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Antipyrine

CAS No.
60-80-0
Chemical Name:
Antipyrine
Synonyms
PHENAZONE;Antipyrin;Antipirin;Fenazone;Phenozone;ANTIPYRENE;Antypirine;ANALGESINE;1,5-Dimethyl-2-phenylpyrazol-3-one;2,3-DIMETHYL-1-PHENYL-5-PYRAZOLONE
CBNumber:
CB8200943
Molecular Formula:
C11H12N2O
Molecular Weight:
188.23
MDL Number:
MFCD00003146
MOL File:
60-80-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-22 18:57:36
Product description Number Pack Size Price
Antipyrine Pharmaceutical Secondary Standard; Certified Reference Material PHR2347 500MG $233
Phenazone European Pharmacopoeia (EP) Reference Standard P0800000 20 mg $241
Anti-Pyrin from rabbit, purified by affinity chromatography ABF1169 25μL $195
Anti-Pyrin from rabbit, purified by affinity chromatography ABF1169 100μL $460
Antipyrine tested according to Ph.Eur. 10784 100g $104
More product size

Antipyrine Properties

Melting point 109-111 °C(lit.)
Boiling point 319 °C
Density 1,19 g/cm3
refractive index 1.5850 (estimate)
storage temp. 2-8°C
solubility H2O: soluble1 gm in less than 1ml
form Crystalline Powder
pka pKa 1.4 (Uncertain)
color White
biological source rabbit
Water Solubility 1000 g/L (20 ºC)
Merck 14,716
BRN 157775
Stability Stable. Incompatible with ammonia, strong acids, alkalies, strong oxidizing agents, metallic salts, phenol.
InChI 1S/C11H12N2O/c1-9-8-11(14)13(12(9)2)10-6-4-3-5-7-10/h3-8H,1-2H3
InChIKey VEQOALNAAJBPNY-UHFFFAOYSA-N
SMILES CN1N(C(=O)C=C1C)c2ccccc2
LogP 0.380
CAS DataBase Reference 60-80-0(CAS DataBase Reference)
FDA 21 CFR 310.545; 369.20
EWG's Food Scores 1
FDA UNII T3CHA1B51H
ATC code N02BB01,S02DA03
NIST Chemistry Reference Antipyrine(60-80-0)
EPA Substance Registry System Antipyrine (60-80-0)
UNSPSC Code 41116107
NACRES NA.41

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  Xn
Risk Statements  22-36/37/38
Safety Statements  26-36-37/39
RIDADR  3249
WGK Germany  1
RTECS  CD2450000
10
TSCA  TSCA listed
HazardClass  6.1(b)
PackingGroup  III
HS Code  29331190
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Toxicity LD50 orally in rats: 1.8 g/kg (Hart)
NFPA 704
1
2 0

Antipyrine price More Price(38)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2347 Antipyrine Pharmaceutical Secondary Standard; Certified Reference Material 60-80-0 500MG $233 2026-04-30 Buy
Sigma-Aldrich P0800000 Phenazone European Pharmacopoeia (EP) Reference Standard 60-80-0 20 mg $241 2026-04-30 Buy
Sigma-Aldrich ABF1169 Anti-Pyrin from rabbit, purified by affinity chromatography 25μL $195 2026-04-30 Buy
Sigma-Aldrich ABF1169 Anti-Pyrin from rabbit, purified by affinity chromatography 100μL $460 2026-04-30 Buy
Sigma-Aldrich 10784 Antipyrine tested according to Ph.Eur. 60-80-0 100g $104 2026-04-30 Buy
Product number Packaging Price Buy
PHR2347 500MG $233 Buy
P0800000 20 mg $241 Buy
ABF1169 25μL $195 Buy
ABF1169 100μL $460 Buy
10784 100g $104 Buy

Antipyrine Chemical Properties,Uses,Production

Chemical Properties

Colorless crystal or white crystalline powder. Soluble in benzene, ethanol, water, chloroform, slightly soluble in ether. Odorless, slightly bitter.

History

Antipyrine (phenazone) was one of the first important synthetic Analgesic drugs that synthesis in Germany in 1884 by a pupil of Emil Fischer.

Uses

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. Antipyrine is an analgesic and antipyretic that has been given by mouth and as ear drops. It is often used in testing the effects of other drugs or diseases on drug-metabolizing enzymes in the liver. (From Martindale, The Extra Pharmacopoeia, 30th ed, p29)

Definition

ChEBI: Antipyrine is a pyrazolone derivative that is 1,2-dihydropyrazol-3-one substituted with methyl groups at N-1 and C-5 and with a phenyl group at N-2. It has a role as a non-narcotic analgesic, an antipyretic, a non-steroidal anti-inflammatory drug, a cyclooxygenase 3 inhibitor, a xenobiotic and an environmental contaminant.

