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Merck

64951

7-Methoxycoumarin

suitable for fluorescence, ≥98.0% (TLC)

Synonym(s):

Herniarin, Methyl umbelliferyl ether

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About This Item

Empirical Formula (Hill Notation):
C10H8O3
CAS Number:
Molecular Weight:
176.17
UNSPSC Code:
85151701
NACRES:
NA.32
PubChem Substance ID:
EC Number:
208-513-3
Beilstein/REAXYS Number:
141728
MDL number:
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Product Name

7-Methoxycoumarin, suitable for fluorescence, ≥98.0% (TLC)

InChI key

LIIALPBMIOVAHH-UHFFFAOYSA-N

InChI

1S/C10H8O3/c1-12-8-4-2-7-3-5-10(11)13-9(7)6-8/h2-6H,1H3

SMILES string

COc1ccc2C=CC(=O)Oc2c1

assay

≥98.0% (TLC)

form

solid

mp

117-121 °C (lit.)

solubility

DMF: soluble
acetonitrile: soluble
alcohols: soluble
chloroform: soluble

fluorescence

λex 350 nm; λem 385 nm (Reaction product)
λex 350 nm; λem 385 nm in chloroform

suitability

suitable for fluorescence

Quality Level

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Application

7-Methoxycoumarin (Herniarin) is used to study antioxidant and hepatoprotective properties and its activity as an allergen. 7-Methoxycoumarin may be used as a reference material in the purification, separation and analysis of coumarin compounds.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Sandesh Sancheti et al.
Drug and chemical toxicology, 36(1), 42-47 (2012-11-07)
The available conventional remedies for the treatment of drug-induced liver diseases are highly inadequate and possess serious adverse effects; therefore, the development of new, effective drugs is considered necessary. This article explores the hepatoprotective and antioxidant potential of 7-methylcoumarin (MC)
W Legrum et al.
The Journal of pharmacology and experimental therapeutics, 221(3), 790-794 (1982-06-01)
Pretreatment of rats with cobaltous chloride has been shown previously to reduce the content of cytochrome P-450 in the hepatic microsomal protein. This is accompanied by a corresponding decrease in substrate oxidation, e.g. ethyl morphine demethylation, in vitro. The present
Chao-Mei Ma et al.
Phytochemical analysis : PCA, 18(1), 42-49 (2007-01-31)
A simple HPLC-PAD-MS method was established to quantitatively analyse two spiroether isomers (cis-en-yn-dicycloether and trans-en-yn-dicycloether) and the main coumarin, herniarin, in chamomile herbs, simultaneously. By using this method, the contents of these three compounds in the flowers of two chamomile
P Paterson et al.
Xenobiotica; the fate of foreign compounds in biological systems, 14(11), 849-859 (1984-11-01)
Pretreatment of rats with phenobarbitone increased hepatic microsomal 7-methoxy-and 7-ethoxy-coumarin O-dealkylase activities. Pretreatment with beta-naphthoflavone increased only the 7-ethoxycoumarin O-dealkylase activity. The addition of metyrapone in vitro inhibited the O-dealkylations to different extents. Similar results were obtained with diphenyloxazole and
M Abu Mraheil et al.
Die Pharmazie, 68(7), 541-548 (2013-08-09)
Due to the increasing prevalence of antibiotic resistance and the yet low output of the genomics-based drug discovery approach novel strategies are urgently needed to detect new antibiotics. One such strategy uses known ubiquitous targets like DNA topoisomerases. However, to

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