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Diphenylpyraline
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Diphenylpyraline

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Diphenylpyraline
Diphenylpyraline.svg
Clinical data
Other names 4-(diphenylmethoxy)-1-methyl-piperidine
AHFS/Drugs.com International Drug Names
Routes of
administration
Oral, Topical
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Elimination half-life 24–40 hours
Identifiers
  • 4-benzhydryloxy-1-methyl-piperidine
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.005.170
Chemical and physical data
Formula C19H23NO
Molar mass 281.399 g·mol−1
3D model (JSmol)
  • O(C(c1ccccc1)c2ccccc2)C3CCN(C)CC3
  • InChI=1S/C19H23NO/c1-20-14-12-18(13-15-20)21-19(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18-19H,12-15H2,1H3 checkY
  • Key:OWQUZNMMYNAXSL-UHFFFAOYSA-N checkY
  (verify)

Diphenylpyraline (DPP; sold as Allergen, Arbid, Belfene, Diafen, Hispril, Histyn, Lergobine, Lyssipol, Mepiben, Neargal) is a first-generation antihistamine with anticholinergic effects of the diphenylpiperidine class. It is marketed in Europe for the treatment of allergies. DPP has also been found to act as a dopamine reuptake inhibitor and produces hyperactivity in rodents. It has been shown to be useful in the treatment of Parkinsonism.

Synthesis

Diphenylpyraline synthesis via coupling of 4-hydroxy-1-methylpiperidine with benzhydrylbromide



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