N-Methyltyramine (370-98-9)

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Suppliers

• Sigma-Aldrich - Search for N-Methyltyramine
• Fisher Scientific - Search for N-Methyltyramine
• TCI - Search for N-Methyltyramine

Most-cited Publications

• Effect of antidepressant drugs on the depletion of intraneuronal brain 5-hydroxytryptamine stores caused by 4-methyl--ethyl-meta-tyramine (European Journal of Pharmacology, 1969)
• THE BIOGENESIS OF ALKALOIDS: VII. THE FORMATION OF HORDENINE AND N-METHYLTYRAMINE FROM TYROSINE IN BARLEY (Canadian Journal of Chemistry, 1952)
• The Biogenesis of Alkaloids. I. The Isolation of N-Methyltyramine from Barley1 (Journal of the American Chemical Society, 1950)
• Analysis and Prediction of Absorption Profile Including Hepatic First-Pass Metabolism of N-Methyltyramine, A Potent Stimulant of Gastrin Release Present in Beer, after Oral Ingestion in Rats by Gastrointestinal-Transit-Absorption Model (Drug Metabolism and Disposition, 2000)
• Determination of Synephrine and N-Methyltyramine in Zhishi and Zhike (Immature Citrus Fruits) by High-Performance Liquid Chromatography with Electrochemical Detection (Chemical & Pharmaceutical Bulletin, 1992)
• N-Methyltyramine, a biologically active amine in Acacia seeds (Phytochemistry, 1979)

Areas of Application

Safety

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Trends

Alternate Names

• methyl-4-tyramine hydrobromide
• methyl-4-tyramine
• methyl-4-tyramine hydrochloride
• N-methyltyrosamine
• SMILES
  CNCCC1=CC=C(C=C1)O
• InChIKey
  AXVZFRBSCNEKPQ-UHFFFAOYSA-N

External Links

• Pubchem - N-Methyltyramine
• Wikipedia - N-methyltyramine
  N-Methyltyramine (NMT), also known as 4-hydroxy-N-methylphenethylamine, is a human trace amine and natural phenethylamine alkaloid found in a variety of plants. As the name implies, it is the N-methyl analog of tyramine, which is a well-known biogenic trace amine with which NMT shares many pharmacological properties. Biosynthetically, NMT is produced by the N-methylation of tyramine via the action of the enzyme phenylethanolamine N-methyltransferase in humans and tyramine N-methyltransferase in plants.

Synthesis

Phenol  +  (2-chloroethyl)methylamine (Friedel-Crafts alkylation)

Synthesis of N-Methyltyramine ›

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N-Methyltyramine

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