An Analytical Reference Material
Features
  • 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
  • Bulk material is available for qualified institutions; please contact our sales department for pricing
Related Products
Alternative(s)
192324-ANPP-d5 367814-ANPP-d5 (exempt preparation)
Certified Reference Material(s)
263134-ANPP-13C6 (CRM)
Unlabeled Version(s)
188104-ANPP 397154-ANPP
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4-ANPP-13C6

Item No. 25559

Restricted Product (Schedule II)
Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Synonyms
Synonyms
  • 4-Aminophenyl-1-phenethylpiperidine-13C6
  • 4-Anilino-N-phenethylpiperidine-13C6
  • Despropionyl fentanyl-13C6
Technical Information
Formal Name
1-phenethyl-N-(phenyl-13C6)piperidin-4-amine
CAS Number
2748319-07-3
Molecular Formula
C13[13C]6H24N2
Formula Weight
286.4
Purity
≥98%
Formulation
A neat solid
SMILES
[13C]1(NC2CCN(CCC3=CC=CC=C3)CC2)=[13CH][13CH]=[13CH][13CH]=[13CH]1
InChi Code
InChI=1S/C19H24N2/c1-3-7-17(8-4-1)11-14-21-15-12-19(13-16-21)20-18-9-5-2-6-10-18/h1-10,19-20H,11-16H2/i2+1,5+1,6+1,9+1,10+1,18+1
InChi Key
ZCMDXDQUYIWEKB-WGIVQRENSA-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

    4-ANPP-13C6 (Item No. 25559) is an analytical reference material intended for use as an internal standard for the quantification of 4-ANPP (Item Nos. 22700 | 18810) by GC- or LC-MS. 4-ANPP is categorized as a piperidinamine. It is an intermediate in the synthesis of fentanyl (Item Nos. ISO60197 | 14719 | 22659) from N-phenethyl-4-piperidone (NPP; Item No. 20528).1 As such, 4-ANPP has been used as a precursor for the manufacture of fentanyl and related opioids. 4-ANPP is also an impurity found in fentanyl preparations. It is a known metabolite of acetyl fentanyl (Item Nos. ISO60128 | ISO00128), butyryl fentanyl (Item Nos. 19734 | 14728), furanyl fentanyl (Item Nos. 19633 | 18705), acrylfentanyl (Item Nos. 23060 | 19312), and fentanyl.2,3,4,5 4-ANPP-13C6 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. Pease, J.P., LePine, A.J., and Smith, C.M. Methods for preparing fentanyl and fentanyl intermediates. Patent Application Publication US2013/0281702A1, (2013).

    2. Watanabe, S., Vikingsson, S., Roman, M., et al. In vitro and in vivo metabolite identification studies for the new synthetic opioids acetylfentanyl, acrylfentanyl, furanylfentanyl, and 4-fluoro-isobutyrylfentanyl. AAPS J. 19(4), 1102-1122 (2017).

    3. 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).

    4. Melent'ev, A.B., Kataev, S.S., and Dvorskaya, O.N. Identification and analytical properties of acetyl fentanyl metabolites. J. Anal. Chem. 70(2), 216-224 (2015).

    5. Steuer, A.E., Williner, E., Staeheli, S.N., et al. Studies on the metabolism of the fentanyl-derived designer drug butyrfentanyl in human in vitro liver preparations and authentic human samples using liquid chromatography-high resolution mass spectrometry (LC-HRMS). Drug Test Anal. 9(7), 1085-1092 (2017).