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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:
181635
EC Number:
201-452-3
MDL number:
MFCD00003145
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.

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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
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
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)
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.
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