Fluproquazone

Fluproquazone
Clinical data
ATC code	none;
Identifiers
	IUPAC name 4-(4-fluorophenyl)-7-methyl-1-propan-2-ylquinazolin-2-one;
CAS Number	40507-23-1;
PubChem CID	38503;
ChemSpider	35289 ;
UNII	U4K85O58HD;
KEGG	D04229 ;
CompTox Dashboard (EPA)	DTXSID70193519 ;
Chemical and physical data
Formula	C18H17FN2O
Molar mass	296.345 g·mol−1
3D model (JSmol)	Interactive image;
	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with potent analgesic, antipyretic, and anti-inflammatory effects discovered by Sandoz.^[1]^[2]^[3]^[4] It was withdrawn during development due to liver toxicity.^[5]^: 370^[6]^: 520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

^ Haanaes HR, Benterud UJ, Skoglund LA (November 1986). "RF 46-790 versus paracetamol: effect on post-operative pain". International Journal of Clinical Pharmacology, Therapy, and Toxicology. 24 (11): 598–601. PMID 3491794.
^ Mohing W, Suckert R, Lataste X (1981). "Comparative study of fluproquazone in the management of post-operative pain". Arzneimittel-Forschung. 31 (5a): 918–20. PMID 6973986.
^ Wheatley D (May 1982). "Analgesic properties of fluproquazone". Rheumatology and Rehabilitation. 21 (2): 98–100. doi:10.1093/rheumatology/21.2.98. PMID 7043713.
^ Fankhauser S, Laube W, Marti HR, Schultheiss HR, Vögtlin J, von Graffenried B (1981). "Antipyretic activity of fluproquazone in man". Arzneimittel-Forschung. 31 (5a): 934–5. PMID 6973990.
^ Lewis JH, Stine JG (2013). "Nonsteroidal Antiinflammatory Drugs and Leukotriene Receptor Antagonists". In Kaplowitz N, DeLeve LD (eds.). Drug-induced Liver Disease (third ed.). Elsevier Inc. ISBN 9780123878175.
^ Zimmerman HJ (1999). Hepatotoxicity: The Adverse Effects of Drugs and Other Chemicals on the Liver. Lippincott Williams & Wilkins. ISBN 9780781719520.

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Clinical data

ATC code	none
Identifiers
IUPAC name 4-(4-fluorophenyl)-7-methyl-1-propan-2-ylquinazolin-2-one
CAS Number	40507-23-1
PubChem CID	38503
ChemSpider	35289^Y
UNII	U4K85O58HD
KEGG	D04229^Y
CompTox Dashboard (EPA)	DTXSID70193519
Chemical and physical data
Formula	C₁₈H₁₇FN₂O
Molar mass	296.345 g·mol⁻¹
3D model (JSmol)	Interactive image
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^Y Key:ZWOUXWWGKJBAHQ-UHFFFAOYSA-N^Y
(verify)