4-Aminophenyl-1-phenethylpiperidine

4-Aminophenyl-1-phenethylpiperidine Basic information
Product Name:4-Aminophenyl-1-phenethylpiperidine
Synonyms:4-ANPP solution;4-ANPP (CRM);Fentanyl Citrate ImpurityⅠ:4-AMINOPHENYL-1-PHENETHYLPIPERIDINE;N-PHENYL-1-(2-PHENYLETHYL) PIPERIDIN-4-AMINE;(1-PHENETHYL-PIPERIDIN-4-YL)-PHENYL-AMINE;N-Phenyl-1-(2-phenethyl)piperidin-4-amine;N-(1-PHENETHYL-PIPERIDIN-4-YL)-ANILINE;4-Piperidinamine, N-phenyl-1-(2-phenylethyl)-
CAS:21409-26-7
MF:C19H24N2
MW:280.41
EINECS:
Product Categories:Metabolite & Impurities;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Aromatics
Mol File:21409-26-7.mol
4-Aminophenyl-1-phenethylpiperidine Structure
4-Aminophenyl-1-phenethylpiperidine Chemical Properties
Melting point 94-96°C
Boiling point 172-176 °C(Press: 0.15 Torr)
density 1.075±0.06 g/cm3(Predicted)
Fp 9°C
storage temp. Hygroscopic, -20°C Freezer, Under Inert Atmosphere
solubility Acetonitrile: Soluble
DMSO: Soluble
Methanol: Soluble
pka9.03±0.10(Predicted)
form Off-white solid.
Major Applicationpharmaceutical
InChI1S/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
InChIKeyZCMDXDQUYIWEKB-UHFFFAOYSA-N
SMILESN2(CCC(CC2)Nc3ccccc3)CCc1ccccc1
Safety Information
Risk Statements 22-36/37/38
Safety Statements 22-37/39-46
RIDADR UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 2
HS Code 29333990
Storage Class6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard ClassificationsAcute Tox. 1 Dermal
Acute Tox. 1 Inhalation
Acute Tox. 1 Oral
DEA Controlled SubstancesCSCN: 8333
CSA SCH: Schedule II
NARC: No
MSDS Information
4-Aminophenyl-1-phenethylpiperidine Usage And Synthesis
Description4-ANPP (Item No. 18810) is an analytical reference material categorized as an opioid metabolite and a precursor in the synthesis of fentanyl (Item Nos. ISO60197 | 22659 | 14719) and other opioids. 4-ANPP is a 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. It has also been found as an impurity in illicit fentanyl preparations. 4-ANPP is regulated as a Schedule II compound in the United States. This product is intended for research and forensic applications.
Description4-ANPP (CRM) (Item No. 22700) is a certified reference material that is categorized as a piperidinamine. It is an intermediate in the synthesis of fentanyl (Item Nos. 22659 | 14719 | ISO60197) from N-phenethyl-4-piperidone (NPP; ). 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. ISO00128 | ISO60128), butyryl fentanyl (Item Nos. 14728 | 19734), furanyl fentanyl (Item Nos. 18705 | 19633), acrylfentanyl , and fentanyl. 4-ANPP is regulated as a Schedule II compound in the United States. This product is intended for research and forensic applications.
Chemical PropertiesPale Yellow Solid
UsesA 3H-Fentanyl (F274990) metabolite
References[1] R B LABROO. Fentanyl metabolism by human hepatic and intestinal cytochrome P450 3A4: implications for interindividual variability in disposition, efficacy, and drug interactions.[J]. Drug Metabolism and Disposition, 1997, 25 9: 1072-1080.
[2] A. B. MELENT’EV  O. N D  S S Kataev. Identification and analytical properties of acetyl fentanyl metabolites[J]. Journal of Analytical Chemistry, 2015, 70 2: 240-248. DOI: 10.1134/s1061934815020124
[3] ANDREA E. STEUER. 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)[J]. Drug Testing and Analysis, 2016, 9 7: 1085-1092. DOI: 10.1002/dta.2111
[4] MüLLER M, WUBBOLTS M. Biotransformation Methods for Preparing Chiral Drugs and Drug Intermediates[C]. 2006: 0. DOI: 10.1002/9783527609437.ch4
[5] IRA S. LURIE . Profiling of illicit fentanyl using UHPLC–MS/MS[J]. Forensic science international, 2012, 220 1: Pages 191-196. DOI: 10.1016/j.forsciint.2012.02.024
[6] SHIMPEI WATANABE. In Vitro and In Vivo Metabolite Identification Studies for the New Synthetic Opioids Acetylfentanyl, Acrylfentanyl, Furanylfentanyl, and 4-Fluoro-Isobutyrylfentanyl.[J]. AAPS Journal, 2017, 19 4: 1102-1122. DOI: 10.1208/s12248-017-0070-z
4-Aminophenyl-1-phenethylpiperidine Preparation Products And Raw materials
Tag:4-Aminophenyl-1-phenethylpiperidine(21409-26-7) Related Product Information
4-Aminophenyl-1-phenethylpiperidine Fentanyl citrate 2-氨基-2-甲基-1-丙醇 Ocfentanil Carfentanil Lofentanil N-(1-Phenethyl-4-piperidyl)propionanilide hydrochloride Mefentanyl phenaridine 4-Piperidinecarboxylic acid, 4-[(1-oxopropyl)phenylamino]-1-(2-phenylethyl), sodium salt 4-Piperidinecarboxylic acid, 4-[(1-oxopropyl)phenylamino] 1-Acetyl-N-[1-(2-phenylethyl)piperidin-4-yl]-indolin-5-amine Despropionyl-3-methylfentanyl 4-Piperidinecarboxylic acid, 4-[(1-oxopropyl)phenylamino]-1-(2-phenylethyl), methyl ester ethanedioate N-(1-Acetyl-2,3-dihydro-(1H)-indol-5-yl)-N-[1-(2-phenylethyl)piperidin-4-yl]cyclopropylcarboxamide N-(1-Acetyl-2,3-dihydro-(1H)-indol-5-yl)-N'-(2-methoxyphenyl)-N-[1-(2-phenylethyl)piperidin-4-yl]urea SALOR-INT L118621-1EA SALOR-INT L118680-1EA