Diphenylpyraline
From Wikipedia, the free encyclopedia
Chemical compound
![]() | |
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 |
|
Pharmacokinetic data | |
Elimination half-life | 24–40 hours[1] |
Identifiers | |
IUPAC name
| |
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) | |
SMILES
| |
InChI
| |
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[]
References[]
- ^ Graham G, Bolt AG (June 1974). "Half-life of diphenylpyraline in man". Journal of Pharmacokinetics and Biopharmaceutics. 2 (3): 191–5. doi:10.1007/BF01059761. PMID 4156058. S2CID 38955052.
- ^ a b Swiss Pharmaceutical Society (2000). Index Nominum 2000: International Drug Directory (Book with CD-ROM). Boca Raton: Medpharm Scientific Publishers. ISBN 3-88763-075-0.
- ^ a b Puhakka H, Rantanen T, Virolainen E (1977). "Diphenylpyraline (Lergobine) in the treatment of patients suffering from allergic and vasomotor rhinitis". J Int Med Res. 5 (1): 37–41. doi:10.1177/030006057700500106. PMID 14039. S2CID 19330175.
- ^ Kubo N, Shirakawa O, Kuno T, Tanaka C (March 1987). "Antimuscarinic effects of antihistamines: quantitative evaluation by receptor-binding assay". Japanese Journal of Pharmacology. 43 (3): 277–82. doi:10.1254/jjp.43.277. PMID 2884340.
- ^ Hruby, Victor J.; Ruben Vardanyan; Vardanyan, ۊRuben (2006). Synthesis of essential drugs. Amsterdam: Elsevier. ISBN 0-444-52166-6.
- ^ Lapa G, Mathews T, Harp J, Budygin E, Jones S (2005). "Diphenylpyraline, a histamine H1 receptor antagonist, has psychostimulant properties". Eur J Pharmacol. 506 (3): 237–40. doi:10.1016/j.ejphar.2004.11.017. PMID 15627433.
- ^ Ohno T, Kobayashi S, Hayashi M, Sakurai M, Kanazawa I (2001). "Diphenylpyraline-responsive parkinsonism in cerebrotendinous xanthomatosis: long-term follow up of three patients". J Neurol Sci. 182 (2): 95–7. doi:10.1016/S0022-510X(00)00441-X. PMID 11137513.
- ^ H.K. Lawrence, R. Kapp, U.S. Patent 2,479,843 (1949).
- ^ DE 934890, Schuler, Wilhelm Alfons, "Verfahren zur Herstellung von basischen Benzhydryläthern [Process for the production of basic benzhydrylethers]", published 1955-11-10, assigned to Chemische Fabrik Promonta LLC
Antihistamines (R06) | |
---|---|
Benzimidazoles (*) |
|
Diarylmethanes |
|
Ethylenediamines |
|
Tricyclics |
|
Others |
|
For topical use |
|
Antiparkinson agents (N04) | |||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|
Dopaminergics |
| ||||||||||
Anticholinergics |
| ||||||||||
Others |
| ||||||||||
|
Stimulants | |
---|---|
Adamantanes |
|
Adenosine antagonists |
|
Alkylamines |
|
Ampakines | |
Arylcyclohexylamines |
|
Benzazepines |
|
Cathinones |
|
Cholinergics |
|
Convulsants |
|
Eugeroics |
|
Oxazolines |
|
Phenethylamines |
|
Phenylmorpholines |
|
Piperazines |
|
Piperidines |
|
Pyrrolidines | |
Racetams |
|
Tropanes |
|
Tryptamines | |
Others |
|
ATC code: N06B |
|
Dopamine receptor modulators | |||||||
---|---|---|---|---|---|---|---|
D1-like |
| ||||||
D2-like |
| ||||||
|
Monoamine reuptake inhibitors | |||||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
DAT (DRIs) |
| ||||||||||||||
NET (NRIs) |
| ||||||||||||||
SERT (SRIs) |
| ||||||||||||||
VMATs |
| ||||||||||||||
Others |
| ||||||||||||||
See also: Receptor/signaling modulators • Monoamine releasing agents • Adrenergics • Dopaminergics • Serotonergics • Monoamine metabolism modulators • Monoamine neurotoxins |
![]() | This drug article relating to the respiratory system is a stub. You can help Wikipedia by . |
- v
- t
Retrieved from ""
Categories:
- H1 receptor antagonists
- Piperidines
- Diphenylmethanol ethers
- Stimulants
- Respiratory system drug stubs
Hidden categories:
- Articles with short description
- Short description matches Wikidata
- Drugs with non-standard legal status
- ECHA InfoCard ID from Wikidata
- All stub articles