4-Aminoantipyrine

4-Aminoantipyrine

Old ampyrone and original bottle
Names
IUPAC names 4-Amino-1,5-dimethyl-2-phenylpyrazol-3-one 4-Amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one
Other names 4-Aminoantipyrene Aminoantipyrine Aminoazophene Ampyrone Metapirazone Metapyrazone Solvapyrin A
Identifiers
Jmol-3D images	Image
SMILES Cc1c(c(=O)n(n1C)c2ccccc2)N
Properties
Chemical formula	C11H13N3O
Molar mass	203.245 g/mol
Appearance	Yellow solid
Odor	Odorless
Density	1.207 g/cm3
Melting point	105–110 °C (221–230 °F; 378–383 K)
Boiling point	309 °C (588 °F; 582 K) (decomposes)
Solubility in water	5.6 g/100 ml
Vapor pressure	~0 mmHg
Hazards
Safety data sheet	Sigma-Aldrich
Flash point	140.7 °C (285.3 °F; 413.8 K)
Lethal dose or concentration (LD, LC):
LD50 (Median dose)	1,700 mg/kg (rat, oral)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

4-Aminoantipyrine or ampyrone is an organic compound with the chemical formula C₁₁H₁₃N₃O, used as reagent in analytical chemistry. It is the main metabolite of the anti-inflammatory and antipyretic drug Aminopyrine.

Properties

Chemical

4-Aminoantipyrine will decompose when heated to high temperatures.

Physical

4-Aminoantipyrine is a yellow odorless solid, soluble in water. Old samples tend to be have a more dark yellow to orange hue, due to degradation.

Availability

Ampyrone is sold by chemical suppliers.

Preparation

4-Aminoantipyrine is cheaper to buy than synthesize.

Projects

• Make various transition metal and lanthanide ligands
• Colorimetric determination of phenols
• Reagent for determination of glucose in the presence of phenol and peroxidase

Handling

Safety

4-Aminoantipyrine is irritant. It is the main metabolite of the analgesic, anti-inflammatory, and antipyretic drug Aminopyrine. Due to the risk of agranulocytosis its use as a drug is discouraged.

Storage

4-Aminoantipyrine should be kept in air-tight closed amber bottles, away from light.

Disposal

4-Aminoantipyrine should be strongly diluted with lots of water before poured down the drain.

For complete neutralization, this compound should be carefully neutralized using an oxidizing mixture like chromic acid or Fenton's reagent, by adding it in small amounts. It can also be taken to waste disposal centers.