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Sigma-Aldrich

4-Oxo-4H-1-benzopyran-2-carboxylic acid

97%

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Synonym(s):
4-Oxo-4H-1-Benzopyran-2-carboxylic acid, Chromocarb, Chromone-2-carboxylic acid
Empirical Formula (Hill Notation):
C10H6O4
CAS Number:
4940-39-0
Molecular Weight:
190.15
EC Number:
225-583-0
MDL number:
MFCD00006838
UNSPSC Code:
12352100
PubChem Substance ID:
24851396
NACRES:
NA.22

Assay

97%

form

powder

mp

260 °C (dec.) (lit.)

solubility

alcohol: soluble
ammonium hydroxide: soluble
water: very slightly soluble

SMILES string

OC(=O)C1=CC(=O)c2ccccc2O1

InChI

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

InChI key

RVMGXWBCQGAWBR-UHFFFAOYSA-N

Gene Information

human ... PTPN1(5770)

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General description

Nasal absorption of 4-oxo-4H-1-benzopyran-2-carboxylic acid has been investigated in the male Wistar rat.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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J Swarbrick et al.
Journal of pharmaceutical sciences, 73(10), 1352-1355 (1984-10-01)
The aim of this study was to establish whether ionized as well as un-ionized forms of certain 4-oxo-4H-1-benzopyran-2-carboxylic acids (chromone-2-carboxylic acids) with pKa values less than 2 permeated through excised human skin and, if so, to determine the permeability coefficients
Chromone-2-carboxylic acids: roles of acidity and lipophilicity in drug disposition.
D A Smith et al.
Drug metabolism reviews, 16(4), 365-388 (1985-01-01)
Stefano Alcaro et al.
Bioorganic & medicinal chemistry letters, 20(9), 2709-2712 (2010-04-13)
Chromone carboxylic acids were evaluated as human monoamine oxidase A and B (hMAO-A and hMAO-B) inhibitors. The biological data indicated that only chromone-3-carboxylic acid is a potent hMAO-B inhibitor, with a high degree of selectivity for hMAO-B compared to hMAO-A.
A N Fisher et al.
The Journal of pharmacy and pharmacology, 39(5), 357-362 (1987-05-01)
The nasal absorption of a range of water-soluble compounds with different molecular weights, 4-oxo-4H-1-benzopyran-2-carboxylic acid (mol. wt 190), p-aminohippuric acid (mol. wt 194), inulin (mol. wt 5200) and dextran (mol. wt 70,000), has been investigated in the male Wistar rat.

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