Triprolidine

Triprolidine
Clinical data
Trade names	Flonase Nighttime Allergy Relief, Actidil, others
AHFS/Drugs.com	Monograph
Pregnancy; category	C (US);
Routes of; administration	By mouth
ATC code	R06AX07 (WHO) ;
Legal status
Legal status	US: OTC;
Pharmacokinetic data
Bioavailability	Oral: 4%
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 ;
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Triprolidine is an over-the-counter antihistamine with anticholinergic properties. 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. As with many antihistamines, the most common side effect is drowsiness.

Today, triprolidine is used less frequently and has been replaced in popular medications by other antihistamines like diphenhydramine, promethazine, chlorpheniramine, as well as second-generation antihistamines like loratadine and fexofenadine. Triprolidine remains an ingredient in the cold medicine Actifed in many territories.

It was patented in 1948 and came into medical use in 1953.