307270

Sigma-Aldrich

Benzofuran-2-carboxylic acid

99%

Synonym(s):
Coumarilic acid, Coumarone-2-carboxylic acid
Empirical Formula (Hill Notation):
C9H6O3
CAS Number:
Molecular Weight:
162.14
Beilstein/REAXYS Number:
124204
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

mp

193-196 °C (lit.)

SMILES string

OC(=O)c1cc2ccccc2o1

InChI

1S/C9H6O3/c10-9(11)8-5-6-3-1-2-4-7(6)12-8/h1-5H,(H,10,11)

InChI key

OFFSPAZVIVZPHU-UHFFFAOYSA-N

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Application

Benzofuran-2-carboxylic acid was used in the synthesis of the oxymethyl-modified coumarinic acid-based cyclic DADLE (H-Tyr-D-Ala-Gly-Phe-D-Leu-OH) prodrug.

Packaging

5 g in glass bottle

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

H Ouyang et al.
The journal of peptide research : official journal of the American Peptide Society, 59(4), 183-195 (2002-04-26)
The coumarinic acid-based cyclic DADLE (H-Tyr-D-Ala-Gly-Phe-D-Leu-OH) prodrug 1a exhibited more favorable physicochemical properties than did DADLE for permeation across the intestinal mucosa. However, prodrug 1a, whose bioconversion to DADLE was slow, was subject to extensive biliary clearance when administered to...
Yibin Xiang et al.
Bioorganic & medicinal chemistry letters, 21(10), 3050-3056 (2011-04-22)
Novel benzofuran-2-carboxylic acids, exemplified by 29, 38 and 39, have been discovered as potent Pim-1 inhibitors using fragment based screening followed by X-ray structure guided medicinal chemistry optimization. The compounds demonstrate potent inhibition against Pim-1 and Pim-2 in enzyme assays....

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