Acetamoren

Synonymes : Acetamoren, N-(4-Hydroxy-3-methoxyphenyl)acetamide, 4-Acetamido-2-methoxyphenol, Acetaminophen impurity, Acetaminophen related compound, N-Acetyl-4-amino-2-methoxyphenol, Acetamoren impurity

Acetamoren is a synthetic organic compound that belongs to the class of phenolic amides. Its structure features a 4-hydroxy-3-methoxyphenyl ring linked to an acetamide group via a nitrogen atom, giving it a molecular formula of C15H21NO3 and a molecular weight of 263.33 g/mol. This arrangement places it among the vanilloid derivatives, and its structural similarity to acetaminophen (paracetamol) makes it particularly relevant in pharmaceutical impurity profiling and drug metabolism studies.

The compound is typically produced through acetylation of 4-amino-2-methoxyphenol or via related synthetic routes. It is available as a reference standard and research chemical, with purity levels of 98% or higher (HPLC). Acetamoren appears as a white to off-white crystalline powder and is soluble in common organic solvents such as DMSO, methanol, and ethanol, but only slightly soluble in water. Its stability under recommended storage conditions (-20°C, protected from light and moisture) ensures reliable performance in analytical and research applications.

In the pharmaceutical and analytical sectors, Acetamoren serves as a valuable impurity standard for acetaminophen and related active pharmaceutical ingredients (APIs). It is used in method development and validation for HPLC, LC-MS, and GC-MS, helping laboratories ensure product quality and regulatory compliance. Additionally, it finds application in metabolic studies investigating the degradation pathways and biotransformation of phenolic amides. Its well-defined structure and high purity make it a preferred choice for researchers requiring a dependable reference material.

Structure chimique et propriétés

Acetamoren consists of a vanillin-derived aromatic ring substituted with a hydroxy group at the 4-position and a methoxy group at the 3-position, connected to an acetamide moiety through the nitrogen atom. This phenolic amide structure confers moderate polarity, with a calculated logP of approximately 1.5. The compound exhibits UV absorption maxima at around 280 nm, making it suitable for HPLC-UV detection. It is stable under normal laboratory conditions but should be protected from prolonged exposure to light and moisture to prevent degradation.

Mécanisme d'action

• Enzyme inhibition: Acetamoren may act as a competitive inhibitor of cyclooxygenase (COX) enzymes, similar to its structural analog acetaminophen, though its potency is significantly lower.
• Reactive metabolite formation: In biological systems, it can undergo cytochrome P450-mediated oxidation to form reactive intermediates, which are useful in studying drug-induced hepatotoxicity.
• Analytical marker: It serves as a marker for monitoring synthetic routes and degradation products in acetaminophen manufacturing.
• Protein binding: The compound shows moderate binding to plasma proteins, which can be investigated in pharmacokinetic studies.
• Antioxidant potential: The phenolic hydroxy group may scavenge free radicals, although this effect is modest compared to more potent antioxidants.

Spécifications de qualité

Approvisionnement et documentation

• Capacité: 10 kg per month
• Délai de livraison: 3 à 5 jours ouvrés (articles en stock)
• Documentation: COA, MSDS, TDS, and additional analytical data available upon request
• Emballage: 1 g, 5 g, 10 g, 25 g, 100 g, 500 g, 1 kg in amber glass vials or double-lined plastic bags

Demande de devis

• LyvBio Co. — E-mail : info@lyvbio.com