Metirosine

Metirosine
Clinical data
Trade names	Demser
AHFS/Drugs.com	Consumer Drug Information
ATC code	C02KB01 (WHO) ;
Pharmacokinetic data
Elimination half-life	3.4–3.7 hours
Identifiers
	IUPAC name (2S)-2-amino- 3-(4-hydroxyphenyl)- 2-methylpropanoic acid;
CAS Number	672-87-7 ;
PubChem CID	10123;
IUPHAR/BPS	6956;
DrugBank	DB00765 ;
ChemSpider	390103 ;
UNII	DOQ0J0TPF7;
KEGG	D00762 ;
ChEMBL	CHEMBL1200862 ;
ECHA InfoCard	100.010.546
Chemical and physical data
Formula	C10H13NO3
Molar mass	195.215 g/mol
3D model (JSmol)	Interactive image;
	SMILES O=C(O)[C@@](N)(Cc1ccc(O)cc1)C;
	InChI InChI=1S/C10H13NO3/c1-10(11,9(13)14)6-7-2-4-8(12)5-3-7/h2-5,12H,6,11H2,1H3,(H,13,14)/t10-/m0/s1 ; Key:NHTGHBARYWONDQ-JTQLQIEISA-N ;
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Metirosine (INN and BAN; α-Methyltyrosine, Metyrosine USAN, AMPT) is an antihypertensive drug. It inhibits the enzyme tyrosine hydroxylase and, therefore, catecholamine synthesis, which, as a consequence, depletes the levels of the catecholamines dopamine, adrenaline and noradrenaline in the body.

Clinical use

Metirosine has been used in the treatment of pheochromocytoma.^[1] It is contra-indicated for the treatment of essential hypertension.

However it is now rarely used in medicine, its primary use being in scientific research to investigate the effects of catecholamine depletion on behaviour.^[2] Info on how catecholamine depletion from this medicine affects behavior needed in this srticle.

References

↑ Green KN, Larsson SK, Beevers DG, Bevan PG, Hayes B (August 1982). "Alpha-methyltyrosine in the management of phaeochromocytoma". Thorax. 37 (8): 632–3. doi:10.1136/thx.37.8.632. PMC 459390. PMID 7179194.
↑ O'Leary OF, Bechtholt AJ, Crowley JJ, Hill TE, Page ME, Lucki I. Depletion of serotonin and catecholamines block the acute behavioral response to different classes of antidepressant drugs in the mouse tail suspension test. Psychopharmacology. 2007 Jun;192(3):357-71. PMID 17318507

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[pmid7179194-1] Green KN, Larsson SK, Beevers DG, Bevan PG, Hayes B (August 1982). "Alpha-methyltyrosine in the management of phaeochromocytoma". Thorax. 37 (8): 632–3. doi:10.1136/thx.37.8.632. PMC 459390. PMID 7179194.

[2] O'Leary OF, Bechtholt AJ, Crowley JJ, Hill TE, Page ME, Lucki I. Depletion of serotonin and catecholamines block the acute behavioral response to different classes of antidepressant drugs in the mouse tail suspension test. Psychopharmacology. 2007 Jun;192(3):357-71. PMID 17318507

Metirosine

Clinical use

See also

References