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Ampyrone

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Ampyrone
Names
Preferred IUPAC name
4-Amino-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one[1]
Other names
solvapyrin A, aminoazophene, aminoantipyrene, aminoantipyrine, metapyrazone
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.321 Edit this at Wikidata
UNII
  • 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 checkY
    Key: RLFWWDJHLFCNIJ-UHFFFAOYSA-N checkY
  • 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
  • O=C2\C(=C(/N(N2c1ccccc1)C)C)N
Properties
C11H13N3O1[2]
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).
checkY verify (what is checkY☒N ?)

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

  1. ^ PubChem (25 March 2005). "4-Aminoantipyrine". PubChem. Retrieved 2022-05-09.
  2. ^ a b c d "4-Aminoantipyrine". pubchem.ncbi.nlm.nih.gov. 25 March 2005. Retrieved 2022-05-09.
  3. ^ 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.
  4. ^ PubChem. "Aminopyrine". pubchem.ncbi.nlm.nih.gov. Retrieved 2024-08-26.
  5. ^ PubChem. "4-Aminoantipyrine". pubchem.ncbi.nlm.nih.gov. Retrieved 2024-08-26.


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