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 ;
PubChem CID	4487;
ChemSpider	4332 ;
UNII	8780F0K71U;
KEGG	D01437 ;
ChEMBL	ChEMBL1413176 ;
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) ; Key:BRZANEXCSZCZCI-UHFFFAOYSA-N ;

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

Synthesis

^ 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 14133613.1553-4&rft.date=1964-06&rft_id=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1814611#id-name=PMC&rft_id=info:pmid/14133613&rft_id=info:doi/10.1136/bmj.1.5397.1553&rft.aulast=Hart&rft.aufirst=FD&rft.au=Boardman, PL&rft_id=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1814611&rfr_id=info:sid/en.wikipedia.org:Nifenazone" class="Z3988">
^ Pongratz A, Zirm L (1957). "Über neue pharmakologisch wirksame Amide und Ester der Nicotinsäure". Monatshefte für Chemie. 88 (3): 330–335. doi:10.1007/BF00901766.330-335&rft.date=1957&rft_id=info:doi/10.1007/BF00901766&rft.aulast=Pongratz&rft.aufirst=A&rft.au=Zirm, L&rfr_id=info:sid/en.wikipedia.org:Nifenazone" class="Z3988">
^ "Nifenazone". Pharmaceutical Substances. Georg Thieme Verlag KG. Retrieved 2024-07-16.

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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