1609-66-1

Basic information

• Product Name: N-Phenyl-N-(4-piperidinyl)propanamide admixture with HCl salt
• Synonyms: AKOS BBS-00006338;N-PHENYL-N-PIPERIDIN-4-YLPROPANAMIDE;N-PHENYL-N-PIPERIDIN-4-YL-PROPIONAMIDE;N-PHENYL-N-(4-PIPERIDINYL)PROPANAMIDE;N-Phenyl-N-(4-piperidinyl)propanamide admixture with HCl salt;NORFENTANYL OXALATE;NORFENTANYL;n-phenyl-n-(4-piperidinyl)propanamideadmixturewithhydrochloridesalt
• CAS NO: 1609-66-1
• Molecular Formula: C₁₄H₂₀N₂O
• Molecular Weight: 232.32
• EINECS: 216-543-3
• Mol File: 1609-66-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 92℃
• Boiling Point: 359.8 °C at 760 mmHg
• Flash Point: 171.4 °C
• Appearance: Almost white to light yellow/Powder
• Density: 1.075g/cm³
• Vapor Pressure: 2.31E-05mmHg at 25°C
• PKA: 9.81±0.10(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 480031
• CAS DataBase Reference: N-Phenyl-N-(4-piperidinyl)propanamide admixture with HCl salt(CAS DataBase Reference)
• NIST Chemistry Reference: N-Phenyl-N-(4-piperidinyl)propanamide admixture with HCl salt(1609-66-1)
• EPA Substance Registry System: N-Phenyl-N-(4-piperidinyl)propanamide admixture with HCl salt(1609-66-1)

Safety Data

• Hazard Codes: C,Xn
• Statements: 34-22-36/38
• Safety Statements: 45-36/37/39-26
• WGK Germany: 3
• Hazardous Substances Data: 1609-66-1(Hazardous Substances Data)

Usage

Description

N-Phenyl-N-(4-piperidinyl)propanamide admixture with HCl salt, also known as Norfentanyl, is a certified reference material classified as an opioid. It is a light yellow powder and serves as a thermal degradant and major urinary metabolite of the opioid analgesic, fentanyl. N-Phenyl-N-(4-piperidinyl)propanamide admixture with HCl salt is primarily used for forensic and research applications.

Uses

1. Used in Forensic Applications:
N-Phenyl-N-(4-piperidinyl)propanamide admixture with HCl salt is used as a reference material for forensic investigations, particularly in the identification and analysis of fentanyl and its metabolites in biological samples.
2. Used in Research Applications:
N-Phenyl-N-(4-piperidinyl)propanamide admixture with HCl salt is used as a research compound to study the properties, interactions, and effects of fentanyl and its metabolites in various scientific experiments and drug development processes.
3. Used in Pharmaceutical Industry:
N-Phenyl-N-(4-piperidinyl)propanamide admixture with HCl salt is used as an intermediate in the synthesis of various opioid analgesics, contributing to the development of new medications for pain management.
4. Used in Drug Metabolism Studies:
N-Phenyl-N-(4-piperidinyl)propanamide admixture with HCl salt is used as a model compound in drug metabolism studies, helping researchers understand the metabolic pathways and pharmacokinetics of opioids like fentanyl.
5. Used in Toxicology:
N-Phenyl-N-(4-piperidinyl)propanamide admixture with HCl salt is used in toxicology to investigate the toxic effects of fentanyl and its metabolites, as well as to develop methods for detecting and managing opioid overdoses.

InChI:InChI=1/C14H20N2O/c1-2-14(17)16(12-6-4-3-5-7-12)13-8-10-15-11-9-13/h3-7,13,15H,2,8-11H2,1H3/p+1

Upstream product

• 125541-22-2 1-(tert-butoxycarbonyl)-4-phenylaminopiperidine 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 690272-31-2 N-(1-benzylpiperidin-4-yl)-N-phenylpropionamide oxalate 
• 62-53-3 aniline 
• 5156-58-1 N-(1-Benzyl-4-piperidyl)-N-phenylpropanamide Hydrochloride 
• 1155-56-2 1-benzyl-N-phenylpiperidin-4-amine 
• 1155-57-3 N-(1-benzylpiperidin-4-ylidene)aniline 
• 793-19-1 bis(2-methoxycarbonylethyl)benzylamine 
• 3612-20-2 1-phenylmethyl-4-piperidone 
• 1474-02-8 N-(1-benzyl-4-piperidinyl)-N-phenylpropionamide 

