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P73609

Sigma-Aldrich

Pyrrole-2-carboxylic acid

99%

Synonym(s):

2-Mialine, 2-Minaline

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About This Item

Empirical Formula (Hill Notation):
C5H5NO2
CAS Number:
634-97-9
Molecular Weight:
111.10
Beilstein:
80825
EC Number:
211-221-9
MDL number:
MFCD00005219
UNSPSC Code:
12352100
PubChem Substance ID:
24898843
NACRES:
NA.22

Quality Level

100

Assay

99%

form

powder

mp

204-208 °C (dec.) (lit.)

SMILES string

OC(=O)c1ccc[nH]1

InChI

1S/C5H5NO2/c7-5(8)4-2-1-3-6-4/h1-3,6H,(H,7,8)

InChI key

WRHZVMBBRYBTKZ-UHFFFAOYSA-N

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Application

Employed in the synthesis of cholecystokinin antagonists, benzopyran antihypertensives, and azepinediones.

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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V A Ashwood et al.
Journal of medicinal chemistry, 33(9), 2667-2672 (1990-09-01)
The synthesis and antihypertensive activity of a series of novel 4-(substituted-carbonylamino)-2H-1-benzopyran-3-ols, administered orally to conscious spontaneously hypertensive rats, are described. Optimum activity was observed for compounds with alkyl, amino, or aryl groups flanking the carbonyl group. Of the alkyl and
Michał Kizling et al.
Nanomaterials (Basel, Switzerland), 10(8) (2020-08-09)
A significant problem still exists with the low power output and durability of the bioelectrochemical fuel cells. We constructed a fuel cell with an enzymatic cascade at the anode for efficient energy conversion. The construction involved fabrication of the flow-through
Martin G Banwell et al.
Bioorganic & medicinal chemistry, 14(13), 4627-4638 (2006-03-03)
The 4,5-diarylated-1H-pyrrole-2-carboxylates 3-8 have each been prepared as hybrids of the potent anti-mitotic agent combretastatin A-4 (1) and the similarly active marine alkaloid lamellarin T (2). The key steps involved selective lithium-for-halogen exchange at C5 within the N-PMB protected 4,5-dibromopyrrole
Guolin Cheng et al.
Organic letters, 14(4), 1062-1065 (2012-02-10)
A novel preparation of N-substituted pyrrole-2-carboxylates has been developed based upon 1,3-dipolar cycloaddition and a conventional hydrogenolysis. By using this method as the key step, total syntheses of natural alkaloids (-)-hanishin, (-)-longamide [corrected] B, and (-)-longamide [corrected] B methyl ester
Giulia Moro et al.
Bioelectrochemistry (Amsterdam, Netherlands), 134, 107540-107540 (2020-05-04)
The immobilization of biomolecules at screen printed electrodes for biosensing applications is still an open challenge. To enrich the toolbox of bioelectrochemists, graphite screen printed electrodes (G-SPE) were modified with an electropolymerized film of pyrrole-2-carboxilic acid (Py-2-COOH), a pyrrole derivative
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