UC304

O-Desmethyltramadol

• Synonym(s): 2-[(Dimethylamino)methyl]-1-(3-hydroxyphenyl)cyclohexanol, O-Demethyl tramadol
• Empirical Formula (Hill Notation): C₁₅H₂₃NO₂
• CAS Number: 80456-81-1
• Molecular Weight: 249.35
• NACRES: NA.77
• PubChem Substance ID: 329827665
• UNSPSC Code: 12161501
• MDL number: MFCD01311883
• Form: solid

Properties

• form: solid
• storage temp.: 2-8°C
• SMILES string: CN(C)C[C@H]1CCCC[C@]1(O)c2cccc(O)c2
• InChI: 1S/C15H23NO2/c1-16(2)11-13-6-3-4-9-15(13,18)12-7-5-8-14(17)10-12/h5,7-8,10,13,17-18H,3-4,6,9,11H2,1-2H3/t13-,15+/m1/s1
• InChI key: UWJUQVWARXYRCG-HIFRSBDPSA-N

Description

General description

O-Desmethyltramadol, an opioid, is an active metabolite of tramadol. The enzyme key for its production is polymorphic cytochrome P450 isoenzyme 2D6 (CYP2D6).

Application

O-Desmethyltramadol has been used for the pharmacokinetic studies of tramadol metabolites in goats.

O-Desmethyltramadol may be used as an opioid to test its effect on the cytotoxic functionality of human natural killer cells. It may also be used as an internal standard in gas chromatography-mass spectrometry (GC-MS) for the quantification of tramadol based derivatives from human urine samples.

Biochem/physiol Actions

Metabolite of tramadol

O-Desmethyltramadol has a high affinity towards opioid receptors and is responsible for the analgesic effect of the μ-opioid receptor

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• pictograms: GHS06,GHS09
• signalword: Danger
• hcodes: H301,H336,H411
• pcodes: P261 - P264 - P270 - P271 - P273 - P301 + P310
• Hazard Classifications: Acute Tox. 3 Oral - Aquatic Chronic 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)