M1381
4-Methylumbelliferone
≥98%
Synonym(s):
β-Methylumbelliferone, 4-MU, 7-Hydroxy-4-methylcoumarin
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About This Item
Empirical Formula (Hill Notation):
C10H8O3
CAS Number:
Molecular Weight:
176.17
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-986-7
Beilstein/REAXYS Number:
142217
MDL number:
Product Name
4-Methylumbelliferone, ≥98%
InChI key
HSHNITRMYYLLCV-UHFFFAOYSA-N
InChI
1S/C10H8O3/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5,11H,1H3
SMILES string
CC1=CC(=O)Oc2cc(O)ccc12
assay
≥98%
color
off-white to yellow
fluorescence
λex 372 nm; λem 445 nm in ethanol
Quality Level
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Application
4-Methylumbelliferone is primarily used in synthesizing medicinal compounds and as a building block for fluorescent probes. Applications include synthesis of:
- coumarin triazole derivatives as potential antimicrobial agents.
- coumarin salen-based fluorescence sensors for Mg2+ detection.
- pyranocoumarin derivatives as anti-hyperglycemic and anti-dyslipidemic agents.
- coumarin piperazine derivatives as potential multireceptor atypical antipsychotics.
- 4-methylumbelliferyl T-antigen as a substrate for endo-α-N-acetylgalactosaminidase.
Storage Class
11 - Combustible Solids
wgk
WGK 2
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Pyranocoumarins: A new class of anti-hyperglycemic and anti-dyslipidemic agents.
Kumar A, et al.
Bioorganic & Medicinal Chemistry Letters, 19(22), 6447-6451 (2009)
Synthesis and evaluation of a class of new coumarin triazole derivatives as potential antimicrobial agents.
Shi Y and Zhou C-H
Bioorganic & Medicinal Chemistry Letters, 21(3), 956-960 (2011)
Na+ triggered fluorescence sensors for Mg2+ detection based on a coumarin salen moiety.
Dong Y, et al.
Organic Letters, 13(9), 2252-2255 (2011)
Tz-Ching Yeh et al.
Freshwater biology, 65(11), 1973-1988 (2020-12-09)
Bamboo, as a pioneer vegetation, often forms forests on bare lands after catastrophic landslides. Compared to evergreen forest soil, bamboo forest soil is much more labile, with a higher percentage of microbially derived organic carbon (OC), lower molecular weight, and
Yutaka Yoshioka et al.
Arthritis and rheumatism, 65(5), 1160-1170 (2013-01-22)
To clarify the roles of hyaluronan (HA) in joint inflammation and the process of joint destruction, using 4-methylumbelliferone (4-MU), an inhibitor of HA synthesis, in a mouse model of collagen-induced arthritis (CIA) and in a monolayer culture of fibroblast-like synoviocytes
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