Maropitant information

Maropitant
Clinical data
Pronunciation	/məˈrɒpɪtænt/ mə-ROP-i-tant
Trade names	Cerenia, Prevomax, Vetemex
Other names	(2S,3S)-2-Benzhydryl-N-(5-tert-butyl-2-methoxybenzyl) quinuclidin-3-amine, maropitant citrate (USAN US)
AHFS/Drugs.com	International Drug Names
License data	US DailyMed: Maropitant;
Routes of; administration	Oral, subcutaneous, Intravenous
Drug class	Antiemetic
ATCvet code	QA04AD90 (WHO) ;
Legal status
Legal status	CA: ℞-only; In general: ℞ (Prescription only);
Pharmacokinetic data
Bioavailability	Oral: 20–30% dogs, 50% cats ; SQ: 90% (both)
Protein binding	99.5%
Metabolism	Liver (CYP3A12 and CYP2D15)
Metabolites	CJ-18,518
Elimination half-life	6–8 hours (SQ)
Duration of action	24 hours (SQ)
Identifiers
	IUPAC name (2S,3S)-N-(5-tert-Butyl-2-methoxybenzyl)-2-(diphenylmethyl)-1-azabicyclo[2.2.2]octan-3-amine;
CAS Number	147116-67-4;
PubChem CID	23724948;
ChemSpider	176804 ;
UNII	4XE2T9H4DH;
KEGG	D04860;
ChEMBL	ChEMBL2107353;
CompTox Dashboard (EPA)	DTXSID1057874 ;
Chemical and physical data
Formula	C32H40N2O
Molar mass	468.685 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES 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 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 ; Key:PGVSXRHFXJOMGW-YBZGWEFGSA-N ;
	(verify)

Maropitant (INN;^[1] 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^[2]^[3] and in 2012, for cats.^[4]

Maropitant has mild pain-relieving, anti-anxiety and anti-inflammatory effects.^{[medical citation needed]}

^ "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.
^ "Cerenia (maropitant citrate) Injectable Solution, Dogs" (PDF). Food and Drug Administration. Retrieved 2011-04-19.
^ Package Insert for Cerenia at Pfizer Animal Health (full detailed drug information)
^ Riviere JE, Papich MG (2017). "Maropitant". Veterinary Pharmacology and Therapeutics. John Wiley & Sons. p. 2828. ISBN 978-1-118-85588-1.

[INN-1] "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.

[urlwww.fda.gov-2] "Cerenia (maropitant citrate) Injectable Solution, Dogs" (PDF). Food and Drug Administration. Retrieved 2011-04-19.

[package_insert-3] Package Insert for Cerenia at Pfizer Animal Health (full detailed drug information)

[riviere-4] Riviere JE, Papich MG (2017). "Maropitant". Veterinary Pharmacology and Therapeutics. John Wiley & Sons. p. 2828. ISBN 978-1-118-85588-1.

Maropitant information

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ATC code A04

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Clinical data

Pronunciation	/məˈrɒpɪtænt/ mə-ROP-i-tant
Trade names	Cerenia, Prevomax, Vetemex
Other names	(2S,3S)-2-Benzhydryl-N-(5-tert-butyl-2-methoxybenzyl) quinuclidin-3-amine, maropitant citrate (USAN US)
AHFS/Drugs.com	International Drug Names
License data	US DailyMed: Maropitant
Routes of administration	Oral, subcutaneous, Intravenous
Drug class	Antiemetic
ATCvet code	QA04AD90 (WHO)
Legal status
Legal status	CA: ℞-only In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability	Oral: 20–30% dogs, 50% cats SQ: 90% (both)
Protein binding	99.5%
Metabolism	Liver (CYP3A12 and CYP2D15)
Metabolites	CJ-18,518
Elimination half-life	6–8 hours (SQ)
Duration of action	24 hours (SQ)
Identifiers
IUPAC name (2S,3S)-N-(5-tert-Butyl-2-methoxybenzyl)-2-(diphenylmethyl)-1-azabicyclo[2.2.2]octan-3-amine
CAS Number	147116-67-4
PubChem CID	23724948
ChemSpider	176804^Y
UNII	4XE2T9H4DH
KEGG	D04860
ChEMBL	ChEMBL2107353
CompTox Dashboard (EPA)	DTXSID1057874
Chemical and physical data
Formula	C₃₂H₄₀N₂O
Molar mass	468.685 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES 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 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^Y Key:PGVSXRHFXJOMGW-YBZGWEFGSA-N^Y
(verify)