Downstream Products

• 117332-93-1 N-Phenyl-N-<1-(2-thienyl)methyl-4-piperidyl>propanamide Hydrochloride 
• 937738-85-7 C₂₃H₂₉N₃O₂ 
• 437-38-7 N-phenyl-N-[1-(2-phenylethyl)-4-piperidinyl]propanamide 
• 1060694-93-0 N-(1-propyl-4-piperidinyl)propionanilide 
• 59825-55-7 N-(1-(2-phenoxyethyl)-4-piperidinyl)propionanilide 
• 1417202-11-9 N-(1-(3-phenoxypropyl)-4-piperidinyl)propionanilide 
• 47128-43-8 N-(1-(2-cyanoethyl)-4-piperidinyl)propionanilide 
• 65320-75-4 1-(β-hydroxyethyl) 4-(N-phenyl N-propionylamino) piperidine 
• 104072-08-4 N-{1-[2-(4-Isopropyl-5-oxo-4,5-dihydro-tetrazol-1-yl)-ethyl]-piperidin-4-yl}-N-phenyl-propionamide 
• 104072-09-5 N-{1-[3-(4-Ethyl-5-oxo-4,5-dihydro-tetrazol-1-yl)-propyl]-piperidin-4-yl}-N-phenyl-propionamide 
• 132875-45-7 3-[4-(Phenyl-propionyl-amino)-piperidin-1-yl]-propionic acid methyl ester 
• 85221-28-9 {2-Oxo-2-[4-(phenyl-propionyl-amino)-piperidin-1-yl]-ethyl}-carbamic acid benzyl ester 
• 132875-43-5 4-[(1-oxopropyl)phenylamino]-1-piperidineacetic acid, methyl ester 

Relevant articles and documents

FENTANYL HAPTENS FOR THE PREPARATION OF A FENTANYL VACCINE

Described is the preparation of novel fentanyl haptens of Formula (1) through (6) and their use in the preparation of effective fentanyl vaccines.

Preparation of Fentanyl Labeled with Carbon-14

A convenient synthetic pathway for 14C labeling of fentanyl [N-(1-phenethyl-4-piperidinyl)- propionanilide], a widely used narcotic analgesic agent, with good radiochemical yield was developed.

Synthesis and comparative bioefficacy of N-(1-phenethyl-4-piperidinyl) propionanilide (fentanyl) and its 1-substituted analogs in Swiss albino mice

Fentanyl [N-(1-phenethyl-4-piperidinyl)propionanilide] is a popular narcotic analgesic agent that is clinically used worldwide. However, fentanyl and its several analogs have caused abuse and fatalities in humans due to overdosing and narrow therapeutic index. The present study reports the synthesis and comparative bioefficacy of fentanyl and its four analogs, viz., N-(1-propyl-4-piperidinyl)propionanilide (1), N-(1-(2-phenoxyethyl)-4- piperidinyl)propionanilide (2), N-(1-(3-phenoxypropyl)-4-piperidinyl) propionanilide (3) and N-(1-(2-cyanoethyl)-4-piperidinyl)propionanilide (4), where the phenethyl chain of fentanyl was replaced by different functional groups, viz., alkyl, ethereal, and nitrile moieties. The median lethal dose (LD50) of the compounds was determined by three different routes and all the analogs were found to be safer than fentanyl. Observational assessment on spontaneous activities of the central nervous system, peripheral nervous system, and autonomic nervous system revealed that all the analogs were similar to fentanyl. Further, the neurotoxic effects of all the analogs were reversed by naloxone hydrochloride (opioid antagonist), confirming that their effects were mediated through opioid receptors. Antinociceptive activity was displayed by all the compounds and their median effective dose (ED50) and analgesic potency ratio were more or less similar to fentanyl. The lowest ED50 (23.7) and the highest potency ratio (1.18) was observed in the case of 2. However, the maximum therapeutic index was afforded by 4. The study indicates the promising role of some new opioid analgesics.