128724

Sigma-Aldrich

7-Hydroxy-4-methylcoumarin

97%

Synonym(s):
Coumarin 4, 4-MU, 4-Methylumbelliferone
Empirical Formula (Hill Notation):
C10H8O3 · H2O
Molecular Weight:
194.18
Beilstein/REAXYS Number:
142217
EC Number:
MDL number:

assay

97%

mp

188.5-190 °C (lit.)

λmax

≤221 nm

SMILES string

CC1=CC(=O)Oc2cc(O)ccc12

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Application

Standard for the fluorometric determination of enzyme activity.
Suitable as laser dye

Other Notes

This product has been replaced by M1381-ALDRICH | 4-Methylumbelliferone ≥98%

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

WGK Germany

2

Yuan Shi et al.
Bioorganic & medicinal chemistry letters, 21(3), 956-960 (2011-01-11)
A series of new coumarin-based 1,2,4-triazole derivatives were designed, synthesized and evaluated for their antimicrobial activities in vitro against four Gram-positive bacteria (Staphylococcus aureus, MRSA, Bacillus subtilis and Micrococcus luteus), four Gram-negative bacteria (Escherichia coli, Proteus vulgaris, Salmonella typhi and...
K Takagaki et al.
Journal of biochemical and biophysical methods, 19(2-3), 207-214 (1989-08-01)
The present paper describes a fluorometric assay for galactosaminoglycan-degrading endo-beta-xylosidase, utilizing glycosaminoglycan chains bearing a 4-methylumbelliferyl group at the reducing terminus as a substrate. This fluorogenic substrate is synthesized by human skin fibroblasts cultured in the presence of a fluorogenic...
Sergio A Rodríguez et al.
Bioorganic & medicinal chemistry, 19(21), 6233-6238 (2011-10-04)
The antioxidant activity of 4-hydroxycoumarin synthetic derivatives and 4-methylumbelliferone were determined taking 4-hydroxycoumarin as the reference compound. Six 3-aryl-4-hydroxycoumarin derivatives were synthesized from 4-hydroxycoumarin as precursor in order to evaluate changes in their antioxidant properties due to C3-aryl substituent nature....
Koichiro Harada et al.
Bioorganic & medicinal chemistry letters, 20(1), 272-275 (2009-12-04)
The synthesis and SAR studies of 3- and 4-substituted 7-hydroxycoumarins as novel 17beta-HSD3 inhibitors are discussed. The most potent compounds from this series exhibited low nanomolar inhibitory activity with acceptable selectivity versus other 17beta-HSD isoenzymes and nuclear receptors.
Joanna Trykowska Konc et al.
European journal of medicinal chemistry, 46(6), 2252-2263 (2011-03-29)
A series of novel O-aminoalkyl substituted 7-hydroxycoumarins were synthesized and evaluated for antibacterial and anticancer toxicity. Two different synthetic procedures, conventional and microwave assisted were used, and the structures of the compounds were confirmed by IR, 1H, 13C NMR and...

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