Triprolidine

Triprolidine
Clinical data
Trade names	Flonase Nighttime Allergy Relief, Actidil, Myidil, Actifed (in the latter combined with pseudoephedrine and either dextromethorphan or guaifenesin)
AHFS/Drugs.com	Monograph
Pregnancy; category	C (US);
Routes of; administration	Oral
ATC code	R06AX07 (WHO) ;
Legal status
Legal status	US: OTC;
Pharmacokinetic data
Bioavailability	4% oral
Protein binding	90%
Metabolism	Hepatic (CYP2D6)
Elimination half-life	4–6 hours
Excretion	Renal
Identifiers
	IUPAC name 2-[(E)-1-(4-methylphenyl)-3-pyrrolidin-1-yl-; prop-1-enyl]pyridine;
CAS Number	486-12-4 ;
PubChem CID	5282443;
IUPHAR/BPS	1228;
DrugBank	DB00427 ;
ChemSpider	4445597 ;
UNII	2L8T9S52QM;
KEGG	D01782 ;
ChEBI	CHEBI:84116 ;
ChEMBL	ChEMBL855 ;
CompTox Dashboard (EPA)	DTXSID3023718 ;
ECHA InfoCard	100.006.934
Chemical and physical data
Formula	C19H22N2
Molar mass	278.399 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	60 °C (140 °F)
Solubility in water	500 mg/mL (20 °C)
	SMILES n3c(\C(=C\CN1CCCC1)c2ccc(cc2)C)cccc3;
	InChI InChI=1S/C19H22N2/c1-16-7-9-17(10-8-16)18(19-6-2-3-12-20-19)11-15-21-13-4-5-14-21/h2-3,6-12H,4-5,13-15H2,1H3/b18-11+ ; Key:CBEQULMOCCWAQT-WOJGMQOQSA-N ;
	(what is this?) (verify)

Triprolidine is an over-the-counter antihistamine with anticholinergic properties.^[1] It is used to combat the symptoms associated with allergies and is sometimes combined with other cold medications designed to provide general relief for flu-like symptoms.^[2] As with many antihistamines, the most common side effect is drowsiness.^[1]

It was patented in 1948 and came into medical use in 1953.^[3]

References[edit]

^ ^a ^b Goldsmith P, Dowd PM (January 1993). "The new H1 antihistamines. Treatment of urticaria and other clinical problems". Dermatologic Clinics. 11 (1): 87–95. doi:10.1016/S0733-8635(18)30285-7. PMID 8094649.
^ Williams BO, Liao SH, Lai AA, Arnold JD, Perkins JG, Blum MR, Findlay JW (1984). "Bioavailability of pseudoephedrine and triprolidine from combination and single-ingredient products". Clinical Pharmacy. 3 (6): 638–43. PMID 6509877.
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 546. ISBN 9783527607495.

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[Goldsmith-1] Goldsmith P, Dowd PM (January 1993). "The new H1 antihistamines. Treatment of urticaria and other clinical problems". Dermatologic Clinics. 11 (1): 87–95. doi:10.1016/S0733-8635(18)30285-7. PMID 8094649.

[2] Williams BO, Liao SH, Lai AA, Arnold JD, Perkins JG, Blum MR, Findlay JW (1984). "Bioavailability of pseudoephedrine and triprolidine from combination and single-ingredient products". Clinical Pharmacy. 3 (6): 638–43. PMID 6509877.

[Fis2006-3] Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 546. ISBN 9783527607495.

[1]

[2]

[3]

v t e Antihistamines (R06)
Benzimidazoles (*)	Astemizole Azelastine Bilastine Emedastine Mizolastine Talastine
Diarylmethanes	Diarylmethoxyalkylamines: Bromazine (bromodiphenhydramine) Carbinoxamine Chlorphenoxamine Clemastine Diphenhydramine (+naproxen) Diphenylpyraline Doxylamine Ebastine Orphenadrine Diphenylmethanolpiperidines: Fexofenadine Terfenadine Diphenylmethylpiperazines: Buclizine Cetirizine Levocetirizine Chlorcyclizine Cinnarizine Cyclizine Etodroxizine Hydroxyzine Meclizine Oxatomide Phenylpyridinylpropanamines: Brompheniramine Chlorphenamine Dexbrompheniramine (+pseudoephedrine) Dexchlorpheniramine (+betamethasone) Pheniramine Others: Acrivastine Bamipine Dimetindene Phenyltoloxamine Pyrrobutamine Quifenadine Triprolidine
Ethylenediamines	Antazoline Chloropyramine Histapyrrodine Mepyramine (pyrilamine) Methapyrilene Phenbenzamine Thenalidine Tripelennamine (pyribenzamine)
Tricyclics	Dibenzocycloheptenes: Antidepressants (e.g., amitriptyline) Azatadine Cyproheptadine Deptropine Desloratadine Ketotifen Loratadine Rupatadine Phenothiazines: Alimemazine Fenethazine Hydroxyethylpromethazine Isothipendyl Mequitazine Methdilazine Oxomemazine Promethazine Others: Antidepressants (e.g., doxepin, mirtazapine, trimipramine) Epinastine Latrepirdine Mebhydrolin Olopatadine Perlapine Phenindamine Pimethixene
Others	Phenylpiperazines: Antidepressants (e.g., trazodone) Phenbenzamine
For topical use	Bamipine Chloropyramine Chlorphenoxamine Clemastine Dimetindene Diphenhydramine Doxepin Isothipendyl Mepyramine (pyrilamine) Promethazine

See also[edit]

References[edit]