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Noroxymorphone

Item No. 15903

Restricted Product (Schedule II)
Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Synonyms
Synonyms
  • EN 3169
  • (-)-Noroxymorphone
Technical Information
Formal Name
4,5α-epoxy-3,14-dihydroxy-morphinan-6-one
CAS Number
33522-95-1
Molecular Formula
C16H17NO4
Formula Weight
287.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 10 mg/ml
λmax
283 nm
SMILES
O[C@]12[C@]3(CCN[C@@H]2C4)[C@](OC5=C3C4=CC=C5O)([H])C(CC1)=O
InChi Code
InChI=1S/C16H17NO4/c18-9-2-1-8-7-11-16(20)4-3-10(19)14-15(16,5-6-17-11)12(8)13(9)21-14/h1-2,11,14,17-18,20H,3-7H2/t11-,14+,15+,16-/m1/s1
InChi Key
HLMSIZPQBSYUNL-IPOQPSJVSA-N
Regulatory Information
DEA Schedule
II
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Noroxymorphone (Item No. 15903) is an analytical reference standard categorized as an opioid.1 Noroxymorphone is an active metabolite of oxycodone (Item Nos. ISO60148 | 15465), noroxycodone (Item Nos. 35521 | 27217), and oxymorphone (Item Nos. ISO60171 | 15911 | 29435).2,3,4 It is a precursor in the synthesis of naltrexone (Item Nos. ISO60192 | 15520) and naloxone (Item Nos. ISO60191 | 15594).5 Noroxymorphone is regulated as a Schedule II compound in the United States. 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. Thompson, C.M., Wojno, H., Greiner, E., et al. Activation of G-proteins by morphine and codeine congeners: Insights to the relevance of O- and N-demethylated metabolites at μ- and δ-opioid receptors. J. Pharmacol. Exp. Ther. 308(2), 547-554 (2004).

    2. Kokki, M., Heikkinen, M., Valitalo, P., et al. Maturation of oxycodone pharmacokinetics in neonates and infants: Oxycodone and its metabolites in plasma and urine. Br. J. Clin. Pharmacol. 83(4), 791-800 (2016).

    3. Korjamo, T., Tolonen, A., Ranta, V.-P., et al. Metabolism of oxycodone in human hepatocytes from different age groups and prediction of hepatic plasma clearance. Front. Pharmacol. 2:87, (2012).

    4. Lalovic, B., Phillips, B., Risler, L.L., et al. Quantitative contribution of CYP2D6 and CYP3A to oxycodone metabolism in human liver and intestinal microsomes. Drug Metab. Dispos. 32(4), 447-454 (2004).

    5. Gutmann, B., Weigl, U., Cox, D.P., et al. Batch- and continuous-flow aerobic oxidation of 14-hydroxy opioids to 1,3-oxazolidines-A concise synthesis of noroxymorphone. Chemistry 22(30), 10393-10398 (2016).