| Identification | More | [Name]
3-CHLORO-7-HYDROXY-4-METHYLCOUMARIN | [CAS]
6174-86-3 | [Synonyms]
3-CHLORO-4-METHYLUMBELLIFERONE
3-CHLORO-7-HYDROXY-4-METHYL-2H-CHROMEN-2-ONE
3-CHLORO-7-HYDROXY-4-METHYLCOUMARIN
AKOS BBS-00008033
3-chloro-7-hydroxy-4-methyl-2h-1-benzopyran-2-on
3-chloro-7-hydroxy-4-methyl-2-benzopyrone
3-CHLORO-7-HYDROXY-4-METHYL-2H-1-BENZOPYRAN-2-ONE
3-Chloro-4-methyl-7-hydroxycoumarine
chlorferron
3-CHLORO-7-HYDROXY-4-METHYLCOUMARIN 98%
3-Chloro-4-methyl-7-hydroxy-2H-1-benzopyran-2-one
Chlorferone | [EINECS(EC#)]
228-217-8 | [Molecular Formula]
C10H7ClO3 | [MDL Number]
MFCD00006851 | [Molecular Weight]
210.61 | [MOL File]
6174-86-3.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves . | [WGK Germany ]
3
| [TSCA ]
Yes | [HS Code ]
29329900 |
| Hazard Information | Back Directory | [Uses]
Labelled Chlorferon is has α-Glucosidase inhibitory antihyperglycemic activity of substituted chromenone derivatives. Also used in the synthesis of fluorogenic substrates for the detection of bacterial β-Galactosidase. | [Definition]
ChEBI: Chlorferron is an organochlorine compound. It is functionally related to a 4-methylumbelliferone. | [Synthesis]
GENERAL STEPS: Resorcinol (2.0 g, 18.2 mmol) was dissolved in dioxane and the solution was cooled to 0 °C. Concentrated sulfuric acid (0.5 mL) was added slowly and dropwise at 25 °C. Subsequently, ethyl 2-chloroacetoacetate (2.8 g, 21.8 mmol) was added and the reaction mixture was heated to 60 °C and maintained at this temperature for 4 hours. After completion of the reaction, the mixture was poured into cold water, the precipitate was collected by filtration and dried under reduced pressure. Finally, the product was purified by recrystallization from methanol to give 3-chloro-7-hydroxy-4-methylcoumarin (6a) as white needle-like crystals. | [References]
[1] Chemistry - A European Journal, 2012, vol. 18, # 32, p. 9901 - 9910
[2] Synthesis, 2006, # 11, p. 1895 - 1897
[3] Monatshefte fur Chemie, 2008, vol. 139, # 7, p. 805 - 808
[4] European Journal of Medicinal Chemistry, 2015, vol. 95, p. 153 - 165
[5] Tetrahedron Letters, 2006, vol. 47, # 19, p. 3279 - 3281 |
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