Diphenylpyraline

Chemical compound From Wikipedia, the free encyclopedia

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.[2][3][4] It is marketed in Europe for the treatment of allergies.[2][3][5] DPP has also been found to act as a dopamine reuptake inhibitor and produces hyperactivity in rodents.[6] It has been shown to be useful in the treatment of Parkinsonism.[7]

Other names4-(diphenylmethoxy)-1-methyl-piperidine
ATC code
Quick facts Clinical data, Other names ...
Diphenylpyraline
Clinical data
Other names4-(diphenylmethoxy)-1-methyl-piperidine
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Oral, Topical
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Elimination half-life24–40 hours[1]
Identifiers
  • 4-benzhydryloxy-1-methyl-piperidine
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.005.170 Edit this at Wikidata
Chemical and physical data
FormulaC19H23NO
Molar mass281.399 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
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Synthesis

Diphenylpyraline synthesis via coupling of benzhydrylbromide [776-74-9] (1) with 4-hydroxy-1-methylpiperidine [106-52-5] (2) by refluxing in xylene for 24 hours.[8][9]

See also

References

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