Remifentanil

Remifentanil
Clinical data
Trade names	Ultiva
Other names	methyl 1-(2-methoxycarbonylethyl)-4-(phenyl-propanoyl-amino)-piperidine-4-carboxylate
AHFS/Drugs.com	Monograph
Pregnancy; category	AU: C;
Routes of; administration	Intravenous
Drug class	Opioid
ATC code	N01AH06 (WHO) ;
Legal status
Legal status	AU: S8 (Controlled drug); BR: Class A1 (Narcotic drugs); CA: Schedule I; DE: Anlage III (Special prescription form required); UK: Class A; US: Schedule II;
Pharmacokinetic data
Bioavailability	IV/IM; 100%
Protein binding	70% (bound to plasma proteins)
Metabolism	cleaved by non-specific plasma and tissue esterases
Elimination half-life	1-20 minutes
Identifiers
	IUPAC name methyl 1-(3-methoxy-3-oxopropyl)-4-(N-phenylpropanamido)piperidine-4-carboxylate;
CAS Number	132875-61-7 ;
PubChem CID	60815;
IUPHAR/BPS	7292;
DrugBank	DB00899 ;
ChemSpider	54803 ;
UNII	P10582JYYK;
KEGG	D08473 ; as HCl: D01177 ;
ChEBI	CHEBI:8802 ;
ChEMBL	ChEMBL1005 ;
CompTox Dashboard (EPA)	DTXSID00157826 ;
ECHA InfoCard	100.211.201
Chemical and physical data
Formula	C20H28N2O5
Molar mass	376.453 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	5 °C (41 °F)
	SMILES O=C(OC)C2(N(c1ccccc1)C(=O)CC)CCN(CCC(=O)OC)CC2;
	InChI InChI=1S/C20H28N2O5/c1-4-17(23)22(16-8-6-5-7-9-16)20(19(25)27-3)11-14-21(15-12-20)13-10-18(24)26-2/h5-9H,4,10-15H2,1-3H3 ; Key:ZTVQQQVZCWLTDF-UHFFFAOYSA-N ;
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Remifentanil, marketed under the brand name Ultiva is a potent, short-acting synthetic opioid analgesic drug. It is given to patients during surgery to relieve pain and as an adjunct to an anesthetic. Remifentanil is used for sedation as well as combined with other medications for use in general anesthesia. The use of remifentanil has made possible the use of high-dose opioid and low-dose hypnotic anesthesia, due to synergism between remifentanil and various hypnotic drugs and volatile anesthetics.