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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:
Molecular Weight:
231.29
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.77

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

Signal Word

Danger

Hazard Statements

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Alba Rocco et al.
Journal of hepatology, 56(4), 782-787 (2011-12-17)
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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
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
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
Dipak Samanta et al.
Chemical communications (Cambridge, England), 48(17), 2298-2300 (2012-01-24)
Three-component self-assembly of a cis-blocked 90° Pd(II) acceptor with a mixture of a tetraimidazole and a linear dipyridyl donor self-discriminated into unusual Pd(8) molecular swing (1) and Pd(6) molecular boat (2), which are characterized by single-crystal X-ray diffraction analysis; their

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