Oxyphenbutazone

Oxyphenbutazone
Clinical data
Trade names	Tandearil, Tanderil
AHFS/Drugs.com	International Drug Names
ATC code	M01AA03 (WHO) M02AA04 (WHO) S01BC02 (WHO);
Legal status
Legal status	AU: Withdrawn; UK: Withdrawn; US: Withdrawn;
Identifiers
	IUPAC name (RS)-4-butyl-1-(4-hydroxyphenyl)-2-phenylpyrazolidine-3,5-dione;
CAS Number	129-20-4 ;
PubChem CID	104811;
DrugBank	DB03585 ;
ChemSpider	94610 ;
UNII	A7D84513GV;
KEGG	D08324 ;
ChEBI	CHEBI:76258 ;
ChEMBL	ChEMBL1228 ;
CompTox Dashboard (EPA)	DTXSID1045291 ;
ECHA InfoCard	100.004.489
Chemical and physical data
Formula	C19H20N2O3
Molar mass	324.380 g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic mixture
	SMILES O=C2N(c1ccc(O)cc1)N(C(=O)C2CCCC)c3ccccc3.O;
	InChI InChI=1S/C19H20N2O3.H2O/c1-2-3-9-17-18(23)20(14-7-5-4-6-8-14)21(19(17)24)15-10-12-16(22)13-11-15;/h4-8,10-13,17,22H,2-3,9H2,1H3;1H2 ; Key:CNDQSXOVEQXJOE-UHFFFAOYSA-N ;
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Oxyphenbutazone is a nonsteroidal anti-inflammatory drug (NSAID).^[1] It is a metabolite of phenylbutazone.^[2]

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It was withdrawn from markets worldwide in mid-1980s due to bone marrow suppression and the risk of Stevens–Johnson syndrome.^[3]^[4]

In Scrabble, the word "oxyphenbutazone" is the highest-scoring word possible resulting in 1,780 points based on the NASPA word list of 2006.^[5] However, according to Mental Floss, there is no documentation that the word "oxyphenbutazone" has ever been successfully played on a Scrabble board, and it "probably never will be".^[6]

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Oxyphenbutazone

References

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