Tramadol
Tramadol hydrochloride (trademarked as Conzip, Ryzolt, Ultracet, Ultram in the
USA, Ralivia and Zytram XL in Canada) is a centrally acting synthetic analgesic
used to treat moderate to moderately-severe pain. The drug has a wide range of
applications, including treatment of rheumatoid arthritis, restless legs syndrome and fibromyalgia.
It was launched and marketed as Tramal by the German pharmaceutical company Grünenthal GmbH
in 1977.
Systematic (IUPAC)
name
(1R,2R)-rel-2-[(dimethylamino)methyl]-
1-(3-methoxyphenyl)cyclohexanol
Clinical data
Trade names:
Ryzolt, Ultram
AHFS/Drugs.com:
monograph
MedlinePlus:
a695011
Pregnancy cat.: C (AU) C
(US)
Legal status Prescription
Only (S4) (AU) POM (UK) ℞-only (US)
Schedule IV (In some US states) Routes : Oral, IV, IM,
rectal, sublingual, buccal, intranasal
Pharmacokinetic data
Bioavailability
: 68–72%(Increases with repeat dosing.)
Protein binding : 20%
Metabolism:
Hepatic
demethylation
and glucuronidation
Half-life: 5.5–7 hours
Excretion
:Renal
Identifiers
CAS number : 27203-92-5
ATC code:
N02AX02
PubChem
: CID 33741
DrugBank
: DB00193
ChemSpider:
31105
UNII : 39J1LGJ30J
KEGG: D08623
ChEMBL: CHEMBL1066
Chemical data
Formula
: C16H25NO2
Mol. mass
: 263.4 g/mol
SMILES
: O[C@]2(c1cc(OC)ccc1)CCCC[C@@H]2CN(C)C
InChI : InChI=1S/C16H25NO2
/c1-17(2)12-14-7-4-5-10-16(14,18)13-8-6-9-15(11-13)19-3
/h6,8-9,11,14,18H,4-5,7,10,12H2,1-3H3/t14-,16+/m1/s1
Key:TVYLLZQTGLZFBW-ZBFHGGJFSA-N
Key:TVYLLZQTGLZFBW-ZBFHGGJFSA-N
