetate 
• 105-67-9 2,4-Xylenol 
• 141-82-2 malonic acid 
• 7446-70-0 aluminium trichloride 
• 60179-55-7 bis(2,6-dimethylphenyl) malonate 

Downstream Products

• 100057-35-0 2-(3-hydroxypropyl)-4,6-dimethylphenol 

Relevant articles and documents

Synthesis and anti-inflammatory activity of 2-oxo-2H-chromenyl and 2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates

Cycloaddition reaction of 4-chloro-2-oxo-2H-chromene-3-carbaldehydes (3a-g) and 4-chloro-2H-chromene-3-carbaldehydes (7a-h) with activated alkynes (4a-b) provided the 2-oxo-2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates (5a-n) and 2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates (8a-p). All the prepared compounds were screened for anti-inflammatory activity. In vitro anti-inflammatory activity data demonstrated that the compounds 5g, 5i, 5k-l and 8f are effective among the tested compounds against TNF-α (1.108 ± 0.002, 0.423 ± 0.022, 0.047 ± 0.001, 0.070 ± 0.002 and 0.142 ± 0.001 μM) in comparison with standard compound Prednisolone (0.033 ± 0.002 μM). Based on in vitro results, three compounds (5i, 5k and 8f) have been selected for in vivo experiments and these compounds are identified as better compounds with respect to anti-inflammatory activity in LPS induced mice model. Compound 5i was identified as potent and showed significant reduction in TNF-α and IL-6.

Synthesis of substituted 4-(4-((3-Nitro-2-oxo-2H-chromene-4-yl)amino)phenyl)morpholine-3-one coumarin derivatives

A series of novel 4-(4-amino phenyl) morpholine-3-one substituted coumarin derivatives have been prepared by chloramine coupling reaction and were identified. The novel synthetic route involves nucleophilic substitution reaction of 4-chloro-3-nitro-2H-chromene-2- one with 4-(4-amino phenyl)morpholine-3-one. Due to the presence of nitro group in coumarin derivatives make substitution reaction easy and convenient at low temperature. Using DMF as solvent and K2CO3 as base various substituted 4-(4-((3-nitro-2-oxo-2H-chromen- 4-yl)amino)phenyl)morpholine-3-one derivatives (YS-1 to YS-10) can be obtain in good yield and high purity. Structural characterization of all synthesized compound was done by NMR, Mass and IR spectra.