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Nifenazone

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Nifenazone
Clinical data
ATC code
Identifiers
  • N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)nicotinamide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.016.716 Edit this at Wikidata
Chemical and physical data
FormulaC17H16N4O2
Molar mass308.341 g·mol−1
3D model (JSmol)
  • c1ccccc1N2N(C)C(C)=C(C2=O)NC(=O)c3cccnc3
  • 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) checkY
  • Key:BRZANEXCSZCZCI-UHFFFAOYSA-N checkY

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

Synthesis

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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

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References

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  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.