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414840

Sigma-Aldrich

4-Nitro-3-pyrazolecarboxylic acid

98%

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Empirical Formula (Hill Notation):
C4H3N3O4
CAS Number:
Molecular Weight:
157.08
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

mp

223-225 °C (dec.) (lit.)

SMILES string

OC(=O)c1n[nH]cc1[N+]([O-])=O

InChI

1S/C4H3N3O4/c8-4(9)3-2(7(10)11)1-5-6-3/h1H,(H,5,6)(H,8,9)

InChI key

ZMAXXOYJWZZQBK-UHFFFAOYSA-N

General description

4-Nitro-3-pyrazolecarboxylic acid is a pyrazole derivative. Catalytic activity of bimetallic colloids, composed of silver nanoparticles partially coated with Pd clusters, adsorbed on 4-nitro-3-pyrazolecarboxylic acid, has been investigated by Surface-enhanced Raman scattering (SERS) spectroscopy. Effects of this pyrrazole on blood flow and its palladium hydrogenation has been studied.

Application

4-Nitro-3-pyrazolecarboxylic acid may be used as a starting reagent for the synthesis of library of pyrazole derivatives, potential A3 adenosine receptor (A3AR) antagonists.

Regulatory Information

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Hydrogenation on Granular Palladium-containing Catalysts: II. Hydrogenation of Nitroheterocyclic Compounds
Russ. J. Org. Chem., 38, 269-271 (2002)
Jing Wei et al.
Neurochemistry international, 55(7), 637-642 (2009-06-23)
Adenosine is known to act as a neuromodulator by suppressing synaptic transmission in the central and peripheral nervous system. A(3) adenosine receptor (A(3)AR) antagonists were recently considered as potential drugs for the treatment of cardiac ischemia and inflammation diseases. To
Bo Xuan et al.
Acta pharmacologica Sinica, 23(8), 705-712 (2002-07-31)
Effects of C-nitropyrazoles and C-nitroazoles on ocular blood flow and retinal function recovery after ischemia have been studied. The compounds were tested on ocular blood flow of ocular hypertensive (40 mmHg) rabbit eyes with colored microsphere technique. They were also
SERS investigation on 4-nitro-3-pyrazolecarboxylic acid adsorbed on palladium-doped silver nanoparticles.
Pergolese B, et al.
Vibrational Spectroscopy, 48(1), 107-112 (2008)

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