Maropitant

Maropitant
Clinical data
Pronunciation/məˈrɒpɪtænt/ mə-ROP-i-tant
Trade namesCerenia, Prevomax, Vetemex
Other names(2S,3S)-2-Benzhydryl-N-(5-tert-butyl-2-methoxybenzyl) quinuclidin-3-amine, maropitant citrate (USAN US)
AHFS/Drugs.comInternational Drug Names
License data
Routes of
administration		Oral, subcutaneous, Intravenous transdermal
Drug classAntiemetic
ATCvet code
Legal status
Legal status
  • CA: ℞-only
  • EU: Rx-only[1]
  • In general: ℞ (Prescription only)
Pharmacokinetic data
BioavailabilityOral: 20–30% dogs, 50% cats
SQ: 90% (both)
Protein binding99.5%
MetabolismLiver (CYP3A12 and CYP2D15)
MetabolitesCJ-18,518
Elimination half-life6–8 hours (SQ)
Duration of action24 hours (SQ)
Identifiers
  • (2S,3S)-N-(5-tert-Butyl-2-methoxybenzyl)-2-(diphenylmethyl)-1-azabicyclo[2.2.2]octan-3-amine
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC32H40N2O
Molar mass468.685 g·mol−1
3D model (JSmol)
  • O=C(O)C(O)(CC(=O)O)CC(=O)O.O.O(c1ccc(cc1CN[C@@H]2[C@@H](N3CCC2CC3)C(c4ccccc4)c5ccccc5)C(C)(C)C)C
  • InChI=1S/C32H40N2O.C6H8O7.H2O/c1-32(2,3)27-15-16-28(35-4)26(21-27)22-33-30-25-17-19-34(20-18-25)31(30)29(23-11-7-5-8-12-23)24-13-9-6-10-14-24;7-3(8)1-6(13,5(11)12)2-4(9)10;/h5-16,21,25,29-31,33H,17-20,22H2,1-4H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);1H2/t30-,31-;;/m0../s1 checkY
  • Key:PGVSXRHFXJOMGW-YBZGWEFGSA-N checkY
  (verify)

Maropitant (INN;[2] brand name: Cerenia, used as maropitant citrate (USAN), is a neurokinin-1 (NK1) receptor antagonist developed by Zoetis specifically for the treatment of motion sickness and vomiting in dogs. It was approved by the FDA in 2007, for use in dogs[3][4] and in 2012, for cats.[5]

Maropitant mildly reduces intra-procedural inhaled anesthesia dose requirements but does not confer analgesia itself.[6] [7]

  1. ^ "Cerenia EPAR". European Medicines Agency. 5 October 2006. Retrieved 29 June 2024.
  2. ^ "International Nonproprietary Names for Pharmaceutical Substances (INN). Recommended International Nonproprietary Names: List 52" (PDF). World Health Organization. 2004. pp. 254–255. Retrieved 17 November 2016.
  3. ^ "Cerenia (maropitant citrate) Injectable Solution, Dogs" (PDF). Food and Drug Administration. Retrieved 19 April 2011.
  4. ^ Package Insert for Cerenia at Pfizer Animal Health (full detailed drug information)
  5. ^ Riviere JE, Papich MG (2017). "Maropitant". Veterinary Pharmacology and Therapeutics. John Wiley & Sons. p. 2828. ISBN 978-1-118-85588-1.
  6. ^ Boscan P, Monnet E, Mama K, Twedt DC, Congdon J, Steffey EP (December 2011). "Effect of maropitant, a neurokinin 1 receptor antagonist, on anesthetic requirements during noxious visceral stimulation of the ovary in dogs". American Journal of Veterinary Research. 72 (12): 1576–1579. doi:10.2460/ajvr.72.12.1576. PMID 22126683.
  7. ^ Kinobe RT, Miyake Y (2020). "Evaluating the anti-inflammatory and analgesic properties of maropitant: A systematic review and meta-analysis". Veterinary Journal. 259–260: 105471. doi:10.1016/j.tvjl.2020.105471. PMID 32553233.