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C85603

Sigma-Aldrich

Coumarin-3-carboxylic acid

99%

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Synonym(s):
2-Oxo-2H-1-benzopyran-3-carboxylic acid
Empirical Formula (Hill Notation):
C10H6O4
CAS Number:
Molecular Weight:
190.15
Beilstein/REAXYS Number:
154276
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

powder

mp

189-192 °C (lit.)

SMILES string

OC(=O)C1=Cc2ccccc2OC1=O

InChI

1S/C10H6O4/c11-9(12)7-5-6-3-1-2-4-8(6)14-10(7)13/h1-5H,(H,11,12)

InChI key

ACMLKANOGIVEPB-UHFFFAOYSA-N

Gene Information

human ... PTPN1(5770)

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C85603

Coumarin-3-carboxylic acid

vibrant-m

C4261

Coumarin

vibrant-m

235199

7-Methoxycoumarin-4-acetic acid

vibrant-m

C85409

Coumalic acid

Quality Level

100

Quality Level

200

Quality Level

-

Quality Level

100

mp

189-192 °C (lit.)

mp

68-73 °C (lit.)

mp

193 °C (dec.) (lit.)

mp

203-205 °C (dec.) (lit.)

form

powder

form

powder

form

-

form

powder

Gene Information

human ... PTPN1(5770)

Gene Information

rat ... Maoa(29253), Maob(25750)

Gene Information

-

Gene Information

-

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Franco Chimenti et al.
Bioorganic & medicinal chemistry letters, 14(14), 3697-3703 (2004-06-19)
A series of coumarin-3-acyl derivatives have been synthesized and investigated for the ability to inhibit selectively monoamine oxidases. The coumarin-3-carboxylic acids, 2a-e, proved to be reversible and selective inhibitors of the MAO-B isoform, displaying pIC(50) values of particular interest: 2a
Shinichi Yamashita et al.
Free radical research, 46(7), 861-871 (2012-04-17)
The radiation-induced reactions of a water-soluble coumarin derivative, coumarin-3-carboxyl acid (C3CA), have been investigated in aqueous solutions by pulse radiolysis with a 35 MeV electron beam, final product analysis following (60)Co γ-irradiations and deterministic model simulations. Pulse radiolysis revealed that
A J Dobson et al.
Acta crystallographica. Section C, Crystal structure communications, 52 ( Pt 12), 3081-3083 (1996-12-15)
In the structure of the title compound, C10H6O4, there is a single intramolecular hydrogen bond. In addition, there are a number of significant intermolecular C-H...O attractive interactions. These interactions account in part for the rather high density for an ordinary
B S Creaven et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 84(1), 275-285 (2011-10-15)
Novel Ni(II), Co(II), Zn(II) and Mn(II) complexes of coumarin-3-carboxylic acid (HCCA) were studied at experimental and theoretical levels. The complexes were characterised by elemental analyses, FT-IR, (1)H NMR, (13)C NMR and UV-Vis spectroscopy and by magnetic susceptibility measurements. The binding
A V Chernikov et al.
Biofizika, 47(5), 773-781 (2002-10-26)
The process of heat-induced generation of hydroxyl radicals in seawater was studied using coumarin-3-carboxylic acid as a fluorescent detector of .OH. The rate constants of .OH thermoproduction were determined in the temperature range of 40 to 60 degrees C. The

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