Triprolidine

Last updated

Triprolidine
Triprolidine Structural Formula V1.svg
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
Legal status
Legal status
Pharmacokinetic data
Bioavailability Oral: 4%
Protein binding 90%
Metabolism Hepatic (CYP2D6)
Elimination half-life 4–6 hours
Excretion Renal
Identifiers
  • 2-[(E)-1-(4-methylphenyl)-3-pyrrolidin-1-yl-
    prop-1-enyl]pyridine
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.006.934 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C19H22N2
Molar mass 278.399 g·mol−1
3D model (JSmol)
Melting point 60 °C (140 °F)
Solubility in water 500 mg/mL (20 °C)
  • n3c(\C(=C\CN1CCCC1)c2ccc(cc2)C)cccc3
  • 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+ Yes check.svgY
  • Key:CBEQULMOCCWAQT-WOJGMQOQSA-N Yes check.svgY
 X mark.svgNYes check.svgY  (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]

Triprolidine was patented in 1948 and came into medical use in 1953, [3] and has mostly been replaced in popular medications by other antihistamines including diphenhydramine, promethazine, chlorpheniramine, as well as by second-generation antihistamines including loratadine and fexofenadine. Triprolidine remains an ingredient in the cold medicine Actifed in many territories.[ citation needed ]

See also

References

  1. 1 2 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.
  3. Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 546. ISBN   9783527607495.