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Diphenylpyraline

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Title: Diphenylpyraline  
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Subject: Triprolidine, Mepyramine, Antihistamine, Meclizine, Phenyltoloxamine
Collection: Ethers, H1 Receptor Antagonists, Piperidines, Stimulants
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Diphenylpyraline

Diphenylpyraline
Systematic (IUPAC) name
4-benzhydryloxy-1-methyl-piperidine
Clinical data
AHFS/Drugs.com
Legal status
  • (Prescription only)
Routes of
administration
Oral, Topical
Pharmacokinetic data
Biological half-life 24-40 hours[1]
Identifiers
CAS Registry Number  YesY
ATC code R06
PubChem CID:
IUPHAR/BPS
DrugBank  YesY
ChemSpider  YesY
UNII  YesY
KEGG  YesY
ChEBI  YesY
ChEMBL  YesY
Synonyms 4-(diphenylmethoxy)-1-methyl-piperidine
Chemical data
Formula C19H23NO
Molecular mass 281.392 g/mol
 YesY   

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]

Contents

  • Synthesis 1
    • Tradenames 1.1
  • See also 2
  • References 3

Synthesis

Diphenylpyraline synthesis:[8][9]

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

Tradenames

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

See also

References

  1. ^
  2. ^ a b
  3. ^ a b
  4. ^
  5. ^
  6. ^
  7. ^
  8. ^ H.K. Lawrence, R. Kapp, U.S. Patent 2,479,843 (1949).
  9. ^ W.A. Schuler, DE 934890  (1951).


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