Fluproquazone

Fluproquazone

Systematic (IUPAC) name
4-(4-fluorophenyl)-7-methyl-1-propan-2-ylquinazolin-2-one
Identifiers
CAS Number	40507-23-1
ATC code	none
PubChem	CID 38503
ChemSpider	35289
UNII	U4K85O58HD
KEGG	D04229
Chemical data
Formula	C18H17FN2O
Molar mass	296.339 g/mol
SMILES Fc3ccc(C/1=N/C(=O)N(c2cc(ccc\12)C)C(C)C)cc3
InChI InChI=1S/C18H17FN2O/c1-11(2)21-16-10-12(3)4-9-15(16)17(20-18(21)22)13-5-7-14(19)8-6-13/h4-11H,1-3H3 Key:ZWOUXWWGKJBAHQ-UHFFFAOYSA-N
(verify)

Fluproquazone (trade name Tormosyl, RF 46-790 ) was a quinazolinone derivative with potent analgesic, antipyretic, and anti-inflammatory effects discovered by Sandoz.^[1][2][3][4] It was withdrawn during development due to liver toxicity.^{[5]:370[6]:520}

References

1. Haanaes HR, et al RF 46-790 versus paracetamol: effect on post-operative pain. Int J Clin Pharmacol Ther Toxicol. 1986 Nov;24(11):598-601. PMID 3491794
2. Mohing W, Suckert R, Lataste X. Comparative study of fluproquazone in the management of post-operative pain. Arzneimittelforschung. 1981;31(5a):918-20.
3. Wheatley D. Analgesic properties of fluproquazone. Rheumatology and Rehabilitation. 1982 May;21(2):98-100.
4. Fankhauser S, Laube W, Marti HR, Schultheiss HR, Vogtlin J, von Graffenried B. Antipyretic activity of fluproquazone in man. Arzneimittelforschung. 1981;31(5a):934-5.
5. Lewis JH and Stine JG. Nonsteroidal Antiinflammatory Drugs and Leukotriene Receptor Antagonists, Ch 22 in Drug-induced Liver Disease (Third Edition). Eds Neil Kaplowitz and Laurie D. DeLeve. Elsevier Inc, 2013. ISBN 9780123878175
6. Hyman J. Zimmerman. Hepatotoxicity: The Adverse Effects of Drugs and Other Chemicals on the Liver. Lippincott Williams & Wilkins, 1999. ISBN 9780781719520