Ampyrone

Title: Ampyrone
CAS Registry Number: 83-07-8
CAS Name: 4-Amino-1,2-dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one
Additional Names: 4-aminoantipyrine; 4-amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one; 1,5-dimethyl-2-phenyl-4-aminopyrazolone
Molecular Formula: C11H13N3O
Molecular Weight: 203.24
Percent Composition: C 65.01%, H 6.45%, N 20.68%, O 7.87%
Literature References: Prepn: Waser, Helv. Chim. Acta 8, 117 (1925); Freedman, Sherndal, US 1877166 (1933 to H. A. Metz Labs.); Turpechen, Kallro, C.A. 36, 426 (1942); Takahashi, Ogyu, JP 54 3663 (1954 to Nippon New Drug), C.A. 50, 2687c (1956). Metabolite of aminopyrine, q.v.: E. S. Vesell et al., Clin. Pharmacol. Ther. 20, 661 (1976); G. F. Lockwood, J. B. Houston, J. Pharm. Pharmacol. 31, 787 (1979).
Properties: Pale yellow crystals from benzene, mp 109°. Sol in water, ethanol, benzene; sparingly sol in ether.
Melting point: mp 109°
Amrubicin Amsacrine Amsonic Acid Amtolmetin Guacil Amygdalin

Ampyrone
Ampyrone structure.png
Identifiers
CAS number 83-07-8 YesY
PubChem 2151
ChemSpider 2066 YesY
UNII 0M0B7474RA YesY
ChEBI CHEBI:59026 YesY
ChEMBL CHEMBL1165011 YesY
Jmol-3D images Image 1
Properties
Molecular formula C11H13N3O
Molar mass 203.24 g mol−1
Density 1.207g/cm3
Melting point 106-110°C
Boiling point 309°C @760mmHg
Hazards
Flash point 140.7 °C; 285.3 °F; 413.8 K
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Ampyrone is a metabolite of aminopyrine with analgesic, anti-inflammatory, and antipyretic properties. Due to the risk of agranulocytosis its use as a drug is discouraged.[1] It is used as a reagent for biochemical reactions producing peroxides or phenols. Ampyrone stimulates liver microsomes and is also used to measure extracellular water.