Azapropazone

Azapropazone
Clinical data
Trade names	Rheumox
AHFS/Drugs.com	International Drug Names
ATC code	M01AX04 (WHO) ;
Legal status
Legal status	UK: POM (Prescription only) ;
Pharmacokinetic data
Elimination half-life	20 hours
Identifiers
	IUPAC name (RS)-5-(Dimethylamino)-9-methyl-2-propyl-1H-pyrazolo[1,2-a][1,2,4]benzotriazine-1,3(2H)-dione;
CAS Number	13539-59-8 ;
PubChem CID	26098;
ChemSpider	24310 ;
UNII	K2VOT966ZI;
KEGG	D02966 ;
ChEBI	CHEBI:38010 ;
ChEMBL	ChEMBL1231131 ;
ECHA InfoCard	100.033.543
Chemical and physical data
Formula	C16H20N4O2
Molar mass	300.36 g/mol g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic mixture
	SMILES O=C3N/1N(c2c(\N=C\1N(C)C)ccc(c2)C)C(=O)C3CCC;
	InChI InChI=1S/C16H20N4O2/c1-5-6-11-14(21)19-13-9-10(2)7-8-12(13)17-16(18(3)4)20(19)15(11)22/h7-9,11H,5-6H2,1-4H3 ; Key:MPHPHYZQRGLTBO-UHFFFAOYSA-N ;
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Azapropazone is a nonsteroidal anti-inflammatory drug (NSAID). It is manufactured by Goldshield under the tradename Rheumox.[1]

It was available in the UK as a prescription-only drug, with restrictions due to certain contra-indications and side-effects.[2] Azopropazone has now been discontinued in the British National Formulary.

Azapropazone has a half-life of approximately 20 hours in humans and is not extensively metabolized.[3]

References

http://home.intekom.com/pharm/cont_eth/rheumox.html
http://www.patient.co.uk/showdoc/30002267/
Jones CJ (1976). "The pharmacology and pharmacokinetics of azapropazone - a review". Curr Med Res Opin. 4 (1): 3–16. doi:10.1185/03007997609109361. PMID 770078.

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[1] ttp://home.intekom.com/pharm/cont_eth/rheumox.html

[2] ttp://www.patient.co.uk/showdoc/30002267/

[pmid770078-3] Jones CJ (1976). "The pharmacology and pharmacokinetics of azapropazone - a review". Curr Med Res Opin. 4 (1): 3–16. doi:10.1185/03007997609109361. PMID 770078.

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.