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Sigma-Aldrich

4-Aminoantipyrine

puriss. p.a., reag. Ph. Eur., ≥99%

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Synonym(s):
4-Amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one, Ampyrone
Empirical Formula (Hill Notation):
C11H13N3O
CAS Number:
83-07-8
Molecular Weight:
203.24
Beilstein/REAXYS Number:
181635
EC Number:
201-452-3
MDL number:
MFCD00003145
UNSPSC Code:
12352100
PubChem Substance ID:
57648860
NACRES:
NA.21

agency

USP/NF
reag. Ph. Eur.

Quality Level

200

grade

puriss. p.a.

assay

≥99%

ign. residue

≤0.1%

loss

≤0.5% loss on drying

mp

105-110 °C (lit.)
107-109 °C

SMILES string

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

InChI

1S/C11H13N3O/c1-8-10(12)11(15)14(13(8)2)9-6-4-3-5-7-9/h3-7H,12H2,1-2H3

InChI key

RLFWWDJHLFCNIJ-UHFFFAOYSA-N

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General description

4-Aminoantipyrine forms heterocyclic Schiff bases, by reaction with various aldehydes and oximes. These Schiff bases form stable complexes with transition metals.

Application

  • Phenol impurity and wastewater analysis: Research demonstrated the application of 4-Aminoantipyrine in spectrophotometric determination of phenol impurities in phenoxyethanol and for assessing phenol index in drinking water and municipal wastewater, utilizing salting-out assisted liquid phase microextraction (Roustaei et al., 2024).
  • Advanced sensor development for tea polyphenols: Utilization of 4-Aminoantipyrine in developing a novel hybrid sensor array, integrated with polyphenol oxidase and its nanozymes, aided by machine learning to identify tea polyphenols and Chinese teas, showcasing its role in innovative sensor technology (Yang et al., 2024).

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Tao Sun et al.
Frontiers in bioengineering and biotechnology, 8, 237-237 (2020-04-09)
Hypoxia not only alters tumor microenvironment but leads to the tumor progression and metastasis as well as drug resistance. As a promising strategy, photodynamic therapy (PDT) can inhibit tumor by catalyzing O2 to cytotoxic reactive oxygen species. However, its effects
K Stange et al.
Scientific reports, 10(1), 6149-6149 (2020-04-11)
Low birth weight (LBW) can cause lifelong impairments in muscle development and growth. Satellite cells (SC) and their progeny are crucial contributors to myogenic processes. This study provides new data on LBW in piglets combining insights on energy metabolism, muscle
Synthesis, structural determination and antibacterial activity of compounds derived from vanillin and 4-aminoantipyrine.
Vaghasiya YK, et al.
J. Serb. Chem. Soc., 69(12), 991-998 (2004)
Lucas de Melo da Silva et al.
The Science of the total environment, 631-632, 1079-1088 (2018-05-08)
Electro-oxidation with electrogenerated H2O2 (EO-H2O2) was applied to treat acidic aqueous solutions of 4-aminoantipyrine (4-AA), a persistent drug metabolite of dipyrone, in sulfate medium. Trials were made using a boron-doped diamond anode in the presence of H2O2 electrogenerated on site.
Transition metal complexes with Schiff-base ligands: 4-aminoantipyrine based derivatives-a review.
Raman N, et al.
Journal of Coordination Chemistry, 62(5, 691-709 (2009)
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