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Merck
CN

D8015

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
NACRES:
NA.77
PubChem Substance ID:
24894178
UNSPSC Code:
12352116
EC Number:
200-365-8
MDL number:
MFCD00003142

Key Documents

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InChI key

RMMXTBMQSGEXHJ-UHFFFAOYSA-N

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

SMILES string

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

form

solid

mp

107-109 °C (lit.)

Quality Level

200

Related Categories

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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6400V
WXBF3335V
WXBF0247V
WXBD6807V
BCCF7945

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Alba Rocco et al.
Journal of hepatology, 56(4), 782-787 (2011-12-17)
Although numerous non-invasive tests are currently available to explore liver function and disease activity in patients with HCV-related chronic diseases, none of these indicate the likelihood of disease progression in the individual patient. We aimed at assessing the prognostic ability
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
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
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
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