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D8015

Sigma-Aldrich

4-Dimethylaminoantipyrine

reactive nitrogen species scavenger

Synonym(s):

4-Dimethylamino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one, Aminopyrine

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About This Item

Empirical Formula (Hill Notation):
C13H17N3O
CAS Number:
58-15-1
Molecular Weight:
231.29
EC Number:
200-365-8
MDL number:
MFCD00003142
UNSPSC Code:
12352116
PubChem Substance ID:
24894178
NACRES:
NA.77

Quality Level

200

form

solid

mp

107-109 °C (lit.)

SMILES string

CN(C)C1=C(C)N(C)N(c2ccccc2)C1=O

InChI

1S/C13H17N3O/c1-10-12(14(2)3)13(17)16(15(10)4)11-8-6-5-7-9-11/h5-9H,1-4H3

InChI key

RMMXTBMQSGEXHJ-UHFFFAOYSA-N

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Application

Oxidation by Fe(VI) has potential to remove N-nitrosodiumethylamine precursors, including 4-dimethylaminoantipyrine, from drinking water. 4-Dimethylaminoantipyrine is itself an effective scavenger of reactive nitrogen compounds nitric oxide and peroxynitrite, important in the inflammatory response.

Biochem/physiol Actions

Antipyrine was found to be nonmutagenic when screened against Salmonella typhimurium tester strains TA100, TA98, TA97, TA102 and TA104.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

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

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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Arthur G Roberts et al.
Biochemistry, 50(12), 2123-2134 (2011-03-08)
To understand the molecular basis of sequential N-dealkylation by cytochrome P450 2B enzymes, we studied the binding of amidopyrine (AP) as well as the metabolites of this reaction, desmethylamidopyrine (DMAP) and aminoantipyrine (AAP), using the X-ray crystal structure of rabbit
Syeda Sadia Fatima et al.
PloS one, 8(2), e57113-e57113 (2013-03-08)
Chemerin is a novel protein linked to adipocyte differentiation and the development of metabolic imbalances. We sought to examine the relationship of chemerin with metabolic syndrome disturbances including body fat percentage, serum lipid, glucose, insulin levels and body fat percentage
Jayaraman Dessingou et al.
The Journal of organic chemistry, 77(3), 1406-1413 (2012-01-24)
The structurally characterized lower rim 1,3-di{4-antipyrine}amide conjugate of calix[4]arene (L) exhibits high selectivity toward Hg(2+) among other biologically important metal ions, viz., Na(+), K(+), Ca(2+), Mg(2+), Mn(2+), Fe(2+), Co(2+), Ni(2+), Cu(2+), Zn(2+), Cd(2+), Hg(2+), Pb(2+), and Ag(+) as studied by
Giacomo Russo et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 127, 72-84 (2018-02-11)
The Blood-Brain Barrier (BBB) plays an essential role in protecting the brain tissues against possible injurious substances. In the present work, 79 neutral, basic, acidic and amphoteric structurally unrelated analytes were considered and their chromatographic retention coefficients on immobilized artificial
Wei Liu et al.
Analytical and bioanalytical chemistry, 408(30), 8821-8830 (2016-07-31)
In this work, the effect of amino compounds on the catalytic property of gold nanoparticles (AuNPs) in the luminol-H2O2 chemiluminescence (CL) system was systematically investigated. The experimental results showed that the catalytic ability of AuNPs on luminol-H2O2 system can be changed
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