Ampyrone: Difference between revisions
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Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'UNII', 'ChEBI'). |
m The previous page assigned the toxicity of agranulocytosis to ampyrone, which is incorrect. This toxicity is associated with its parent drug, aminopyrine, not the metabolite, ampyrone. I have cited the corresponding references to support this claim. |
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{{chembox |
{{chembox |
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| Watchedfields = changed |
| Watchedfields = changed |
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| verifiedrevid = |
| verifiedrevid = 443387760 |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageFile = Ampyrone structure.png |
| ImageFile = Ampyrone structure.png |
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| ImageSize = |
| ImageSize = |
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| PIN = 4-Amino-1,5-dimethyl-2-phenyl-3''H''-pyrazol-3-one<ref>{{Cite web|last=PubChem|title=4-Aminoantipyrine|date=25 March 2005|url=https://pubchem.ncbi.nlm.nih.gov/compound/2151#section=IUPAC-Name|access-date=2022-05-09|website=PubChem|language=en}}</ref> |
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| IUPACName = 4-Amino- 1,5-dimethyl- 2-phenyl- pyrazol- 3-one |
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| OtherNames = solvapyrin A, aminoazophene, aminoantipyrene, metapyrazone |
| OtherNames = solvapyrin A, aminoazophene, aminoantipyrene, aminoantipyrine, metapyrazone |
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|Section1={{Chembox Identifiers |
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| 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 |
| 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 |
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| InChIKey = RLFWWDJHLFCNIJ-UHFFFAOYAT |
| InChIKey = RLFWWDJHLFCNIJ-UHFFFAOYAT |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 2066 |
| ChemSpiderID = 2066 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 0M0B7474RA |
| UNII = 0M0B7474RA |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 59026 |
| ChEBI = 59026 |
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| SMILES = O=C2\C(=C(/N(N2c1ccccc1)C)C)N |
| SMILES = O=C2\C(=C(/N(N2c1ccccc1)C)C)N |
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|Section2={{Chembox Properties |
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| C=11 | H=13 | N=3 | O=1 |
| C=11 | H=13 | N=3 | O=1<ref name="PubChem"/> |
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| MolarMass = 203.24 g/mol |
| MolarMass = 203.24 g/mol |
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| Appearance = |
| Appearance = |
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| Density = 1.207g/cm<sup>3</sup> |
| Density = 1.207g/cm<sup>3</sup> |
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| MeltingPtC = 106 to 110 |
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| MeltingPt_notes = |
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| BoilingPt = 309°C @760mmHg |
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| BoilingPtC = 309 |
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| BoilingPt_notes = @760mmHg |
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| Solubility = }} |
| Solubility = }} |
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|Section3={{Chembox Hazards |
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| MainHazards = |
| MainHazards = |
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| FlashPtC = 140.7 |
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| AutoignitionPtC = |
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'''Ampyrone''' is a [[metabolite]] of [[aminopyrine]] with [[analgesic]], [[anti-inflammatory]], and [[antipyretic]] properties. |
'''Ampyrone''' is a [[metabolite]] of [[aminopyrine]] with [[analgesic]], [[anti-inflammatory]], and [[antipyretic]] properties.<ref name="PubChem"/> While the parent [[medication|drug]], aminopyrine, has been discouraged due to the risk of [[agranulocytosis]],<ref>{{Cite journal |last=Bailey |first=D. N. |date=1983 |title=The unusual occurrence of 4-aminoantipyrine (4-aminophenazone) in human biological fluids |url=https://pubmed.ncbi.nlm.nih.gov/6855207/ |journal=Journal of Analytical Toxicology |volume=7 |issue=2 |pages=76–78 |doi=10.1093/jat/7.2.76 |issn=0146-4760 |pmid=6855207}}</ref><ref>{{Cite web |last=PubChem |title=Aminopyrine |url=https://pubchem.ncbi.nlm.nih.gov/compound/6009 |access-date=2024-08-26 |website=pubchem.ncbi.nlm.nih.gov |language=en}}</ref> ampyrone itself has significantly lower toxicity.<ref>{{Cite web |last=PubChem |title=4-Aminoantipyrine |url=https://pubchem.ncbi.nlm.nih.gov/compound/2151 |access-date=2024-08-26 |website=pubchem.ncbi.nlm.nih.gov |language=en}}</ref> It is used as a [[reagent]] for [[biochemistry|biochemical]] reactions producing [[peroxide]]s or [[phenols]].<ref name="PubChem">{{Cite web|date=25 March 2005|title=4-Aminoantipyrine|url=https://pubchem.ncbi.nlm.nih.gov/compound/2151#:~:text=A%20metabolite%20of%20AMINOPYRINE%20with,water|access-date=2022-05-09|website=pubchem.ncbi.nlm.nih.gov|language=en}}</ref> Ampyrone stimulates [[liver]] [[microsome]]s and is also used to measure [[extracellular]] water.<ref name="PubChem"/> |
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==References== |
==References== |
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{{Anti-inflammatory and antirheumatic products}} |
{{Anti-inflammatory and antirheumatic products}} |
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{{NSAIDs}} |
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{{Analgesics}} |
{{Analgesics}} |
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[[Category:Pyrazolones]] |
[[Category:Pyrazolones]] |
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[[Category:Antipyretics]] |
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[[Category:Nonsteroidal anti-inflammatory drugs]] |
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[[Category:Human drug metabolites]] |
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{{analgesic-stub}} |
{{analgesic-stub}} |
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{{heterocyclic-stub}} |
{{heterocyclic-stub}} |
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[[ja:アンピロン]] |
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[[pl:Aminofenazon]] |
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