Diphenylpyraline

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Diphenylpyraline
Diphenylpyraline.svg
Systematic (IUPAC) name
4-benzhydryloxy-1-methyl-piperidine
Clinical data
AHFS/Drugs.com International Drug Names
Legal status
  • ℞ (Prescription only)
Routes of
administration		 Oral, Topical
Pharmacokinetic data
Biological half-life 24–40 hours[1]
Identifiers
CAS Number 147-20-6 YesY
ATC code R06AA07 (WHO)
PubChem CID: 3103
IUPHAR/BPS 7165
DrugBank DB01146 YesY
ChemSpider 2992 YesY
UNII 33361OE3AV YesY
KEGG D07862 YesY
ChEBI CHEBI:59788 YesY
ChEMBL CHEMBL1492 YesY
Synonyms 4-(diphenylmethoxy)-1-methyl-piperidine
Chemical data
Formula C19H23NO
Molecular mass 281.392 g/mol
  • 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 YesY
  • Key:OWQUZNMMYNAXSL-UHFFFAOYSA-N YesY
  (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.[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]

Synthesis

Diphenylpyraline synthesis:[8][9]

Diphenylpyraline, 4-diphenylmethoxy-1-methylpiperidine, is synthesized by alkylating 4-hydroxy-1-methylpiperidine with benzhydrylbromide.

Trade names

Arbid, Dafen, Dayfen, Histyn, Hispril, etc.

See also

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References

  1. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  2. ↑ 2.0 2.1 Lua error in package.lua at line 80: module 'strict' not found.
  3. ↑ 3.0 3.1 Lua error in package.lua at line 80: module 'strict' not found.
  4. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  5. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  6. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  7. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  8. ↑ H.K. Lawrence, R. Kapp, U.S. Patent 2,479,843 (1949).
  9. ↑ W.A. Schuler, DE 934890  (1951).

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