A Certified Reference Material
Features
  • This product is qualified as a Certified Reference Material (CRM) that has been manufactured and tested to meet ISO/IEC 17025 and ISO 17034 international standards
  • This CRM has been characterized by metrologically valid procedures and may be used as a quantitative analytical reference standard
  • Certificate of analysis provides the certified property values and the associated uncertainties, including a statement of metrological traceability for the certified values
  • Bulk material is available for qualified institutions; please contact our sales department for pricing
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O-Desmethyl-cis-tramadol (hydrochloride) (CRM)

A 1 mg/ml solution in methanol

Item No. 18751

Safety Data Sheet (SDS) (PDF)
Synonyms
Synonyms
  • O-Desmethyltramadol
  • ODMT
Technical Information
Formal Name
rel-3-[(1R,2R)-2-[(dimethylamino)methyl]-1-hydroxycyclohexyl]-phenol, monohydrochloride
CAS Number
185453-02-5
Molecular Formula
C15H23NO2 • HCl
Formula Weight
Formulation
A 1 mg/ml solution in methanol
SMILES
O[C@]1(C2=CC(O)=CC=C2)CCCC[C@@H]1CN(C)C.Cl
InChi Code
InChI=1S/C15H23NO2.ClH/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;1H/t13-,15+;/m1./s1
InChi Key
IRGWVAWLHXDKIX-PBCQUBLHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    O-Desmethyl-cis-tramadol (hydrochloride) (CRM) (Item No. 18751) is a certified reference material categorized as an opioid.1,2 O-Desmethyl-cis-tramadol is an active metabolite of cis-tramadol (Item Nos. ISO60149 | 15919).3,1,2 It induces conditioned place preference in mice.2 This product is intended for research and forensic applications.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Volz, M.R., and Moosmann, B. Development of a non-radioactive mass spectrometry-based binding assay at the μ-opioid receptor and its application for the determination of the binding affinities of 17 opiates/opioids as well as of the designer opioid isotonitazene and five further 2-benzylbenzimidazoles. Anal. Chim. Acta 1219, 339978 (2022).

    2. Nakamura, A., Narita, M., Miyoshi, K., et alChanges in the rewarding effects induced by tramadol and its active metabolite M1 after sciatic nerve injury in mice. Psychopharmacology (Berl) 200(3), 307-316 (2008).

    3. Wu, W.N., McKown, L.A., Gauthier, A.D., et alMetabolism of the analgesic drug, tramadol hydrochloride, in rat and dog. Xenobiotica 31(7), 423-441 (2001).