Antipyrine

ChemicalBook > CAS DataBase List > Antipyrine

Product Name: Antipyrine
CAS No.: 60-80-0
Chemical Name: Antipyrine
Synonyms: PHENAZONE;Antipyrin;Antipirin;Fenazone;Phenozone;ANALGESINE;ANTIPYRENE;Antypirine;2,3-DIMETHYL-1-PHENYL-5-PYRAZOLONE;1,5-Dimethyl-2-phenylpyrazol-3-one
CBNumber: CB8200943
Molecular Formula: C11H12N2O
Formula Weight: 188.23
MOL File: 60-80-0.mol

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Antipyrine Property

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
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.
LogP: 0.380
CAS DataBase Reference: 60-80-0(CAS DataBase Reference)
NIST Chemistry Reference: Antipyrine(60-80-0)
EPA Substance Registry System: Antipyrine (60-80-0)

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Safety

Hazard Codes: Xn
Risk Statements: 22-36/37/38
Safety Statements: 26-36-37/39
RIDADR: 3249
WGK Germany: 1
RTECS: CD2450000
F: 10
TSCA: Yes
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 29331190
Toxicity: LD50 orally in rats: 1.8 g/kg (Hart)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: PHR2347
Product name: Antipyrine
Purity: Pharmaceutical Secondary Standard; Certified Reference Material
Packaging: 500MG
Price: $200
Updated: 2024/03/01

Sigma-Aldrich

Product number: ABF1169
Product name: Anti-Pyrin
Purity: from rabbit, purified by affinity chromatography
Packaging: 25μL
Price: $176
Updated: 2024/03/01

Sigma-Aldrich

Product number: ABF1169
Product name: Anti-Pyrin
Purity: from rabbit, purified by affinity chromatography
Packaging: 100μL
Price: $416
Updated: 2024/03/01

Sigma-Aldrich

Product number: 1040005
Product name: Antipyrine
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 200mg
Price: $436
Updated: 2024/03/01

Sigma-Aldrich

Product number: 10784
Product name: Antipyrine
Purity: tested according to Ph.Eur.
Packaging: 100g
Price: $99.8
Updated: 2023/06/20

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Antipyrine Chemical Properties,Usage,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.

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.]

Antipyrine Preparation Products And Raw materials

Raw materials

Ethyl acetoacetate Methanol solution 3-Methylpyrazole Methylpyridone Pyrazolone Methylhydrazine Methyl bromide Dimethyl sulfate

Preparation Products

4-Aminoantipyrine

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Antipyrine Suppliers

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View Lastest Price from Antipyrine manufacturers

Henan Suikang Pharmaceutical Co.,Ltd.

Product: Antipyrine 60-80-0
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99.0%
Supply Ability: 10tons
Release date: 2024-04-26

Hebei Zhuanglai Chemical Trading Co Ltd

Product: Antipyrine 60-80-0
Price: US $150.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 500kg
Release date: 2024-12-24

Apeloa production Co.,Limited

Product: Antipyrine 60-80-0
Price: US $1.00/g
Min. Order: 1g
Purity: 99%
Supply Ability: 10000
Release date: 2024-06-03

60-80-0, AntipyrineRelated Search:

ETHANE Dimethyl sulfoxide Dimethyl ether Dimethyl sulfate Dimethyl carbonate Sildenafil citrate Dimethyl fumarate 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one Phenacetin Dacthal Finasteride Chlorodimethylphenylsilane Dihydromyrcenol Cefazolin Cefazolin sodium salt N,N-Dimethylformamide Dimethyl sebacate Dimethyl sulfide

1,2-dihydro-1,5-dimethyl-2-phenyl-3h-pyrazol-3-on

1,5-Dimethyl1-2-phenyl-3-pyrazolone

phenazone(pharmaceutical)

Phenozone

Phenyldimethyl isopropyl pyrazolone

Phenylon

Phenylone

Pyrazophyl

Sedatin

Sedatine

OXYDIMETHYLQUINIZINE

PHENAZONUM

PHENAZONE

ANALGESINE

1,5-DIMETHYL-2-PHENYL-3-PYRAZOLONE

1,2-dihydro-1,5-dimethyl-2-phenyl-3h-pyrazol-3-one

2,3-DIMETHYL-1-PHENYL-3-PYRAZOLIN-5-ONE

2,3-DIMETHYL-1-PHENYL-5-PYRAZOLONE

1,5-diMethyl-2-phenyl-1H-pyrazol-3(2H)-one

Phenazone 0.25

Propyphenazone EP impurity A

Antipyrine Vetec(TM) reagent grade, 98%

Antipyrine/Phenazone cas:60-80-0

1,5-Dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one

1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one

ANTIPYRENE

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

Antipirin

Antipyrin

Antypirine

Apirelina

Auralgan

Azophen

Azophene

beta-Antipyrine

component of Auralgan

Dimethyloxychinizin

Dimethyloxyquinazine

Fenazon

Fenazone

Methozin

Oxydimethylquinazine

Parodyne

1-PHENYL-2,3-DIMETHYLPYRAZOL-5-ONE

APYRETINE

ANTIPYRIN(R), PH EUR

ANTIPYRINE CRYSTALLINE

ANTIPYRIN(R), CRYSTALLIZED