Flazalone

Flazalone is an anti-inflammatory drug that has not been approved as a medicine.^[1][2][3]

Flazalone

Clinical data
Other names	Flumefenine, R-760.
Identifiers
IUPAC name (4-fluorophenyl)-[4-(4-fluorophenyl)-4-hydroxy-1-methylpiperidin-3-yl]methanone
CAS Number	21221-18-1
PubChem CID	36663
ChemSpider	33682
UNII	5A1Y43ML91
KEGG	D04189
ChEMBL	ChEMBL120951
CompTox Dashboard (EPA)	DTXSID9046283
Chemical and physical data
Formula	C19H19F2NO2
Molar mass	331.363 g·mol−1
3D model (JSmol)	Interactive image
SMILES CN1CCC(C(C1)C(=O)C2=CC=C(C=C2)F)(C3=CC=C(C=C3)F)O
InChI InChI=1S/C19H19F2NO2/c1-22-11-10-19(24,14-4-8-16(21)9-5-14)17(12-22)18(23)13-2-6-15(20)7-3-13/h2-9,17,24H,10-12H2,1H3 Key:PPQZABOURJVKNI-UHFFFAOYSA-N

According to Shaomeng Wang and co-workers, replacement of the para-fluoro halogen with a meta,para-dichloro substitution resulted in dopamine reuptake inhibitors useful in treating cocaine addiction.^[4][5]

Diclazalone (Flazalone analog)

Synthesis

The synthesis has been covered:^[6][7] Patents:^[8][9] Alternate synthesis:^[10] 62%:^[11]

See also

• Phenindamine