Structure via PubChem · Public domain (PubChem)
nitisinone
Sign in to saveAlso known as Orfadin®, SC-0735, 2-(alpha,alpha,alpha-Trifluoro-2-nitro-p-tuluoyl)-1,3-cyclohexanedione
Nitisinone, sold under the brand name Orfadin among others, is a medication used for the treatment of hereditary tyrosinemia type 1; or for the reduction of urine homogentisic acid in adults with alkaptonuria. Nitisinone is a hydroxyphenyl-pyruvate dioxygenase inhibitor.
Key facts
- Drug.PubChem
- 115355
- Drug.image
- Nitisinone.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Nitisinone (ball-and-stick).png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Orfadin, others
- Drug.DailyMedID
- Nitisinone
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- A16
- Drug.ATC_suffix
- AX04
- Drug.legal_CA
- Rx-only
- Drug.legal_US
- Rx-only
- Drug.legal_EU
- Rx-only
- Drug.elimination_half life
- Approximately 54 h (Range: 39 to 86 hours)
- Drug.CAS_number
- 104206-65-7
- Drug.IUPHAR_ligand
- 6834
- Drug.DrugBank
- DB00348
- Drug.ChemSpiderID
- 103195
via Wikipedia infobox
Chemical data
- Formula
- C14H10F3NO5
- Molecular weight
- 329.23 g/mol
- IUPAC name
- 2-[2-nitro-4-(trifluoromethyl)benzoyl]cyclohexane-1,3-dione
- SMILES
- C1CC(=O)C(C(=O)C1)C(=O)C2=C(C=C(C=C2)C(F)(F)F)[N+](=O)[O-]
- InChIKey
- OUBCNLGXQFSTLU-UHFFFAOYSA-N
- XLogP
- 2.3
- Polar surface area
- 97 Ų
- H-bond donors
- 0
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2002
- Admin. routes
- oral
- Indications
- tyrosinemia, albinism, alkaptonuria
via ChEMBL · EBI
Research
444 papers- Nitisinone.2006
- Suitability of nitisinone for alkaptonuria.The lancet. Diabetes & endocrinology · 2020
- Nitisinone.2012
- Nitisinone.2026
- The Discovery of the Mode of Action of Nitisinone.Metabolites · 2022
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 329.051107
- Has use
- medication
Show 6 more facts
- chemical formula
- C₁₄H₁₀F₃NO₅
- canonical SMILES
- C1CC(=O)C(C(=O)C1)C(=O)C2=C(C=C(C=C2)C(F)(F)F)[N+](=O)[O-]
- World Health Organisation international non-proprietary name
- nitisinone
- defined daily dose
- 20
- subject has role
- enzyme inhibitor
- Commons category
- Nitisinone
via Wikidata · CC0
~4 min read
Encyclopedic overview
7 sectionsContents
- Medical uses
- Adverse effects
- Mechanism of action
- History
- References
- Further reading
- External links
Nitisinone, sold under the brand name Orfadin among others, is a medication used for the treatment of hereditary tyrosinemia type 1; or for the reduction of urine homogentisic acid in adults with alkaptonuria. Nitisinone is a hydroxyphenyl-pyruvate dioxygenase inhibitor.
It is available as a generic medication.
Excerpted from Wikipedia’s “nitisinone” article, available under the CC BY-SA 4.0 licence.