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Sigma-Aldrich

Antipyrine

tested according to Ph. Eur.

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Synonym(s):
Phenazonum, 2,3-Dimethyl-1-phenyl-3-pyrazolin-5-one, Phenazone
Empirical Formula (Hill Notation):
C11H12N2O
CAS Number:
60-80-0
Molecular Weight:
188.23
Beilstein:
157775
EC Number:
200-486-6
MDL number:
MFCD00003146
UNSPSC Code:
12352200
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. 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.

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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
Factors influencing antipyrine elimination.
I H Stevenson
British journal of clinical pharmacology, 4(3), 261-265 (1977-06-01)
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)
Nobukazu Miyamoto et al.
Stroke, 44(12), 3516-3521 (2013-09-28)
White matter injury caused by cerebral hypoperfusion may contribute to the pathophysiology of vascular dementia and stroke, but the underlying mechanisms remain to be fully defined. Here, we test the hypothesis that oxidative stress interferes with endogenous white matter repair
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