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AMPT

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AMPT
Systematic (IUPAC) name
2-amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid
Clinical data
Pregnancy cat.  ?
Legal status  ?
Identifiers
CAS number 658-48-0
ATC code  ?
PubChem CID 3125
ChemSpider 3013 YesY
UNII X88TTO174Z YesY
Chemical data
Formula C10H13NO3 
Mol. mass 195.215 g/mol
SMILES eMolecules & PubChem
 YesY(what is this?)  [1]

Alpha-methyl-p-tyrosine (AMPT) is a tyrosine hydroxylase enzyme inhibitor. It has been used in the treatment of pheochromocytoma.[1] It has been demonstrated to inhibit the production of melanin.[2]

Contents

Side effects

AMPT administration leads to a transient exacerbation of depressive symptoms in patients that have responded to catecholaminergic antidepressants. The mood changes induced by AMPT may be mediated by decreases in norepinephrine, while changes in selective attention and motivation may be mediated by dopamine.

Prolonged administration can have an impact upon the circadian rhythm.[3]

Mechanism

As a competitive inhibitor of tyrosine hydroxylase, it prevents the conversion of tyrosine to L-DOPA, the precursor to dopamine. This results in lowered systematic catecholamine (dopamine, epinephrine and norepinephrine) levels.

References

  1. ^ Ankenman R, Salvatore MF (2007). "Low dose alpha-methyl-para-tyrosine (AMPT) in the treatment of dystonia and dyskinesia". J Neuropsychiatry Clin Neurosci 19 (1): 65–69. doi:10.1176/appi.neuropsych.19.1.65. PMID 17308229. 
  2. ^ Use of α-methyl-p-tyrosine to inhibit melanin production in iris melanocytes
  3. ^ Zimmermann RC, Krahn LE, Klee GG, Ditkoff EC, Ory SJ, Sauer MV (2001). "Prolonged inhibition of presynaptic catecholamine synthesis with alpha-methyl-para-tyrosine attenuates the circadian rhythm of human TSH secretion". J. Soc. Gynecol. Investig. 8 (3): 174–178. doi:10.1016/S1071-5576(01)00104-6. PMID 11390253. http://linkinghub.elsevier.com/retrieve/pii/S1071557601001046. 

External links

  • [2] and [3] A Clinical Trial

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