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4-Aminoantipyrine

CAS No.
83-07-8
Chemical Name:
4-Aminoantipyrine
Synonyms
4-AAP;AMPYRONE;AMINOANTIPYRINE;4-AMINOPHENAZONE;4-Amino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one;4-AMINOANTIPYRIN;4-AMINO-2,3-DIMETHYL-1-PHENYL-3-PYRAZOLIN-5-ONE;4-AMINO-1,5-DIMETHYL-2-PHENYL-1,2-DIHYDRO-PYRAZOL-3-ONE;NSC 60242;Minoazophene
CBNumber:
CB7485059
Molecular Formula:
C11H13N3O
Molecular Weight:
203.24
MDL Number:
MFCD00003145
MOL File:
83-07-8.mol
MSDS File:
SDS
Last updated:2024-12-18 14:08:57

4-Aminoantipyrine 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
pka pK1: 4.94(+1) (25°C)
form Powder or Crystals
color Yellow to yellow-brown
PH 7.1 (100g/l, H2O, 20℃)(slurry)
Odor Odorless
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 Reference 83-07-8(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 0M0B7474RA
NIST Chemistry Reference Aminoantipyrene(83-07-8)
EPA Substance Registry System 4-Aminoantipyrene (83-07-8)

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  22-36/37/38-20/21/22
Safety Statements  26-36-36/37/39
WGK Germany  3
RTECS  CD2480000
8-9-23
Hazard Note  Harmful
TSCA  Yes
HS Code  29331190
Toxicity LD50 orally in Rabbit: 1700 mg/kg
NFPA 704
1
2 1

4-Aminoantipyrine price More Price(58)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 33528 4-Aminoantipyrine puriss. p.a., reag. Ph. Eur., ≥99% 83-07-8 25g $92.5 2024-03-01 Buy
Sigma-Aldrich 33528 4-Aminoantipyrine puriss. p.a., reag. Ph. Eur., ≥99% 83-07-8 100g $99.2 2024-03-01 Buy
Sigma-Aldrich 1.07293 4-Amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one GR for analysis 83-07-8 10g $108 2024-03-01 Buy
Sigma-Aldrich 06800 4-Aminoantipyrine for spectrophotometric det. of H2O2 and phenols, ≥98.0% 83-07-8 25g $46.1 2024-03-01 Buy
Sigma-Aldrich 1.07293 4-Amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one GR for analysis 83-07-8 100g $406 2024-03-01 Buy
Product number Packaging Price Buy
33528 25g $92.5 Buy
33528 100g $99.2 Buy
1.07293 10g $108 Buy
06800 25g $46.1 Buy
1.07293 100g $406 Buy

4-Aminoantipyrine Chemical Properties,Uses,Production

Chemical Properties

Amber crystalline powder

Uses

4-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.

Application

4-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.

Definition

ChEBI: 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.

Preparation

synthesis 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.

General Description

4-Aminoantipyrine forms heterocyclic Schiff bases, by reaction with various aldehydes and oximes. These Schiff bases form stable complexes with transition metals.

Purification Methods

It crystallises from EtOH or EtOH/ether. [Beilstein 25 III/IV 3554.]

519-98-2
83-07-8
Synthesis of 4-Aminoantipyrine from 1,2-dihydro-1,5-dimethyl-4-(methylamino)-2-phenyl-3H-pyrazol-3-one
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View Lastest Price from 4-Aminoantipyrine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Aminoantipyrine pictures 2025-01-17 4-Aminoantipyrine
83-07-8
US $0.00-0.00 / g 1g 98.0% 10kg/month WUHAN FORTUNA CHEMICAL CO., LTD
4-Aminoantipyrine pictures 2025-01-16 4-Aminoantipyrine
83-07-8
US $60.00 / kg 1kg 99% 1000 hebei hongtan Biotechnology Co., Ltd
4-Aminoantipyrine pictures 2025-01-06 4-Aminoantipyrine
83-07-8
US $128.00 / KG 25KG 98% 1-1000kg Baoji Guokang Bio-Technology Co., Ltd.
Metamizole EP Impurity B 4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one Metamizole Sodium Impurity 2(Minocycline EP Impurity B) 4-aminoantipirine 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 AMINOANTIPYRINE, 4- AMINOANTIPYRINE REAGENT AMINOPHENYZONE AMPYRONE 1-PHENYL-2,3-DIMETHYL-4-AMINOPYRAZOLONE 1,5-DIMETHYL-2-PHENYL-4-AMINOPYRAZOLONE 4-AMINOPHENAZONE 4-AMINOANTIPYRENE 4-AMINOANTIPYRIN 4-AMINOANTIPYRINE 4-AMINOANTIPYRINE REAGENT 4-AMINO-2,3-DIMETHYL-1-PHENYL-3-PYRAZOLIN-5-ONE 4-AMINO-2,3-DIMETHYL-1-PHENYL-3-PYRAZOLINE-5-ONE 4-AMINO-1,3-DIMETHYL-2-PHENYL-3-PYRAZOLONE 4-AMINO-1,5-DIMETHYL-2-PHENYL-1,2-DIHYDRO-PYRAZOL-3-ONE 4-AMINO-1,5-DIMETHYL-2-PHENYL-3H-PYRAZOL-3-ONE 4-Amino-1,5-dimethyl-2-phenyl-3-pyrazolone 1,5-dimethyl-2-phenyl-4-aminopyrazolin 4-AMINOANTIPYRINE [4-AMINO-2,3-DIMETHYL-1-PHENYL-3-PYRAZOLIN-5-ONE] 4-Amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one, Ampyrone 1,2-Dihydro-1,5-dimethyl-2-phenyl-4-amino-3H-pyrazol-3-one 1-Phenyl-2,3-dimethyl-4-amino-5-pyrazolone 4-Amino-2,3-dimethyl-1-phenyl-5-pyrazolone 4-Aminoantipyrine [for Biochemical Research] 4-Aminoantipyrine,98% 4-Aminoantipyrine;4-aminophenazone 4-AMINO-2,3-DIMETHYL-1-PHENYL-3-PYR-AZOL IN-5-ON R. G., REAG. PH. EUR. I 4-AMINOANTIPYRINE FREE BASE 4-AminoantipyrinePuriss 4-AminoantipyrinePuriss(4-Aminophenazone) 4-AMINOBENZENE SULFONIC ACID( Sulphanilic Acid) 4-Amino-1,5-dimethyl-2-phenyl-4-pyrazolin-3-one Aminoantipyrene 4-amino antipyirine 4-AMINOANTIPYRIDINE (AMPYRONE) AMINOANTIPYRINE, 4-(RG) 4-Aminoantipyrine,4-Amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one, Ampyrone 4-Aminoantipyrine p.a. AMINOANTIPYRINE, 4-(AMPYRONE)(RG) 4-AMINOANTIPYRINERESEARCH GRADE 1,5-Dimethyl-2-phenyl-4-aminopyrazoline 1-Phenyl-2,3-dimethyl-4-aminopyrazloone-[5] 3H-Pyrazol-3-one, 4-amino-1,2-dihydro-1,5-dimethyl-2-phenyl- 3-Pyrazolin-5-one, 4-amino-2,3-dimethyl-1-phenyl- 4-AAP 4-Amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one, 4-Aminophenazone (2,3-Dihydro-1,5-diMethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)aMine Minoazophene NSC 60242 (2,3-Dihydro-1,5-(diMethyl-d3)-3-oxo-2-phenyl-1H-pyrazol- 4-yl)aMine