Structure via PubChem · Public domain (PubChem)
تولکاپون
Sign in to saveAlso known as Ro 40-7592, Ro-407592, Tasmar®, 3,4-dihydroxy-4'-methyl-5-nitrobenzophenone, 3,4-dihydroxy-5-nitro-4'-methylbenzophenone, 4'-methyl-3,4-dihydroxy-5-nitrobenzophenone, 4'-Methyl-3,4-dihydroxy-5-nitrobenzophenone, (3,4-dihydroxy-5-nitrophenyl)(4-methylphenyl)methanone
Tolcapone, sold under the brand name Tasmar, is a medication used to treat Parkinson's disease (PD). It is a selective, potent and reversible nitrocatechol-type inhibitor of the enzyme catechol-O-methyltransferase (COMT). It has demonstrated significant liver toxicity, which has led to suspension of marketing authorisations in a number of countries.
Key facts
- Drug.legal_AU
- S4
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 470611468
- Drug.image
- Tolcapone.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Tolcapone3d.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Tasmar
- Drug.MedlinePlus
- a698036
- Drug.DailyMedID
- Tolcapone
- Drug.pregnancy_AU
- B3
- Drug.licence_EU
- yes
- Drug.legal_BR
- C1
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx-only
- Drug.legal_EU
- Rx-only
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- N04
via Wikipedia infobox
Chemical data
- Formula
- C14H11NO5
- Molecular weight
- 273.24 g/mol
- IUPAC name
- (3,4-dihydroxy-5-nitrophenyl)-(4-methylphenyl)methanone
- SMILES
- CC1=CC=C(C=C1)C(=O)C2=CC(=C(C(=C2)O)O)[N+](=O)[O-]
- InChIKey
- MIQPIUSUKVNLNT-UHFFFAOYSA-N
- XLogP
- 3.3
- Polar surface area
- 103 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1997
- Admin. routes
- oral
- Indications
- nicotine dependence, gambling behaviour, Pick disease, neuroblastoma
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 273.064
- Has use
- medication
Show 9 more facts
- subject has role
- enzyme inhibitor
- chemical formula
- C₁₄H₁₁NO₅
- World Health Organisation international non-proprietary name
- tolcapone
- medical condition treated
- Parkinson's disease
- canonical SMILES
- CC1=CC=C(C=C1)C(=O)C2=CC(=C(C(=C2)O)O)[N+](=O)[O-]
- defined daily dose
- 0.45
- Commons category
- Tolcapone
- legal status (medicine)
- boxed warning
- significant drug interaction
- phenelzine
via Wikidata · CC0