Tilidine

Tilidine

(1S,2R)-tilidine (dextilidine; top), (1R,2S)-tilidine (bottom) [skeletal diagram 2D]
(1S,2R)-tilidine (dextilidine; top), (1R,2S)-tilidine (bottom) [ball-and-stick diagram 3D]
Clinical data
Trade names	Valoron, others
Other names	Tilidate (BAN UK)
AHFS/Drugs.com	International Drug Names
Routes of administration	By mouth, rectal, intramuscular, intravenous
Drug class	Opioid
ATC code	N02AX01 (WHO)
Legal status
Legal status	AU: S8 (Controlled drug) BR: Class A1 (Narcotic drugs)[1] CA: Schedule I DE: Prescription only (Anlage III for higher doses) if combined with naloxone US: Schedule I
Pharmacokinetic data
Bioavailability	6% (parent compound), 99% (active metabolite)[2]
Metabolism	Metabolized by the liver, mostly via the enzymes CYP3A4 and CYP2C19[3]
Onset of action	10–15 minutes
Elimination half-life	3–5 hours[3]
Duration of action	4–6 hours
Excretion	Urine (90%)[3]
Identifiers
IUPAC name Ethyl (1R,2S)-rel-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
CAS Number	51931-66-9 Y
DrugBank	DB13787
UNII	GY33N31E9Y
KEGG	D08597 N
ChEBI	CHEBI:77823 N
ChEMBL	ChEMBL563449 N
ECHA InfoCard	100.039.779
Chemical and physical data
Formula	C17H23NO2
Molar mass	273.376 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(OCC)[C@@]1(CCC=C[C@H]1N(C)C)C2=CC=CC=C2
NY (what is this?)  (verify)

Tilidine, sold under the brand name Valoron among others, is a synthetic opioid analgesic, used mainly in Belgium, Bulgaria, Germany, Albania, Luxembourg, South Africa, and Switzerland for the treatment of moderate to severe pain, both acute and chronic.^[4][5] Its onset of pain relief after oral administration is about 10–15 minutes and peak relief from pain occurs about 25–50 minutes after administration.^[3]