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PRODUCT INFORMATION Dextrorphan (tartrate) Item No. 15886 CAS Registry No.: 143-98-6 Formal Name: (9α,13α,14α)-17-methyl-morphinan-3-ol N 2R,3R-dihydroxybutanedioate Synonyms: d-3-hydroxy-N-Methylmorphinan tartrate, H NIH 4591 • C4H6O6 MF: C17H23NO • C4H6O6 FW: 407.5 Purity: ≥98% Supplied as: A crystalline solid Storage: -20°C HO Stability: ≥4 years Information represents the product specifications. Batch specific analytical results are provided on each certificate of analysis. Description Dextrorphan is a phencyclidine-like metabolite of dextromethorphan (Item No. 13950), an antitussive found in cough medicines.1 Dextrorphan, while also having antitussive activity, is psychoactive, leading to the abuse of cough medicines containing the parent compound.1-2 Dextrorphan antagonizes NMDA and µ-opioid receptors (Kis = 54 and 420 nM, respectively) and inhibits norepinephrine and serotonin 3-5 transporters (Kis = 340 and 401 nM, respectively). This product is intended for forensic and research applications. This product is qualified as a Reference Material that has been manufactured and tested to ISO/IEC 17025 and ISO 17034 international standards. References 1. Shin, E.J., Lee, P.H., Kim, H.J., et al. Neuropsychotoxicity 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). 2. Chomchai, C. and Manaboriboon, B. Stimulant methamphetamine and dextromethorphan use among Thai adolescents: implications for health of women and children. J. Med. Toxicol. 8(3), 291-294 (2012). 3. LePage, K.T., Ishmael, J.E., Low, C.M., et al. Differential binding properties of [3H]dextrorphan and [3H] MK-801 in heterologously expressed NMDA receptors. Neuropharmacology 49(1), 1-16 (2005). 4. Kaczor, A.A., Kijkowska-Murak, U.A., and Matosiuk, S. Theoretical studies on the structure and symmetry of the transmembrane region of glutamatergic GluR5 receptor. J. Med. Chem. 51(13), 3765-3776 (2008). 5. Codd, E.E., Shank, R.P., Schupsky, J.J., et al. Serotonin and norepinephrine uptake inhibiting activity of centrally acting analgesics: Structural determinants and role in antinociception. J. Pharmacol. Exp. Ther. 274(3), 1263-1270 (1995). WARNING CAYMAN CHEMICAL THIS PRODUCT IS FOR RESEARCH ONLY - NOT FOR HUMAN OR VETERINARY DIAGNOSTIC OR THERAPEUTIC USE. 1180 EAST ELLSWORTH RD SAFETY DATA ANN ARBOR, MI 48108 · USA This material should be considered hazardous until further information becomes available. Do not ingest, inhale, get in eyes, on skin, or on clothing. Wash thoroughly after handling. Before use, the user must review the complete Safety Data Sheet, which has been sent via email to your institution. PHONE: [800] 364-9897 WARRANTY AND LIMITATION OF REMEDY [734] 971-3335 Buyer agrees to purchase the material subject to Cayman’s Terms and Conditions. Complete Terms and Conditions including Warranty and Limitation of Liability information can be found on our website. FAX: [734] 971-3640 [email protected] Copyright Cayman Chemical Company, 06/28/2019 WWW.CAYMANCHEM.COM.

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