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); 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)
Metabolism	Metabolized by the liver, mostly via the enzymes CYP3A4 and CYP2C19
Onset of action	10–15 minutes
Elimination half-life	3–5 hours
Duration of action	4–6 hours
Excretion	Urine (90%)
Identifiers
	IUPAC name Ethyl (1R,2S)-rel-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate;
CAS Number	51931-66-9 ;
PubChem CID	30131;
DrugBank	DB13787;
UNII	GY33N31E9Y;
KEGG	D08597 ;
ChEBI	CHEBI:77823 ;
ChEMBL	ChEMBL563449 ;
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;
	(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. 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.

Clinical data
(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]
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) 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)
Metabolism	Metabolized by the liver, mostly via the enzymes CYP3A4 and CYP2C19
Onset of action	10–15 minutes
Elimination half-life	3–5 hours
Duration of action	4–6 hours
Excretion	Urine (90%)
Identifiers
IUPAC name Ethyl (1R,2S)-rel-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
CAS Number	51931-66-9^Y
PubChem CID	30131
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)