An Analytical Reference Material
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  • This product is qualified as a Reference Material that has been manufactured and tested to meet ISO/IEC 17025 and ISO 17034 international standards
  • This product is intended to be used as an analytical reference standard
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Dextrorphan-d3 (tartrate)

Item No. 15810

Synonyms
Synonyms
  • DXO-d3
  • d-3-hydroxy-N-Methylmorphinan-d3
Technical Information
Formal Name
(9α,13α,14α)-17-(methyl-d3)-morphinan-3-ol 2R,3R-dihydroxybutanedioate
CAS Number
1426174-16-4
Molecular Formula
C17H20D3NO • C4H6O6
Formula Weight
Purity
≥98%
Formulation
A neat solid
SMILES
OC1=CC=C2C[C@H](N3C([2H])([2H])[2H])[C@@]4([H])CCCC[C@@]4(CC3)C2=C1.OC([C@H](O)[C@@H](O)C(O)=O)=O
InChi Code
InChI=1S/C17H23NO.C4H6O6/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6-13(19)11-15(12)17;5-1(3(7)8)2(6)4(9)10/h5-6,11,14,16,19H,2-4,7-10H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t14-,16+,17+;1-,2-/m11/s1/i1D3;
InChi Key
RWTWIZDKEIWLKQ-AXBPLXCXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Dextrorphan-d3 (tartrate) (Item No. 15810) is intended for use as an internal standard for the quantification of dextrorphan (Item Nos. 18908 | 15886) by GC- or LC-MS. Dextrorphan is categorized as a morphinan.1 It is an active metabolite of dextromethorphan (Item Nos. ISO60141 | 11157 | 13950).2 Dextrorphan has analgesic activity and induces memory impairments in rats and has anticonvulsant activity and induces hyperlocomotion in mice.1,3,4 It substitutes for phencyclidine (PCP; Item Nos. ISO60194 | 14276) in rhesus monkeys.5 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. Chen, Y.W., Chu, K.S., Lin, C.N., et alDextromethorphan or dextrorphan have a local anesthetic effect on infiltrative cutaneous analgesia in rats. Anesth. Analg. 104(5), 1251-1255 (2007).

    2. Shin, E.J., Lee, P.H., Kim, H.J., et alNeuropsychotoxicity of abused drugs: Potential of dextromethorphan and novel neuroprotective analogs of dextromethorphan with improved safety profiles in terms of abuse and neuroprotective effects. J. Pharmacol. Sci. 106(1), 22-27 (2008).

    3. Dematteis, M., Lallement, G., and Mallaret, M. Dextromethorphan and dextrorphan in rats: Common antitussives - different behavioural profiles. Fundam. Clin. Pharmacol. 12(5), 526-537 (1998).

    4. Cho, Y.-C., Liao, J.-F., Chang, W.-Y., et alBinding of dimemorfan to sigma-1 receptor and its anticonvulsant and locomotor effects in mice, compared with dextromethorphan and dextrorphan. Brain Res. 821(2), 516-519 (1999).

    5. Nicholson, K.L., Hayes, B.A., and Balster, R.L. Evaluation of the reinforcing properties and phencyclidine-like discriminative stimulus effects of dextromethorphan and dextrorphan in rats and rhesus monkeys. Psychopharmacology (Berl) 146(1), 49-59 (1999).