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4-Aminoantipyrine

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CAS:83-07-8
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CAS:83-07-8
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CAS:83-07-8
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CAS:83-07-8
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  • 2024-12-17
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  • Ampyrone
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4-Aminoantipyrine Basic information
Product Name:4-Aminoantipyrine
Synonyms:4-Amine-2,3-dimethyl-lphenyl-5-pyrazolone-[5],Ampyrone;4-amino-1,2-dihydro-1,5-dimethyl-2-phenyl-3h-pyrazol-3-on;AKOS BBS-00007964;AMINOANTIPYRINE, 4-;AMINOANTIPYRINE REAGENT;AMINOPHENYZONE;1-PHENYL-2,3-DIMETHYL-4-AMINOPYRAZOLONE;1,5-DIMETHYL-2-PHENYL-4-AMINOPYRAZOLONE
CAS:83-07-8
MF:C11H13N3O
MW:203.24
EINECS:201-452-3
Product Categories:PYRAMIDON;Heterocycles, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals;reagent;Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Drug bulk;Antibiotic Explorer;Pyridines, Pyrimidines, Purines and Pteredines
Mol File:83-07-8.mol
4-Aminoantipyrine Structure
4-Aminoantipyrine Chemical Properties
Melting point 105-110 °C(lit.)
Boiling point 340 C
density 0.8
refractive index 1.4930 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility H2O: 0.1 g/mL, clear
pkapK1: 4.94(+1) (25°C)
form Powder or Crystals
color Yellow to yellow-brown
PH7.1 (100g/l, H2O, 20℃)(slurry)
OdorOdorless
Water Solubility ca. 500 g/L (20 ºC)
Merck 14,591
BRN 181635
Stability:Stable. May be light sensitive.
LogP-0.257 (est)
CAS DataBase Reference83-07-8(CAS DataBase Reference)
NIST Chemistry ReferenceAminoantipyrene(83-07-8)
EPA Substance Registry System4-Aminoantipyrene (83-07-8)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38-20/21/22
Safety Statements 26-36-36/37/39
WGK Germany 3
RTECS CD2480000
8-9-23
Hazard Note Harmful
TSCA Yes
HS Code 29331190
ToxicityLD50 orally in Rabbit: 1700 mg/kg
MSDS Information
ProviderLanguage
Ampyrone English
SigmaAldrich English
ACROS English
ALFA English
4-Aminoantipyrine Usage And Synthesis
Chemical PropertiesAmber crystalline powder
Application4-aminoantipyrine is the most widely used analytical reagent for the estimation of phenol. It is used as a reagent for glucose determination in the presence of peroxidase and phenol. It is also used as indicator for trace phenol determinations in water.
Phenolic compounds were determined by buffering the sample to a pH of 10.0 and adding 4-aminoantipyrine to produce a yellow or amber colored complex in the presence of ferricyanide ion. The colour is intensified through extraction of the complex into chloroform. Measurement of this colour quantitatively determines the phenol concentration of the sample.
Uses4-Aminoantipyrine is a metabolite of aminopyrine, having both analgesic and anti-inflammatory properties. It readily forms metal complexes due to its amino nitrogen, a strong coordination site.
4-aminoantipyrine forms Schiff bases when treated with aldehydes/ketones, which are used in chemosensing applications.
Coupling Reagent for Trinder's reagent in colorimetric hydrogen peroxide detectionassays.
Forms highly stable dyes by coupling with Trinder's reagent in presence of Peroxidase and H2O2. Therefore suitable for use in test strip and solution diagnostics.
Preparationsynthesis of 4-aminoantipyrine: Antipyrine is nitrosated by sodium nitrite, reduced by ammonium bisulfite and ammonium sulfite, hydrolyzed by sulfuric acid, and finally neutralized with liquid ammonia to obtain 4-aminoantipyrine.
DefinitionChEBI: 4-aminoantipyrine is a pyrazolone, a member of the class of pyrazoles that is antipyrine substituted at C-4 by an amino group. It is a metabolite of aminopyrine and of metamizole. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an antirheumatic drug, a peripheral nervous system drug, an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor, an antipyretic, a drug metabolite and a marine xenobiotic metabolite. It is a primary amino compound and a pyrazolone. It derives from an antipyrine.
General Description4-Aminoantipyrine forms heterocyclic Schiff bases, by reaction with various aldehydes and oximes. These Schiff bases form stable complexes with transition metals.
Purification MethodsIt crystallises from EtOH or EtOH/ether. [Beilstein 25 III/IV 3554.]
Tag:4-Aminoantipyrine(83-07-8) Related Product Information
Cefazolin sodium salt Cefazolin Chlorodimethylphenylsilane Dimethyl ether Dimethyl fumarate Dimethyl carbonate N,N-Dimethyl-1,4-phenylenediamine Antipyrine Dimethyl sebacate Dimethyl sulfoxide Propyphenazone 4,4'-Diaminodiphenylsulfone N,N-Dimethylformamide Acetaminophen Glucosamine 3,4'-DIAMINODIPHENYLMETHANE DIANTIPYRYLMETHANE EC 2.6.1.2