Nifenazone

Nifenazone

Clinical data
ATC code	M02AA24 (WHO) N02BB05 (WHO)
Identifiers
IUPAC name N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)nicotinamide
CAS Number	2139-47-1^Y
PubChem CID	4487
ChemSpider	4332^Y
UNII	8780F0K71U
KEGG	D01437^Y
ChEMBL	ChEMBL1413176^Y
CompTox Dashboard (EPA)	DTXSID7045366
ECHA InfoCard	100.016.716
Chemical and physical data
Formula	C17H16N4O2
Molar mass	308.341 g·mol^−1
3D model (JSmol)	Interactive image
SMILES c1ccccc1N2N(C)C(C)=C(C2=O)NC(=O)c3cccnc3
InChI InChI=1S/C17H16N4O2/c1-12-15(19-16(22)13-7-6-10-18-11-13)17(23)21(20(12)2)14-8-4-3-5-9-14/h3-11H,1-2H3,(H,19,22)^Y Key:BRZANEXCSZCZCI-UHFFFAOYSA-N^Y

Nifenazone is a drug that has been used as an analgesic for a number of rheumatic conditions.[1]

Synthesis

Nifenazone is the amide formed when ampyrone and the acid chloride of nicotinic acid are combined in a Schotten–Baumann reaction.[2][3]

See also

• Aminopyrine

References

1. Hart FD, Boardman PL (June 1964). "Trial of Nifenazone ("Thylin")". British Medical Journal. 1 (5397): 1553–4. doi:10.1136/bmj.1.5397.1553. PMC 1814611. PMID 14133613.
2. Pongratz A, Zirm L (1957). "Über neue pharmakologisch wirksame Amide und Ester der Nicotinsäure". Monatshefte für Chemie. 88 (3): 330–335. doi:10.1007/BF00901766.
3. "Nifenazone". Pharmaceutical Substances. Georg Thieme Verlag KG. Retrieved 2024-07-16.