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10784

Sigma-Aldrich

Antipyrine

tested according to Ph. Eur.

Synonym(s):

Phenazonum, 2,3-Dimethyl-1-phenyl-3-pyrazolin-5-one, Phenazone

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About This Item

Empirical Formula (Hill Notation):
C11H12N2O
CAS Number:
60-80-0
Molecular Weight:
188.23
Beilstein/REAXYS Number:
157775
EC Number:
200-486-6
MDL number:
MFCD00003146
UNSPSC Code:
41116107
PubChem Substance ID:
329749157
NACRES:
NA.21

agency

USP/NF
tested according to Ph. Eur.

Quality Level

100

form

crystals and lumps
powder

mp

109-111 °C (lit.)

solubility

H2O: soluble 1 gm in less than 1ml
alcohol: soluble 1 gm in 1.3 ml
chloroform: soluble 1 gm in 1 ml
diethyl ether: soluble 1 gm in 43 ml

application(s)

pharmaceutical (small molecule)

SMILES string

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

InChI

1S/C11H12N2O/c1-9-8-11(14)13(12(9)2)10-6-4-3-5-7-10/h3-8H,1-2H3

InChI key

VEQOALNAAJBPNY-UHFFFAOYSA-N

Gene Information

human ... PTGS1(5742)

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Application

Antipyrine has been used for immunoblotting.[1] It has also been used as an internal reference marker for studying the transport characteristics of platinum-containing drug, cisplatin in the human placenta in vitro.[2]

Biochem/physiol Actions

Antipyrine also referred to as phenazone or phenazonum is an anti-inflammatory agent that possesses analgesic, antipyretic and platelet-inhibitory actions.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH7205
BCCG5616
BCCG0014
BCCD7833
BCCC8539

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Eyad Al-Saleh et al.
The journal of maternal-fetal & neonatal medicine : the official journal of the European Association of Perinatal Medicine, the Federation of Asia and Oceania Perinatal Societies, the International Society of Perinatal Obstetricians, 21(10), 726-731 (2008-11-18)
Platinum-containing drugs are used extensively in the treatment of various malignancies in humans. Data are scarce on the maternal-fetal transport characteristics in humans of one such widely used drug, cisplatin, and this prompted us to study its transport characteristics in
E Girbal-Neuhauser et al.
Journal of immunology (Baltimore, Md. : 1950), 162(1), 585-594 (1999-01-14)
Antifilaggrin autoantibodies (AFA) are a population of IgG autoantibodies associated to rheumatoid arthritis (RA), which includes the so-called "antikeratin" Abs and antiperinuclear factor. AFA are the most specific serological markers of RA. We previously showed that they recognize human epidermal
Gro Klitgaard Povlsen et al.
BMC neuroscience, 14, 34-34 (2013-03-19)
Upregulation of vasoconstrictor receptors in cerebral arteries, including endothelin B (ETB) and 5-hydroxytryptamine 1B (5-HT(1B)) receptors, has been suggested to contribute to delayed cerebral ischemia, a feared complication after subarachnoid hemorrhage (SAH). This receptor upregulation has been shown to be
Antipyrine as a model drug to study hepatic drug-metabolizing capacity.
H E Poulsen et al.
Journal of hepatology, 6(3), 374-382 (1988-06-01)
Giorgio Rizzi et al.
Cell reports, 34(11), 108867-108867 (2021-03-18)
The firing activity of dorso-medial-striatal-cholinergic interneurons (dmCINs) is a neural correlate of classical conditioning. Tonically active, they pause in response to salient stimuli, mediating acquisition of predictive cues/outcome associations. Cortical and thalamic inputs are typical of the rather limited knowledge
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