Name | 4-Methylesculetin |
Synonyms | methylesculetin 4-METHYLESCULETIN 4-Methylesculetin 4-methylaesculetin METHYLESCULETIN, 4- 6,7-DIHYDROXY-4-METHYLCOUMARIN 6,7-Dihydroxy-4-methylcoumarin 6,7-DIHYDROXY-4-METHYL-CHROMEN-2-ONE 6,7-dihydroxy-4-methyl-2H-chromen-2-one (6,7-Dihydroxy-4-methylcoumarin)4-Methylesculetin 4-Methylesculetin, (6,7-Dihydroxy-4-methylcoumarin) |
CAS | 529-84-0 |
EINECS | 208-470-0 |
InChI | InChI=1/C10H8O4/c1-5-2-10(13)14-9-4-8(12)7(11)3-6(5)9/h2-4,11-12H,1H3 |
Molecular Formula | C10H8O4 |
Molar Mass | 192.17 |
Density | 1.0825 (rough estimate) |
Melting Point | 274-276°C(lit.) |
Boling Point | 248.14°C (rough estimate) |
Flash Point | 190.7°C |
Solubility | Soluble in hot water, alcohol, acetic acid, concentrated sulfuric acid and dilute alkali |
Vapor Presure | 6.46E-09mmHg at 25°C |
Appearance | Yellow needle crystal |
Color | Light brown |
Maximum wavelength(λmax) | ['348nm, 292nm'] |
BRN | 162550 |
pKa | 8.72(at 25℃) |
Storage Condition | Sealed in dry,2-8°C |
Refractive Index | 1.4440 (estimate) |
MDL | MFCD00006859 |
Physical and Chemical Properties | Yellow needle-like crystals. The melting point was 272-274 °c. Soluble in hot water, alcohol, acetic acid, concentrated sulfuric acid and dilute alkali, the solution is blue fluorescence, in the case of ferric chloride is green. |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
WGK Germany | 2 |
RTECS | GN6384500 |
FLUKA BRAND F CODES | 8 |
TSCA | Yes |
HS Code | 29322985 |
Hazard Class | IRRITANT |
pH indicator color change ph range | Colorless (4.0) to blue 1 uorescent (6.2) |
main applications | Electroluminescent device, photoresists, photography, analytical reagent, cosmetics, hair dye, shampoo, antioxidant, hypotensive agent, antiimfiammatroy agent, antiviral agent, multidrug resistance (MDR) modulator, inhibitory effect onmelanin biosynthesis, protective agent against DNA damage, antimutagenic agent, detection of tumor cell-specific cytotoxicity, antiproliferative againt against cancer cells, analysis of human pancreatice cancer cell activity, chondroprotective agent |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
biological activity | 4-methylesculetin is a coumarin derivative with strong antioxidant and anti-inflammatory activities. 4-Methylesculetin inhibited myeloperoxidase (MPO) activity and decreased IL-6 levels. |
Target | Value |
use | as a fluorescent indicator. |
Production method | Phenyltriacetate is formed from benzoquinone and acetic anhydride in the presence of concentrated acid. Under the action of dilute sulfuric acid, it reacts with ethyl acetoacetate, and the reactants are poured into ice water to precipitate the crude methyl heptine, and the filtered crystals are recrystallized with water to obtain the finished product. |