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4-ANPP
| Column 1 | Column 2 |
|---|---|
| Preferred IUPAC name | |
| N-Phenyl-1-(2-phenylethyl)piperidin-4-amine | |
| Other names | |
| desproprionyl fentanyl; 4-anilino-N-phenethylpiperidine; 4-ANPP; ANPP | |
| CAS Number | .mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}21409-26-7 |
| 3D model (JSmol) | Interactive image |
| Abbreviations | ANPP |
| ChemSpider | 87058 Y |
| ECHA InfoCard | 100.169.974 |
| EC Number | 642-161-5 |
| PubChem CID | 88890 |
| UNII | Q88EHD0U8G |
| CompTox Dashboard (EPA) | DTXSID40175680 |
| InChI | |
| 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,11-16H2Key: ZCMDXDQUYIWEKB-UHFFFAOYSA-N | |
| SMILES | |
| C1CN(CCC1NC2=CC=CC=C2)CCC3=CC=CC=C3 | |
| Chemical formula | C19H24N2 |
| Molar mass | 280.415 g·mol−1 |
| Legal status | AU: S9 (Prohibited substance) |
| BR: Class D1 (Drug precursors) | |
| UK: Scheduled Precursor | |
| US: Schedule II | |
| UN: International Red List | |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Infobox references | |
4-ANPP, also known as 4-anilino-N-phenethylpiperidine (4-ANPP), 4-aminophenyl-1-phenethylpiperidine, or despropionyl fentanyl, is a direct precursor to fentanyl and acetylfentanyl. It is commonly found as a contaminant in samples of drugs containing fentanyl, which may include samples represented by the supplier as heroin or other opioids. It is not psychoactive and is present only as a result of improper chemical purification.
4-ANPP is useful in the synthesis of pharmaceuticals, primarily fentanyl and related analogs. Paul Janssen (founder of Janssen Pharmaceutica) first synthesized fentanyl in 1960 using a similar method, with Benzylfentanyl as an intermediate. The following synthesis, developed by an individual under the pseudonym of Siegfried, involves the reductive amination of N-phenethyl-4-piperidinone (NPP) with aniline to make to 4-ANPP. This product is reacted with propionyl chloride or acetyl chloride to form either fentanyl or acetylfentanyl.
- 1-Boc-4-AP
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