Ampyrone

Ampyrone
Names
	IUPAC name 4-Amino-2,3-dimethyl-1-phenyl-3-pyrazol-5-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	C11H13N3O
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. 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.

References

^ "On-line encyklopedia PWN (in Polish)". Archived from the original on 2011-06-07. Retrieved 2008-10-17.

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[1] "On-line encyklopedia PWN (in Polish)". Archived from the original on 2011-06-07. Retrieved 2008-10-17.

[1]

v t e Non-steroidal anti-inflammatory drugs (NSAIDs) (primarily M01A and M02A, also N02BA)
pyrazolones / pyrazolidines	Aminophenazone Ampyrone Azapropazone Clofezone Difenamizole Famprofazone Feprazone Kebuzone Metamizole Mofebutazone Morazone Nifenazone Oxyphenbutazone Phenazone Phenylbutazone Propyphenazone Sulfinpyrazone Suxibuzone^‡
salicylates	Aspirin (acetylsalicylic acid)^# Aloxiprin Benorylate Carbasalate calcium Diflunisal Dipyrocetyl Ethenzamide Guacetisal Magnesium salicylate Methyl salicylate Salsalate Salicin Salicylamide Salicylic acid (salicylate) Sodium salicylate
acetic acid derivatives and related substances	Aceclofenac Acemetacin Alclofenac Amfenac Bendazac Bromfenac Bufexamac Bumadizone Diclofenac Difenpiramide Etodolac Felbinac Fenclozic acid Fentiazac Indometacin Indometacin farnesil Isoxepac Ketorolac Lonazolac Mofezolac Oxametacin Prodolic acid Proglumetacin Sulindac Tiopinac Tolmetin Zomepirac^†
oxicams	Ampiroxicam Droxicam Isoxicam Lornoxicam Meloxicam Piroxicam Pivoxicam Tenoxicam
propionic acid derivatives (profens)	Alminoprofen Benoxaprofen^† Carprofen^‡ Dexibuprofen Dexketoprofen Fenbufen Fenoprofen Flunoxaprofen Flurbiprofen Ibuprofen^# Ibuproxam Indoprofen^† Ketoprofen Loxoprofen Miroprofen Naproxen Oxaprozin Pelubiprofen Piketoprofen Pirprofen Suprofen Tarenflurbil Tepoxalin^‡ Tiaprofenic acid Vedaprofen^‡ Zaltoprofen COX-inhibiting nitric oxide donator: Naproxcinod
n-arylanthranilic acids (fenamates)	Azapropazone Clonixin Etofenamate Floctafenine Flufenamic acid Flunixin Flutiazin Glafenine^† Meclofenamic acid Mefenamic acid Morniflumate Niflumic acid Tolfenamic acid
COX-2 inhibitors (coxibs)	Apricoxib Celecoxib (+tramadol) Cimicoxib^‡ Deracoxib^‡ Etoricoxib Firocoxib^‡ Lumiracoxib^† Mavacoxib^‡ Parecoxib Robenacoxib^‡ Rofecoxib^† Valdecoxib^†
other	Aminopropionitrile Benzydamine Chondroitin sulfate Diacerein Fluproquazone Glucosamine Glycosaminoglycan Hyperforin Nabumetone Nimesulide Oxaceprol Proquazone Superoxide dismutase / orgotein Tenidap
NSAID combinations	Ibuprofen/famotidine Ibuprofen/hydrocodone Ibuprofen/oxycodone Ibuprofen/paracetamol Meloxicam/bupivacaine Naproxen/diphenhydramine Naproxen/esomeprazole
Key: underline indicates initially developed first-in-class compound of specific group; ^#WHO-Essential Medicines; ^†withdrawn drugs; ^‡veterinary use.
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