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Merck
CN

W525901

Coumarin, Japan

Synonym(s):

Coumarin, 1,2-Benzopyrone, 1-Benzopyran-2-one, 2H-Chromen-2-one

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About This Item

Empirical Formula (Hill Notation):
C9H6O2
CAS Number:
Molecular Weight:
146.14
EC Number:
202-086-7
UNSPSC Code:
12164502
MDL number:
Beilstein/REAXYS Number:
383644
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InChI key

ZYGHJZDHTFUPRJ-UHFFFAOYSA-N

InChI

1S/C9H6O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-6H

SMILES string

O=C1Oc2ccccc2C=C1

biological source

synthetic

vapor pressure

0.01 mmHg ( 47 °C)

origin

Japan origin

bp

298 °C (lit.)

mp

68-73 °C (lit.)

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Features and Benefits

Freshly mown hay.

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Skin Sens. 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 1

flash_point_f

323.6 °F - closed cup

flash_point_c

162 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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María E Riveiro et al.
Bioorganic & medicinal chemistry, 17(18), 6547-6559 (2009-09-01)
The presumption that some coumarins might be lead compounds in the search for new differentiation agents against leukemia is based on the fact that natural coumarins, 5-(3-methyl-2-butenyloxy)-6,7-methylenedioxycoumarin (C-2) and 5-methoxy-6,7-methylenedioxycoumarin (C-1) inhibit proliferation and induce differentiation in U-937 cells [Riveiro
Satoru Tamura et al.
Bioorganic & medicinal chemistry letters, 20(12), 3717-3720 (2010-05-25)
By use of the fission yeast expressing the model fusion protein comprised of GST, SV40 T antigen NLS, GFP, and Rev-NES in the bioassay, the prenylcoumarin osthol (1) was disclosed as the new Rev-export inhibitor from the MeOH extract of
Alfonso Maresca et al.
Bioorganic & medicinal chemistry letters, 20(24), 7255-7258 (2010-11-12)
Two series of disubstituted coumarins incorporating ether and acetyl/propionyl moieties in positions 6,7- and 7,8- of the heterocyclic ring were synthesized investigated for the inhibition of the zinc enzyme carbonic anhydrase (CA, EC 4.2.1.1). All these coumarins were very weak
Kazuto Takaishi et al.
Bioorganic & medicinal chemistry letters, 18(20), 5614-5617 (2008-09-17)
We synthesized all of the monomethoxycoumarins, 5-alkoxycoumarins and their derivatives, and investigated their nematicidal activity against the phytopathogenic nematode, Bursaphelenchus xylophilus. Among the compounds, 5-ethoxycoumarin showed the highest nematicidal activity. Furthermore, 5-ethoxycoumarin was comparatively harmless against both the brine shrimps
Alfonso Maresca et al.
Bioorganic & medicinal chemistry letters, 20(15), 4511-4514 (2010-06-29)
A series of coumarins incorporating hydroxy-, chloro- and/or chloromethyl-moieties in positions 3-, 4-, 6- and 7- of the heterocyclic ring were investigated for the inhibition of the zinc enzyme carbonic anhydrase (CA, EC 4.2.1.1). These coumarins were very weak or

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