Proquazone - Wikipedia

Proquazone
Clinical data

ATC code	M01AX13 (WHO)
Identifiers
IUPAC name 1-isopropyl-7-methyl-4-phenylquinazolin-2(1H)-one
CAS Number	22760-18-5^N
PubChem CID	31508
ChemSpider	29222^N
UNII	42VPJ2980S
ChEMBL	ChEMBL268501^N
CompTox Dashboard (EPA)	DTXSID4021210
ECHA InfoCard	100.041.079
Chemical and physical data
Formula	C₁₈H₁₈N₂O
Molar mass	278.355 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC1=CC2=C(C=C1)C(=NC(=O)N2C(C)C)C3=CC=CC=C3
InChI InChI=1S/C18H18N2O/c1-12(2)20-16-11-13(3)9-10-15(16)17(19-18(20)21)14-7-5-4-6-8-14/h4-12H,1-3H3^N Key:JTIGKVIOEQASGT-UHFFFAOYSA-N^N
^NY (what is this?) (verify)

Proquazone is a nonsteroidal anti-inflammatory drug, known as a NSAID.^[1]

Synthesis

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^[2] ^[3]

References

^ Clissold SP, Beresford R (May 1987). "Proquazone. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy in rheumatic diseases and pain states". Drugs. 33 (5): 478–502. doi:10.2165/00003495-198733050-00004. PMID 3297621.
^ Coombs RV, Danna RP, Denzer M, Hardtmann GE, Huegi B, Koletar G, et al. (November 1973). "Synthesis and antiinflammatory activity of 1-alkyl-4-aryl-2(1H)-quinazolinones and quinazolinethiones". Journal of Medicinal Chemistry. 16 (11): 1237–45. doi:10.1021/jm00269a006. PMID 4747965.
^ GB 1592687, Gamboni G, Schmid W, Sutter A, "Process for Production of 4-Phenyl-2-(1H)-quinazolinones", issued 1981, assigned to Sandoz

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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