Ampyrone

Ampyrone
Names
	Preferred IUPAC name 4-Amino-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one
	Other names solvapyrin A, aminoazophene, aminoantipyrene, aminoantipyrine, metapyrazone
Identifiers
CAS Number	83-07-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:59026 ;
ChEMBL	ChEMBL1165011 ;
ChemSpider	2066 ;
ECHA InfoCard	100.001.321
PubChem CID	2151;
UNII	0M0B7474RA ;
CompTox Dashboard (EPA)	DTXSID8048860 ;
	InChI InChI=1S/C11H13N3O/c1-8-10(12)11(15)14(13(8)2)9-6-4-3-5-7-9/h3-7H,12H2,1-2H3 Key: RLFWWDJHLFCNIJ-UHFFFAOYSA-N ; InChI=1/C11H13N3O/c1-8-10(12)11(15)14(13(8)2)9-6-4-3-5-7-9/h3-7H,12H2,1-2H3 Key: RLFWWDJHLFCNIJ-UHFFFAOYAT;
	SMILES O=C2\C(=C(/N(N2c1ccccc1)C)C)N;
Properties
Chemical formula	C11H13N3O1
Molar mass	203.24 g/mol
Density	1.207g/cm3
Melting point	106 to 110 °C (223 to 230 °F; 379 to 383 K)
Boiling point	309 °C (588 °F; 582 K) @760mmHg
Hazards
Flash point	140.7 °C (285.3 °F; 413.8 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Ampyrone is a metabolite of aminopyrine with analgesic, anti-inflammatory, and antipyretic properties.^[2] While the parent drug, aminopyrine, has been discouraged due to the risk of agranulocytosis,^[3]^[4] ampyrone itself has significantly lower toxicity.^[5] It is used as a reagent for biochemical reactions producing peroxides or phenols.^[2] Ampyrone stimulates liver microsomes and is also used to measure extracellular water.^[2]

References

^ PubChem (25 March 2005). "4-Aminoantipyrine". PubChem. Retrieved 2022-05-09.
^ ^a ^b ^c ^d "4-Aminoantipyrine". pubchem.ncbi.nlm.nih.gov. 25 March 2005. Retrieved 2022-05-09.
^ Bailey, D. N. (1983). "The unusual occurrence of 4-aminoantipyrine (4-aminophenazone) in human biological fluids". Journal of Analytical Toxicology. 7 (2): 76–78. doi:10.1093/jat/7.2.76. ISSN 0146-4760. PMID 6855207.
^ PubChem. "Aminopyrine". pubchem.ncbi.nlm.nih.gov. Retrieved 2024-08-26.
^ PubChem. "4-Aminoantipyrine". pubchem.ncbi.nlm.nih.gov. Retrieved 2024-08-26.