Preparation

Antipyrine (1) was prepared from the reaction of 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one with methyl iodide in methanol or in acetonitrile containing sodium bicarbonate in water in 58% yield. The reaction of 1-methyl-2-phenylhydrazine (2) with methyl 3-oxobutanoate (3) in acetonitrile gave 1 and pyrazolone 4 . Krohn has been reported the synthesis of 1 from the reaction of 5 with dimethyl sulfate in 71% yield. The reaction of pyrazolone 6 with methanol in the presence of triphenylphosphine afforded 1 (14%) and pyrazole 7 (53%). The same reaction was reported by Pegurier et al by heating the reactants in methanol containing calcium monoxide. Knorr early reported also, the synthesis of antipyrine from heating of 1-phenyl-5-ethoxy-3- methylpyrazole (8) with methyl iodide in methanol.
Synthesis of antipyrine

brand name

Aerol;Antigestin;Asthma dellipsoids;Aurafair;Auralgicin;Auraltone;Bajumol;Breezeazy;Calmasmin;Cetussan;Codalgin;Crema antisolar evanescente;Doleron novum;Dolo-med-much;Dol-stop;Kalopsis;Lanceotic;Lavylgan;Mig-antos;Migranin;Natt-lunedon;Neo-felsol;Orecil;Otipyrin;Otosan-sulfan;Otothricinol;Palacaine;Pasta antisola;Pomada heridas;Prednefrin;Prefrin liquifilm;Prefrin z;Priatan;Prophyllen;Remolmed;Salicopil;Sedaural;Sedonan;Shhe 21;Spalt n;Tympagesic;Visublefarite.

World Health Organization (WHO)

Phenazone is a pyrazolone derivative chemically related to aminophenazone. Some regulatory authorities have imposed restrictions on its use on these grounds. However, a recent international study showed no statisticallybased evidence of an association with agranulocytosis or aplastic anaemia. Nor does it share with aminophenazone the propensity to produce potentially carcinogenic nitrosamines.

General Description

Antipyrine is an antipyretic agent used for the symptomatic treatment of acute otitis media, most commonly in combination with benzocaine. One of the earliest widely used analgesics and antipyretics, antipyrine was gradually replaced in common use by other medications including phenacetin (itself later withdrawn because of safety concerns), aspirin, paracetamol and modern NSAIDs such as ibuprofen.

Biochem/physiol Actions

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

Safety Profile

A human Doison bv 1 i an unspecified route. Moderately toxic via ingestion, subcutaneous, and intravenous routes. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Antipyrine crystallises from EtOH/water mixture, *benzene, *benzene/pet ether or hot water (charcoal), and the crystals are dried under a vacuum. [Beilstein 24 H 27, 24 III/IV 75.]

89-25-8
74-88-4
60-80-0
Synthesis of Antipyrine from 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one and Iodomethane
Global( 587)Suppliers
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View Lastest Price from Antipyrine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Antipyrine pictures 2026-04-30 Antipyrine
60-80-0
US $1.00 / g 1g 99% 5ton/month WUHAN FORTUNA CHEMICAL CO., LTD
Antipyrine pictures 2026-04-22 Antipyrine
60-80-0
US $98.00 / g 99.93% 10g TargetMol Chemicals Inc.
Antipyrine pictures 2026-04-22 Antipyrine
60-80-0
US $98.00 / g 99.93% 10g TargetMol Chemicals Inc.
  • Antipyrine pictures
  • Antipyrine
    60-80-0
  • US $1.00 / g
  • 99%
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Antipyrine pictures
  • Antipyrine
    60-80-0
  • US $98.00 / g
  • 99.93%
  • TargetMol Chemicals Inc.
  • Antipyrine pictures
  • Antipyrine
    60-80-0
  • US $98.00 / g
  • 99.93%
  • TargetMol Chemicals Inc.
1,5-Dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one 1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one ANTIPYRINE ANTIPYRIN(R) AURORA KA-3852 1-Pheny-1-2,3-dimethylpyrazolone-[5],1,2-Di-hydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one 1-Phenyl-2,3-dimethyl-5-pyrazolone 1-Phenyl-2,3-dimethylpyrazole-5-one 3-Antipyrine 3-Dimethyl-1-p 3H-Pyrazol-3-one, 1,2-dihydro-1,5-dimethyl-2-phenyl- Anodynin Anodynine Apirelina Auralgan Azophen Azophene beta-Antipyrine component of Auralgan Dimethyloxychinizin Dimethyloxyquinazine Fenazon Methozin Oxydimethylquinazine Parodyne 1-PHENYL-2,3-DIMETHYLPYRAZOL-5-ONE APYRETINE ANTIPYRIN(R), PH EUR ANTIPYRINE CRYSTALLINE ANTIPYRIN(R), CRYSTALLIZED ANTIPYRIEN Antipyrine,98% ANTIPYRINE, PHARMA Phenyldimethylpyrazolon 2-Trideuteromethyl-3-methyl-1-phenyl-3-pyrazolin-5-one ANTIPYRINE,PURIFIED ANTIPYRINE,USP ANTIPYRINE:PHENAZONE 1-PHENYL-2,3-DIMETHYL-3-PYRAZOLIN-5-ONE 2,3-Dimethyl-1-phenyl-3-pyrazolin-5-one, Phenazone 2,3-Dimethyl-1-phenyl-3-pyrazolin-3-one 2,3-Dimethyl-1-phenyl-3-pyrazolin-5-one, Phenazone, Phenazonum Oxyquinazine Antipyrine,99% Antipyrine, 99% 100GR Antipyrine,2,3-Dimethyl-1-phenyl-3-pyrazolin-5-one, Phenazone, Phenazonum Antipyrine (200 mg) Antipyrine Ph. Eur. Phenyl diMethylpyrazolone 1,2-dihydro-1,5-dimethyl-2-phenyl-3h-pyrazol-3-on 1,5-Dimethyl1-2-phenyl-3-pyrazolone phenazone(pharmaceutical) Phenyldimethyl isopropyl pyrazolone Phenylon Phenylone Pyrazophyl Sedatin Sedatine