Anodyne

Tramadol
Tramadol
Molecular structure via molpic based on CDK
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Conformer structure via JSmol
Physical properties
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263.37 g/mol [1]
Melting point178-181 °C [1]
DecompositionWhen heated to decomposition it emits very toxic fumes of /nitrogen oxides/. [1]
Solubility>39.5 [ug/mL] (The mean of the results at pH 7.4) [1]
2.6 [1]
Structural Identifiers
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C16H25NO2 [1]
(1R,2R)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol [1]
CN(C)C[C@H]1CCCC[C@@]1(C2=CC(=CC=C2)OC)O [1]
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 [1]
InChIKeyTVYLLZQTGLZFBW-ZBFHGGJFSA-N [1]
Dosing
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Elimination half-life6.3 ± 1.4 h[4]
Duration of action6 hours[5]

Tramadol

Tramadol (also known as 27203-92-5, Ralivia flashtab, Ralivia ER, Tramadon, Racemic tramadol, Biomadol, Contramid, Labesfal, Tradolan or Tramadis)

Chemistry

Salts []

Tramadol is typically found in the form of its hydrochloride salt.

 []

(RS)-Tramadol is a racemic mixture of the optical stereoisomers

Subjective effects []

Experience reports []

Legal status []

  • Australia: Tramadol is a S4 substance.[3]
  • Brazil: Tramadol is a A2 substance.
  • Canada: Tramadol is a Schedule I substance.
  • New Zealand: Tramadol is a Class C substance.
  • United Kingdom: Tramadol is a prescription only substance.
  • United States: Tramadol is a Schedule I under the "Controlled Substances Act (CSA)".
  • European Union: Tramadol is a prescription only substance.
  • United Nations: Tramadol is a Unscheduled substance.

References []

  1. National Center for Biotechnology Information. PubChem Compound Summary for CID 33741, Tramadol. Accessed June 28, 2025. https://pubchem.ncbi.nlm.nih.gov/compound/33741

  2. U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Tramadol. UNII: 39J1LGJ30J. Global Substance Registration System. Accessed June 28, 2025. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/39J1LGJ30J

  3. Tramadol Lupin tramadol hydrochloride 50 mg capsule blister pack (441970). August 3, 2024. Accessed June 28, 2025. https://www.tga.gov.au/resources/artg/441970

  4. Ultram, Ultram ER (tramadol) dosing, indications, interactions, adverse effects, and more. WebMD. Accessed June 28, 2025. https://reference.medscape.com/drug/ultram-conzip-tramadol-343324#showall

  5. Dayer P, Desmeules J, Collart L. [Pharmacology of tramadol]. Drugs. 1997; 53(Suppl 2):18–24.