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Merck
CN

32595

4-Formylaminoantipyrine

VETRANAL®, analytical standard

Synonym(s):

N-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)formamide

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About This Item

Empirical Formula (Hill Notation):
C12H13N3O2
CAS Number:
1672-58-8
Molecular Weight:
231.25
Beilstein:
217665
EC Number:
216-808-3
MDL number:
MFCD00085457
UNSPSC Code:
41116107
PubChem Substance ID:
329754049
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

100

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

pharmaceutical

format

neat

SMILES string

CN1N(C(=O)C(NC=O)=C1C)c2ccccc2

InChI

1S/C12H13N3O2/c1-9-11(13-8-16)12(17)15(14(9)2)10-6-4-3-5-7-10/h3-8H,1-2H3,(H,13,16)

InChI key

WSJBSKRPKADYRQ-UHFFFAOYSA-N

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Related Categories

General description

4-Formylaminoantipyrines are grouped under the class of biodegradable organic micropollutants (OMPs).

Application

4-Formylaminoantipyrine may be used as an analytical reference standard for the determination of the analyte in:
  • Aqueous samples by ultra-high performance liquid chromatography-high resolution mass spectrometry (UHPLC-HRMS).
  • Groundwater, surface water and wastewater samples by online mixed-bed multilayer solid-phase extraction (SPE) and HPLC combined with tandem mass spectrometry (MS/MS).

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN3252
BCCL2702
BCCF6825
BCCB8264
BCBW7219

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K Matsuyama et al.
Journal of pharmacobio-dynamics, 6(11), 821-828 (1983-11-01)
The effect of phenobarbital (PB) and 3-methylcholanthrene (3-MC) on the metabolic behavior of aminopyrine (AM) was studied using an isolated hepatocyte system prepared from male Wistar rats. The formation of 4-formylaminoantipyrine (FAA) was increased after pretreatment with PB, but not
Integrating organic micropollutant removal into tertiary filtration: Combining PAC adsorption with advanced phosphorus removal.
Altmann J, et al.
Water Research, 84, 58-65 (2015)
Multiresidue analytical method for the simultaneous determination of 72 micropollutants in aqueous samples with ultra high performance liquid chromatography-high resolution mass spectrometry.
Wode F, et al.
Journal of Chromatography A, 1270, 118-126 (2012)
I Carretero et al.
The Analyst, 120(6), 1729-1732 (1995-06-01)
A rapid solid-phase extraction (SPE) procedure was developed for the quantitative isolation of three important antipyrine (dipyrone) metabolites from human plasma: 4-formylaminoantipyrine (FAA), 4-aminoantipyrine (AA) and 4-methylaminoantipyrine (MAA). Separation and quantitation were performed using micellar liquid chromatography (MLC) with a
K Inoue et al.
Journal of chromatography, 274, 201-208 (1983-05-13)
Aminopyrine and its metabolites, including 3-hydroxymethyl-2-methyl-4-dimethylamino-1-phenyl-3-pyrazoline-5-one which is a hydroxylated metabolite of aminopyrine, were separated on a reversed-phase (C8) Radial-Pak column using a mobile phase of methanol-triethylamine-water (30:1:69) adjusted to pH 5.40 with acetic acid. Detection of the peak was
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