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β-hydroxy Fentanyl (hydrochloride)

Item No. 20789

Restricted Product (Schedule I)
Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Synonyms
Synonyms
  • NIH 10506
  • R-4333
Technical Information
Formal Name
N-[1-(2-hydroxy-2-phenylethyl)-4-piperidinyl]-N-phenyl-propanamide, monohydrochloride
CAS Number
1473-95-6
Molecular Formula
C22H28N2O2 • HCl
Formula Weight
388.9
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 20 mg/mlMethanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
O=C(N(C1=CC=CC=C1)C2CCN(CC(O)C3=CC=CC=C3)CC2)CC.Cl
InChi Code
InChI=1S/C22H28N2O2.ClH/c1-2-22(26)24(19-11-7-4-8-12-19)20-13-15-23(16-14-20)17-21(25)18-9-5-3-6-10-18;/h3-12,20-21,25H,2,13-17H2,1H3;1H
InChi Key
NTUISTSMMNDSGF-UHFFFAOYSA-N
Regulatory Information
DEA Schedule
I
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    β-hydroxy Fentanyl (hydrochloride) (Item No. 20789) is an analytical reference standard that is structurally categorized as an opioid. It is more potent than fentanyl (Item Nos. ISO60197 | 14719) at the wild-type μ-opioid receptor in vitro (EC50s = 38.1 and 64.9 nM, respectively).1 This compound differs from the hydroxyproprionyl compound that has been described as a metabolite of fentanyl.2 The physiological and toxicological properties of β-hydroxy fentanyl are not known. 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. Pil, J., and Tytgat, J. Serine 329 of the μ-opioid receptor interacts differently with agonists. J. Pharm. Exp. Ther. 304(3), 924-930 (2003).

    2. Labroo, R.B., Paine, M.F., Thummel, K.E., et al. Fentanyl metabolism by human hepatic and intestinal cytochrome P450 3A4: Implications for interindividual variability in disposition, efficacy, and drug interactions. Drug Metab. Dispos. 25(9), 1072-1079 (1997).