55004-77-8

Basic information

• Product Name: 4-HYDROXY-6 7-DIMETHYLCOUMARIN 98
• Synonyms: 4-HYDROXY-6 7-DIMETHYLCOUMARIN 98
• CAS NO: 55004-77-8
• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.197
• Product Categories: Coumarin;Building Blocks;Coumarins;Heterocyclic Building Blocks
• Mol File: 55004-77-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 248-251 °C(lit.)
• Boiling Point: 378.1 °C at 760 mmHg
• Flash Point: 170.7 °C
• Appearance: /
• Density: 1.315 g/cm³
• Vapor Pressure: 2.56E-09mmHg at 25°C
• PKA: 4.50±1.00(Predicted)
• CAS DataBase Reference: 4-HYDROXY-6 7-DIMETHYLCOUMARIN 98(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-6 7-DIMETHYLCOUMARIN 98(55004-77-8)
• EPA Substance Registry System: 4-HYDROXY-6 7-DIMETHYLCOUMARIN 98(55004-77-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: PG3
• WGK Germany: 3
• Hazardous Substances Data: 55004-77-8(Hazardous Substances Data)

Usage

General Description

4-HYDROXY-6 7-DIMETHYLCOUMARIN 98 is a chemical compound that is 98% pure. It is a derivative of coumarin, a natural substance found in many plants, and is commonly used in the production of perfumes, cosmetics, and pharmaceuticals. This chemical is known for its sweet and fresh odor, and is often used as a fixative in fragrances. It is also used as a flavoring agent in food products and beverages. In addition, 4-HYDROXY-6 7-DIMETHYLCOUMARIN 98 has potential medicinal properties, such as antioxidant and anti-inflammatory effects, and has been studied for its potential use in treating certain conditions.

InChI:InChI=1/C11H10O3.H2O/c1-6-3-8-9(12)5-11(13)14-10(8)4-7(6)2;/h3-5,12H,1-2H3;1H2

Upstream product

• 22618-23-1 3,4-dimethylphenyl acetate 
• 95-65-8 3,4-Dimethylphenol 
• 36436-65-4 2-acetyl-4,5-dimethylphenol 
• 105-58-8 Diethyl carbonate 

Downstream Products

• 98411-90-6 5-(2-Hydroxy-4,5-dimethyl-phenyl)-2-methyl-2,4-dihydro-pyrazol-3-one 
• 1152668-63-7 4-(4-methoxyphenyl)-6,7-dimethyl-2H-chromen-2-one 
• 1152668-68-2 C₁₇H₁₃ClO₂ 
• 1416056-15-9 4-O-benzoyl-6,7-dimethylcoumarin 

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.

Affinity-based small fluorescent probe for NAD(P)H:quinone oxidoreductase 1 (NQO1). Design, synthesis and pharmacological evaluation

NQO1 is a dimeric flavoprotein which intimately associated with cancer and overexpressed in the cytosol of numerous human tumor cells. Given that the cellular environment is quite dynamic and versatile, further investigation of the function of NQO1 depends on tools for specific detection of it. Currently, several activity-based assays have been developed to detect NQO1-expressing cancerous tissues. Herein, we report the development of a functional affinity-based small-molecule probe which is composed of a potent small-molecule NQO1 inhibitor 3d as the recognition group, a linker and the fluorophores group FITC. The probe exhibits good inhibitory activity of NQO1 and has been successfully used to label the protein in A549 cells at the micromolar level. These features make the probe favorable for mechanistic studies and cancer diagnostic biomarker. Based on these preliminary results, our laboratory will focus on the further development of fluorescent probe for NQO1, which could be anticipated to be applied in physiological and pathological studies of NQO1.

Palladium-catalyzed oxidative annulation via C-H/N-H functionalization: Access to substituted pyrroles

Pyrroles, ubiquitous bioactive heterocycles in nature, are readily prepared via a palladium-catalyzed oxidative annulation of cyclic trans-enamines to various internal alkynes in the absence of a directing group. Copyright