4-(2-Aminoethyl)-2-methoxyphenol (554-52-9)

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  1 g
  $110.00

  5 g
  $439.00

Most-cited Publications

• Effect of Chlorpromazine or Haloperidol on Formation of 3Methoxytyramine and Normetanephrine in Mouse Brain (Pharmacology & Toxicology, 2009)
• Influence of age and time interval between death and autopsy on dopamine and 3-methoxytyramine levels in human basal ganglia. (Journal of Neural Transmission, 1976)
• 3-Methoxytyramine is the major metabolite of released dopamine in the rat frontal cortex: reassessment of the effects of antipsychotics on the dynamics of dopamine release and metabolism in the frontal cortex, nucleus accumbens, and striatum by a simple two pool model. (Journal of Neurochemistry, 2002)
• Cell wall alterations and localized accumulation of feruloyl-3-methoxytyramine in onion epidermis at sites of attempted penetration by Botrytis allii are associated with actin polarisation, peroxidase activity and suppression of flavonoid biosynthesis (Plant Journal, 1999)
• Dopamine release in vivo from nigrostriatal, mesolimbic, and mesocortical neurons: utility of 3-methoxytyramine measurements. (Pharmacological Reviews, 1988)
• Rapid concurrent automated fluorimetric assay of noradrenaline, dopamine, 3,4-dihydroxyphenylacetic acid, homovanillic acid and 3-methoxytyramine in milligram amounts of nervous tissue after isolation on Sephadex G10. (Journal of Neurochemistry, 1977)

Areas of Application

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Alternate Names

• methoxytyramine
• 3-methoxytyramine
• 3-O-METHYLDOPAMINE
• 3-methoxytyramine hydrochloride
• SMILES
  COC1=C(C=CC(=C1)CCN)O
• InChIKey
  DIVQKHQLANKJQO-UHFFFAOYSA-N

External Links

• Pubchem - 4-(2-Aminoethyl)-2-methoxyphenol
• Wikipedia - 3-O-methyldopamine
  3-Methoxytyramine (3-MT), also known as 3-methoxy-4-hydroxyphenethylamine, is a human trace amine that occurs as a metabolite of the neurotransmitter dopamine. It is formed by the introduction of a methyl group to dopamine by the enzyme catechol-O-methyl transferase (COMT). 3-MT can be further metabolized by the enzyme monoamine oxidase (MAO) to form homovanillic acid (HVA), which is then typically excreted in the urine.

Synthesis

Guaiacol  +  2-Chloroethylamine (Friedel-Crafts alkylation)

Reactant  +  Methyl hydroperoxide (Dakin oxidation)

Synthesis of 4-(2-Aminoethyl)-2-methoxyphenol ›

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4-(2-Aminoethyl)-2-methoxyphenol

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