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254916

Sigma-Aldrich

7,8-Dihydroxy-6-methoxycoumarin

98%

Synonym(s):

Fraxetin

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250 MG
¥71,800

¥71,800

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250 MG
¥71,800

About This Item

Empirical Formula (Hill Notation):
C10H8O5
CAS Number:
574-84-5
Molecular Weight:
208.17
EC Number:
209-376-2
MDL number:
MFCD00006873
UNSPSC Code:
12162002
PubChem Substance ID:
24855272
NACRES:
NA.23

¥71,800

Available to ship onApril 17, 2025Details

Request a Bulk Order

Quality Level

100

Assay

98%

form

powder

mp

230-231 °C (lit.)

SMILES string

COc1cc2C=CC(=O)Oc2c(O)c1O

InChI

1S/C10H8O5/c1-14-6-4-5-2-3-7(11)15-10(5)9(13)8(6)12/h2-4,12-13H,1H3

InChI key

HAVWRBANWNTOJX-UHFFFAOYSA-N

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General description

7,8-Dihydroxy-6-methoxycoumarin is a versatile compound known for its unique fluorescence properties and its role as a photoinitiator in polymerization processes. It exhibits high reactivity under UV light, making it an ideal candidate for applications in the polymerization industry, particularly in the formulation of coatings, adhesives, and inks. It is also used in biomedical applications, such as drug delivery due to its biocompatibility.[1][2]

Application

7,8-Dihydroxy-6-methoxycoumarincan be used as a UV absorber in polymer formulations. Its ability to absorbultraviolet light helps in protecting polymers from degradation caused by UVradiation, thereby improving their longevity and stability.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

254916-250MG:
254916-1G:
254916-VAR:
254916-50G:
254916-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM9967
BCCL3287
BCCJ9186
BCBQ6048V
BCCF8695

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María Isabel Sánchez-Reus et al.
Neuroscience research, 53(1), 48-56 (2005-07-06)
Fraxetin belongs to an extensive group of natural phenolic anti-oxidants. In the present study, using a human neuroblastoma SH-SY5Y cells, we have investigated the protective effects of this compound on modifications in endogenous reduced glutathione (GSH), intracellular oxygen species (ROS)
Po-Lin Kuo et al.
Biological & pharmaceutical bulletin, 29(1), 119-124 (2006-01-06)
Fraxetin (7,8-dihydroxy-6-methoxy coumarin), a coumarin derivative, was investigated for its effects on differentiation of osteoblasts. By means of alkaline phosphatase (ALP) activity and osteocalcin ELISA assay, we have shown that fraxetin exhibits a significant induction of differentiation in two human
María Francisca Molina-Jiménez et al.
Brain research, 1009(1-2), 9-16 (2004-05-04)
Rotenone-induced apoptosis is considered to contribute to the etiology of Parkinson's disease (PD). We try to prevent the apoptosis induced by rotenone toxicity with 50 microM myricetin, 100 microM fraxetin and 100 microM N-acetylcysteine (NAC) that protect against reactive oxygen
Francesco Epifano et al.
Mini reviews in medicinal chemistry, 9(11), 1262-1271 (2009-11-26)
Neurodegenerative disorders are a heterogeneous group of diseases and are among the most invaliding syndromes for humans. The aim of this manuscript is to review what has been reported so far in the literature about coumarins as a novel class
María Francisca Molina-Jiménez et al.
Toxicology and applied pharmacology, 209(3), 214-225 (2005-05-21)
Mitochondrial complex I inhibitor rotenone induces apoptosis through enhancing mitochondrial reactive oxygen species production. Recently, it has been shown that fraxetin (coumarin) and myricetin (flavonoid) have significant neuroprotective effects against apoptosis induced by rotenone, increase the total glutathione levels in
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