Nafimidone
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC15H12N2O
Molar mass236.274 g·mol−1
3D model (JSmol)
  • C1=CC=C2C=C(C=CC2=C1)C(=O)CN3C=CN=C3
  • InChI=1S/C15H12N2O/c18-15(10-17-8-7-16-11-17)14-6-5-12-3-1-2-4-13(12)9-14/h1-9,11H,10H2 ☒N
  • Key:ITPVLJQRUQVNSD-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Nafimidone is an anticonvulsant drug of the imidazole class. It contains a naphthyl group. It seems to have been discovered by accident during a search for antifungal agents.

Synthesis

Nafimidone synthesis:[1][2]

Its synthesis is straightforward displacement of imidazole of the activated chlorine atom of chloro-methyl-β-naphthylketone.

References

  1. Tajana A, Portioli F, Subissi A, Nardi D (March 1981). "[N-Naphthacylimidazoles and N-((beta-naphthyl-beta-hydroxy)ethyl) imidazoles with anticonvulsant activity]". Bollettino Chimico Farmaceutico. 120 (3): 185–90. PMID 7272022.
  2. Walker KA, Wallach MB, Hirschfeld DR (January 1981). "1-(Naphthylalkyl)-1H-imidazole derivatives, a new class of anticonvulsant agents". Journal of Medicinal Chemistry. 24 (1): 67–74. doi:10.1021/jm00133a015. PMID 7205879.
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