Description
Buy Benzylfentanyl Cas 1474-02-8
Buy Benzylfentanyl Cas 1474-02-8. Benzylfentanyl (R-4129) is a fentanyl analog. It was temporarily placed in the US Schedule I by emergency scheduling in 1985 due to concerns about its potential for abuse as a designer drug, but this placement was allowed to expire and benzylfentanyl was formally removed from controlled substance listing in 2010, after the DEA’s testing determined it to be “essentially inactive” as an opioid. Benzylfentanyl has a Ki of 213 nM at the mu opioid receptor, binding around 1/200 as strong as fentanyl itself, though it is still slightly more potent than codeine.
Side effects of fentanyl analogs are similar to those of fentanyl itself, which include itching, nausea, and potentially serious respiratory depression which can be life-threatening. Fentanyl analogs have killed hundreds of people throughout Europe and the former Soviet republics since the most recent resurgence in use began in Estonia in the early 2000s, and novel derivatives continue to appear Buy Benzylfentanyl Cas 1474-02-8
Description
Benzylfentanyl, also known as N-(1-Benzylpiperidin-4-yl)-N-phenylpropanamide, is a synthetic opioid and a structural analog of fentanyl. It was initially placed on the Schedule I list of controlled substances in the United States in 1985 due to concerns about its potential for abuse. it was later removed from the list in 2010 after it was found to have minimal opioid activity .
Preparation Methods
Synthetic Routes and Reaction Conditions: The synthesis of benzylfentanyl typically involves the reaction of 4-anilino-N-phenethylpiperidine with benzyl chloride. The reaction is carried out in the presence of a base such as sodium hydroxide or potassium carbonate, and the product is purified through recrystallization or chromatography .
Industrial Production Methods: Industrial production of this compound follows similar synthetic routes but on a larger scale. The process involves the use of industrial-grade reagents and solvents, and the reaction conditions are optimized for maximum yield and purity. The final product is subjected to rigorous quality control measures to ensure its consistency and safety .
Chemical Reactions Analysis
Types of Reactions: Benzylfentanyl undergoes various chemical reactions, including:
Oxidation: this compound can be oxidized to form benzoylfentanyl and other related compounds.
Reduction: Reduction reactions can convert this compound to its corresponding alcohol derivatives.
Substitution: Nucleophilic substitution reactions can introduce different functional groups into the this compound molecule.
Common Reagents and Conditions:
Oxidation: Common oxidizing agents include potassium permanganate and chromium trioxide.
Reduction: Reducing agents such as lithium aluminum hydride and sodium borohydride are commonly used.
Substitution: Reagents like sodium hydride and alkyl halides are used for nucleophilic substitution reactions.
Major Products Formed:
Oxidation: Benzoylfentanyl and related compounds.
Reduction: Alcohol derivatives of this compound.
Substitution: Various substituted this compound derivatives.
Scientific Research Applications
Benzylfentanyl has several scientific research applications, including:
Mechanism of Action
Benzylfentanyl exerts its effects by binding to the mu opioid receptor, although its binding affinity is significantly lower than that of fentanyl. It has a Ki value of 213 nM at the mu opioid receptor, binding around 200 times less strongly than fentanyl itself . This weak binding results in minimal opioid activity, making it less potent than other fentanyl analogs .
Comparison with Similar Compounds
Fentanyl: A highly potent synthetic opioid with strong binding affinity to the mu opioid receptor.
Benzoylfentanyl: An oxidized derivative of benzylfentanyl with similar structural features.
2-Thiophenefentanyl: A fentanyl analog with a thiophene ring substitution.
Uniqueness of this compound: this compound is unique due to its minimal opioid activity compared to other fentanyl analogs. This characteristic makes it a valuable tool in scientific research for studying the structure-activity relationship of opioid compounds without the high risk of abuse and addiction associated with more potent analogs .
Properties
IUPAC Name |
N-(1-benzylpiperidin-4-yl)-N-phenylpropanamide |
Source
 |
|---|---|---|
InChI |
InChI=1S/C21H26N2O/c1-2-21(24)23(19-11-7-4-8-12-19)20-13-15-22(16-14-20)17-18-9-5-3-6-10-18/h3-12,20H,2,13-17H2,1H3 |
Source
|
InChI Key |
POQDXIFVWVZVML-UHFFFAOYSA-N |
Source
|
Canonical SMILES |
CCC(=O)N(C1CCN(CC1)CC2=CC=CC=C2)C3=CC=CC=C3 |
Source
|
Molecular Formula |
C21H26N2O |
Source
|
DSSTOX Substance ID |
DTXSID00163705 |
Source
|
Molecular Weight |
322.4 g/mol |
Source
|
CAS No. |
1474-02-8 |
N-Benzyl fentanyl; Benzylfentanyl; Desmethylfentanyl; Fentanyl methyl analog; N-(1-Benzyl-4-piperidyl)- propionanilide; N-(1-benzylpiperidin-4-yl)-N-phenylpropionamide; N-[1-(1-Benzyl-2-phenylethyl)-4-piperidinyl]-N-phenylpropanamide; N-Phenyl-N-[1-(phenylmethyl)-4-piperidinyl]-propanamide; NSC 73402; Propanamide, N-Phenyl-N-(1-benzyl-4-piperidinyl)-; Propanamide, N-phenyl-N-[1-(phenylmethyl)-4-piperidinyl]-; R 4129; 1-Benzyl-4-(N-phenylpropionamido)piperidine; Benzyl Fentanyl
1474-02-8[RN]
216-014-7[EINECS]
9BV2D1A57H[UNII]
Benzyl fentanyl
Benzylfentanyl[Wiki] 
N-(1-Benzyl-4-piperidinyl)-N-phenylpropanamid[German][ACD/IUPAC Name]
N-(1-Benzyl-4-piperidinyl)-N-phenylpropanamide[ACD/IUPAC Name]
N-(1-Benzyl-4-pipéridinyl)-N-phénylpropanamide[French][ACD/IUPAC Name]
N-(1-Benzyl-4-piperidyl)-N-phenylpropanamide
N-(1-Benzylpiperidin-4-yl)-N-phenylpropanamide
N-Benzylfentanyl
Propanamide, N-Phenyl-N-(1-benzyl-4-piperidinyl)-
propanamide, N-phenyl-N-[1-(phenylmethyl)-4-piperidinyl]-[ACD/Index Name]
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