21409-26-7

Basic information

• Product Name: 4-AMINOPHENYL-1-PHENETHYLPIPERIDINE
• Synonyms: 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;N-[1-(2-Phenylethyl)-4-piperidinyl]benzenamine;N-Phenyl-1-(2-phenylethyl)-4-piperidinamine;4-Piperidinamine, N-phenyl-1-(2-phenylethyl)-;N-Phenyl-N’-[1-(2-phenylethyl)]-4-piperidine Discontinued See: A625875
• CAS NO: 21409-26-7
• Molecular Formula: C₁₉H₂₄N₂
• Molecular Weight: 280.40726
• Product Categories: Aromatics;Metabolite & Impurities;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 21409-26-7.mol
• Article Data: 19

Chemical Properties

• Melting Point: 94-96°C
• Boiling Point: 424.604 °C at 760 mmHg
• Flash Point: 161.923 °C
• Appearance: Pale yellow solid
• Density: 1.075 g/cm³
• Vapor Pressure: 2.04E-07mmHg at 25°C
• Refractive Index: 1.603
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• PKA: 9.03±0.10(Predicted)
• CAS DataBase Reference: 4-AMINOPHENYL-1-PHENETHYLPIPERIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINOPHENYL-1-PHENETHYLPIPERIDINE(21409-26-7)
• EPA Substance Registry System: 4-AMINOPHENYL-1-PHENETHYLPIPERIDINE(21409-26-7)

Safety Data

• Statements: 22-36/37/38
• Safety Statements: 22-37/39-46
• RIDADR: UN1230 - class 3 - PG 2 - Methanol, solution
• WGK Germany: 2
• Hazardous Substances Data: 21409-26-7(Hazardous Substances Data)

Usage

Description

Different sources of media describe the Description of 21409-26-7 differently. You can refer to the following data:
1. 4-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.
2. 4-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 Properties

Pale Yellow Solid

Uses

A 3H-Fentanyl (F274990) metabolite

InChI:InChI=1/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

Upstream product

• 39742-60-4 1-(2-phenylethyl)-4-piperidinone 
• 62-53-3 aniline 
• 41979-39-9 4-piperidone hydrochloride 
• 122-78-1 phenylacetaldehyde 
• 23056-29-3 phenyl-piperidin-4-yl-amine 
• 103-63-9 1-phenyl-2-bromoethane 
• 57958-48-2 N-(1-phenethylpiperidin-4-ylidene)aniline 
• 64-04-0 phenethylamine 

Downstream Products

• 82003-76-7 3-Oxo-N-(1-phenethyl-piperidin-4-yl)-N-phenyl-butyramide 
• 437-38-7 N-phenyl-N-[1-(2-phenylethyl)-4-piperidinyl]propanamide 
• 912286-42-1 3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-N-(1-phenethyl-piperidin-4-yl)-N-phenyl-propionamide 
• 52994-23-7 Carboxyfentanyl 
• 87640-69-5 4-(2-chloroethyl)-1-(2-phenylethyl)-3-phenyltetrahydropyrimidin-2(1H)-one 
• 122861-38-5 N-<1-(2-phenylethyl)-4-piperidyl>-N-phenylthiopropanamide 
• 1184873-14-0 N-[1-(2-phenylethyl)-piperidin-4-yl]-nitrosoaniline 
• 1443-54-5 fentanyl hydrochloride 
• 1863-07-6 fentanyl citrate 
• 117332-89-5 N-<1-(2-Phenylethyl)-4-piperidyl>-N-phenylacetamide Hydrochloride 
• 3258-84-2 N-<1-(2-Phenylethyl)-4-piperidyl>-N-phenylacetamide 
• 1169-68-2 cyclopropanecarboxylic acid (1-phenethyl-4-piperidinyl)phenylamide 

Relevant articles and documents

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Evaluation of agonistic activity of fluorinated and nonfluorinated fentanyl analogs on μ-opioid receptor using a cell-based assay system

The agonistic activity of fluorinated and nonfluorinated fentanyl analogs on μ-opioid receptor was investigated using a cell-based assay system. Based on the activity, fentanyl analogs were ranked as follows: fentanyl>isobutyrylfentanyl≈butyrylfentanyl≈methoxyacetylfentanyl>acetylfentanyl. However, among the fentanyl analogs fluorinated on the Nphenyl ring, 2-fluoro analogs and 3-fluoro analogs showed the strongest and weakest activities, respectively. These results suggest that the 2-fluorinated isomers of fentanyl analogs are more likely to cause poisoning.

Metabolism of butyrylfentanyl in fresh human hepatocytes: Chemical synthesis of authentic metabolite standards for definitive identification

The metabolism of butyrylfentanyl, a new designer drug, was investigated using fresh human hepatocytes isolated from a liver-humanized mouse model. In the culture medium of hepatocytes incubated with butyrylfentanyl, the desphenethylated metabolite (nor-butyrylfentanyl), w-hydroxy-butyrylfentanyl, (w-1)-hydroxy-butyrylfentanyl, 4′-hydroxy-butyrylfentanyl, β-hydroxy-butyrylfentanyl, 4′-hydroxy-3′- methoxy-butyrylfentanyl, and w-carboxy-fentanyl were identified as the metabolites of butyrylfentanyl. Each metabolite was definitively identified by comparing the analytical data with those of authentic standards. The amount of the main metabolite, nor-butyrylfentanyl, reached 37% of the initial amount of butyrylfentanyl at 48 h. W-Hydroxy-butyrylfentanyl and (w-1)-hydroxy-butyrylfentanyl, formed by hydroxylation at the Nbutyryl group of butyrylfentanyl, were the second and third largest metabolites, respectively. The majority of 4′-hydroxy-butyrylfentanyl and 4′-hydroxy-3′-methoxy-butyrylfentanyl was considered to be conjugated. CYP reaction phenotyping for butyrylfentanyl using human liver microsomes and various anti-CYP antibodies revealed that CYP3A4 was involved in the formation of nor-butyrylfentanyl, (w-1)-hydroxybutyrylfentanyl, and β-hydroxy-butyrylfentanyl. In contrast, CYP2D6 was involved in the formation of w-hydroxy-butyrylfentanyl.