Lenperone

Chemical compound From Wikipedia, the free encyclopedia

Lenperone (Elanone-V) is a typical antipsychotic of the butyrophenone chemical class.[1] It was first reported as an anti-emetic in 1974,[2] and its use in treatment of acute schizophrenia was reported in 1975.[1] Related early antipsychotic agents include declenperone and milenperone.

Trade namesElanone-V
Routes of
administrationOral
ATC code
  • none
Legal status
  • In general: ℞ (Prescription only)
Quick facts Clinical data, Trade names ...
Lenperone
Clinical data
Trade namesElanone-V
Routes of
administration		Oral
ATC code
  • none
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
  • 4-[4-(4-Fluorobenzoyl)piperidin-1-yl]-1-(4-fluorophenyl)butan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.042.166 Edit this at Wikidata
Chemical and physical data
FormulaC22H23F2NO2
Molar mass371.428 g·mol−1
3D model (JSmol)
  • C1CN(CCC1C(=O)C2=CC=C(C=C2)F)CCCC(=O)C3=CC=C(C=C3)F
  • InChI=1S/C22H23F2NO2/c23-19-7-3-16(4-8-19)21(26)2-1-13-25-14-11-18(12-15-25)22(27)17-5-9-20(24)10-6-17/h3-10,18H,1-2,11-15H2
  • Key:WCIBOXFOUGQLFC-UHFFFAOYSA-N
Close

Lenperone was never approved by the FDA for use in humans in the United States,[3] but prior to 1989 it was approved for use in veterinary medicine for sedation.[4][5][6]

Synthesis

Synthesis of lenperone

A synthesis of lenperone has been reported.[7][2][8][9] The alkylation between 2-(3-chloropropyl)-2-(4-fluorophenyl)-1,3-dioxolane (1) and 4-(4-fluorobenzoyl)piperidine (2) gives 2-(p-fluorophenyl)-2-{3-[4-(p-fluorobenzoyl)piperidino]propyl}-1,3-dioxolane,[10] (3). Deprotection of the ketal function completes the synthesis of lenperone (4).

See also

Chemically related drugs containing the same 4-(p-fluorobenzoyl)piperidine group:

References

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