Feprazone

Feprazone
Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	M02AA16 (WHO) ;
Identifiers
	IUPAC name 4-(3-methylbut-2-enyl)-1,2-di(phenyl)pyrazolidine-3,5-dione;
PubChem CID	35455;
ChemSpider	32612 ;
UNII	7BVX6J0CGR;
KEGG	D01305 ;
CompTox Dashboard (EPA)	DTXSID3023051 ;
ECHA InfoCard	100.045.735
Chemical and physical data
Formula	C20H20N2O2
Molar mass	320.385 g/mol g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C2N(c1ccccc1)N(C(=O)C2C\C=C(/C)C)c3ccccc3;
	InChI InChI=1S/C20H20N2O2/c1-15(2)13-14-18-19(23)21(16-9-5-3-6-10-16)22(20(18)24)17-11-7-4-8-12-17/h3-13,18H,14H2,1-2H3 ; Key:RBBWCVQDXDFISW-UHFFFAOYSA-N ;
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Feprazone (or prenazone) is a drug used for joint and muscular pain.[1]

It is an analog of butazone but instead of a n-butyl group it is prenylated.

References

Koyama, T.; Izawa, Y.; Wada, H.; Makita, T.; Hashimoto, Y.; Enomoto, M. (1982). "Toxicological aspects of feprazone, a new nonsteroidal anti-inflammatory drug". Toxicology and Applied Pharmacology. 64 (2): 255–270. doi:10.1016/0041-008X(82)90222-8. PMID 7123554.

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[1] Koyama, T.; Izawa, Y.; Wada, H.; Makita, T.; Hashimoto, Y.; Enomoto, M. (1982). "Toxicological aspects of feprazone, a new nonsteroidal anti-inflammatory drug". Toxicology and Applied Pharmacology. 64 (2): 255–270. doi:10.1016/0041-008X(82)90222-8. PMID 7123554.

Nonsteroidal 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 Bumadizone Bufexamac Diclofenac Difenpiramide Etodolac Felbinac Fenclozic acid Fentiazac Indometacin Indometacin farnesil Isoxepac Ketorolac Lonazolac Oxametacin Prodolic acid Proglumetacin Sulindac Tiopinac Tolmetin Zomepirac^†
Oxicams	Ampiroxicam Droxicam Isoxicam Lornoxicam Meloxicam Piroxicam Tenoxicam
Propionic acid derivatives (profens)	Alminoprofen Benoxaprofen^† Carprofen^‡ Dexibuprofen Dexketoprofen Fenbufen Fenoprofen Flunoxaprofen Flurbiprofen Ibuprofen^# Ibuproxam Indoprofen^† Ketoprofen Loxoprofen Miroprofen Naproxen Oxaprozin Pirprofen Suprofen Tarenflurbil Tepoxalin^‡ Tiaprofenic acid Vedaprofen^‡ Zaltoprofen COX-inhibiting nitric oxide donator: Naproxcinod
N-Arylanthranilic acids (fenamates)	Azapropazone Clonixin Etofenamate Flufenamic acid Flunixin Meclofenamic acid Mefenamic acid Morniflumate Niflumic acid Tolfenamic acid Flutiazin
Coxibs	Apricoxib Celecoxib 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
Items listed in bold indicate initially developed compounds of specific groups. ^#WHO-EM ^†Withdrawn drugs. ^‡Veterinary use medications.