metirosine 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
1792 672-87-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • metirosine
  • metyrosine
  • demser
  • L-Metyrosine
An inhibitor of the enzyme TYROSINE 3-MONOOXYGENASE, and consequently of the synthesis of catecholamines. It is used to control the symptoms of excessive sympathetic stimulation in patients with PHEOCHROMOCYTOMA. (Martindale, The Extra Pharmacopoeia, 30th ed)
  • Molecular weight: 195.22
  • Formula: C10H13NO3
  • CLOGP: -1.67
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 3
  • TPSA: 83.55
  • ALOGS: -1.90
  • ROTB: 3
  • Status: OFP
    • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

None

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 3 Bocci G, Oprea TI, Benet LZ
S (Water solubility) 2.48 mg/mL Bocci G, Oprea TI, Benet LZ

Approvals:

DateAgencyCompanyOrphan
Oct. 3, 1979 FDA ATON PHARMA VPNA
Jan. 8, 2019 PMDA ONO PHARMACEUTICAL CO., LTD.

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC C02KB01 CARDIOVASCULAR SYSTEM
ANTIHYPERTENSIVES
OTHER ANTIHYPERTENSIVES
Tyrosine hydroxylase inhibitors
FDA MoA N0000175361 Catecholamine Synthesis Inhibitors
FDA EPC N0000175569 Catecholamine Synthesis Inhibitor
CHEBI has role CHEBI:35674 antihypertensive drugs
CHEBI has role CHEBI:63932 tyrosine 3-monooxygenase inhibitors
MeSH PA D004791 Enzyme Inhibitors

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Pheochromocytoma indication 302835009
Hypovolemia contraindication 28560003
Parkinsonism contraindication 32798002
Depressive disorder contraindication 35489007
Low blood pressure contraindication 45007003
Crystalluria contraindication 46784006
Extrapyramidal disease contraindication 76349003
Kidney disease contraindication 90708001 DOID:557
Urolithiasis contraindication 95566004
Disease of liver contraindication 235856003 DOID:409




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 2.48 acidic
pKa2 10.75 acidic
pKa3 9.29 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])		Mechanism
action		Bioact sourceMoA source
Tyrosine 3-monooxygenase Enzyme INHIBITOR DRUGBANK CHEMBL

External reference:

IDSource
4017952 VUID
N0000179717 NUI
D00762 KEGG_DRUG
4017952 VANDF
C0886584 UMLSCUI
CHEBI:6912 CHEBI
CHEMBL1200862 ChEMBL_ID
441350 PUBCHEM_CID
DB00765 DRUGBANK_ID
151594 RXNORM
336882 MMSL
5108 MMSL
928 MMSL
d00735 MMSL
000666 NDDF
387495008 SNOMEDCT_US
86131002 SNOMEDCT_US
D019805 MESH_DESCRIPTOR_UI
3929 INN_ID
DOQ0J0TPF7 UNII

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Demser HUMAN PRESCRIPTION DRUG LABEL 1 25010-305 CAPSULE 250 mg ORAL NDA 11 sections
metyrosine HUMAN PRESCRIPTION DRUG LABEL 1 60219-1621 CAPSULE 250 mg ORAL ANDA 20 sections
Metyrosine HUMAN PRESCRIPTION DRUG LABEL 1 68682-310 CAPSULE 250 mg ORAL NDA authorized generic 12 sections
metyrosine HUMAN PRESCRIPTION DRUG LABEL 1 69238-1621 CAPSULE 250 mg ORAL ANDA 20 sections
metyrosine HUMAN PRESCRIPTION DRUG LABEL 1 69238-1621 CAPSULE 250 mg ORAL ANDA 20 sections