Nitisinone

Nitisinone

Systematic (IUPAC) name
2-[2-nitro-4-(trifluoromethyl)benzoyl] cyclohexane-1,3-dione
Clinical data
AHFS/Drugs.com	Consumer Drug Information
Licence data	EMA:Link, US FDA:link
Pregnancy cat.	?
Legal status	℞-only (US)
Routes	Oral
Pharmacokinetic data
Half-life	Approximately 54 h
Identifiers
CAS number	104206-65-7 Y
ATC code	A16AX04
PubChem	CID 115355
DrugBank	APRD01141
ChemSpider	103195 Y
UNII	K5BN214699 Y
KEGG	D05177 N
ChEBI	CHEBI:50378 N
ChEMBL	CHEMBL1337 N
Chemical data
Formula	C14H10F3NO5
Mol. mass	329.228 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C14H10F3NO5/c15-14(16,17)7-4-5-8(9(6-7)18(22)23)13(21)12-10(19)2-1-3-11(12)20/h4-6,12H,1-3H2 N Key:OUBCNLGXQFSTLU-UHFFFAOYSA-N N
N(what is this?)  (verify)

Nitisinone (also known as NTBC, an abbreviation of its full chemical name) is a drug originally developed as an herbicide now used in the treatment of hereditary tyrosinemia type 1. Since its first use for this indication in 1991, it has replaced liver transplantation as the first-line treatment for this rare condition.^[1] It is also being studied in the less severe but related condition alkaptonuria.^[2] It is marketed under the brand name Orfadin.

The mechanism of action of nitrisinone involves reversibile inhibition of 4-hydroxyphenylpyruvate oxidase,^{[3] [4]} thus preventing the formation of maleylacetoacetic acid and fumarylacetoacetic acid, which have the potential to be converted to succinyl acetone, a toxin that damages the liver and kidneys.^[1]

Chem

Anon US application 19,920,903,691 .

References

1. ^ ^{a b} McKiernan PJ (2006). "Nitisinone in the treatment of hereditary tyrosinaemia type 1". Drugs 66 (6): 743–50. doi:10.2165/00003495-200666060-00002. PMID 16706549. 
2. ^ Phornphutkul C, Introne WJ, Perry MB et al. (2002). "Natural history of alkaptonuria". New England Journal Medicine 347 (26): 2111–21. doi:10.1056/NEJMoa021736. PMID 12501223. http://content.nejm.org/cgi/content/full/347/26/2111. 
3. ^ Lock EA, Ellis MK, Gaskin P, Robinson M, Auton TR, Provan WM, Smith LL, Prisbylla MP, Mutter LC, Lee DL (1998). "From toxicological problem to therapeutic use: The discovery of the mode of action of 2-(2-nitro-4-trifluoromethylbenzoyl)-1,3-cyclohexanedione (NTBC), its toxicology and development as a drug". Journal of Inherited Metabolic Disease 42 (21): 498–506. doi:10.1023/A:1005458703363. PMID 9728330. 
4. ^ Kavana M, Moran GR (2003). "Interaction of (4-hydroxyphenyl)pyruvate dioxygenase with the specific inhibitor 2-[2-nitro-4-(trifluoromethyl)benzoyl]-1,3-cyclohexanedione". Biochemistry 42 (34): 10238–45. doi:10.1021/bi034658b. PMID 12939152. 

This drug article relating to the gastrointestinal system is a stub. You can help Wikipedia by expanding it.v · Categories: Herbicides Nitrobenzenes Orphan drugs Aromatic ketones Organofluorides Gastrointestinal system drug stubs Wikimedia Foundation. 2010. Игры ⚽ Поможем написать курсовую Mattenenglisch Kenya Film Commission Look at other dictionaries: nitisinone — noun A drug originally developed as a herbicide but now used to treat hereditary tyrosinemia type 1 …   Wiktionary Alkaptonuria — Infobox Disease Name = PAGENAME Caption = Homogentisic acid Width = 180 DiseasesDB = 409 ICD10 = ICD10|E|70|2|e|70 ICD9 = ICD9|270.2 ICDO = OMIM = 203500 MedlinePlus = eMedicineSubj = ped eMedicineTopic = 64 MeshID = D000474 Alkaptonuria (black… …   Wikipedia Carnitine — Systematic (IUPAC) name 3 hydroxy 4 (trimethylazaniumyl)butanoate Clinical data AHFS/Drugs.com …   Wikipedia ATC code A16 — is a division of the Anatomical Therapeutic Chemical Classification System and part of the A Alimentary tract and metabolism section.A16A Other alimentary tract and metabolism products*A16AA Amino acids and derivatives:A16AA01… …   Wikipedia Tetrahydrobiopterin — Systematic (IUPAC) name (6R) 2 Amino 6 [(1R,2S) 1,2 dihydroxypropyl] 5,6,7,8 tetrahydropteridin 4(1H) one Clinical data …   Wikipedia Alglucerase — Systematic (IUPAC) name Human beta glucocerebrosidase Clinical data AHFS/Drugs.com monograph MedlinePlus …   Wikipedia Imiglucerase — Systematic (IUPAC) name Human Beta glucocerebrosidase Clinical data AHFS/Drugs.com monograph MedlinePlus …   Wikipedia Miglustat — Systematic (IUPAC) name (2R,3R,4R,5S) 1 butyl 2 (hydroxymethyl)piperidine 3,4,5 triol Clinical data AHFS/Drugs.co …   Wikipedia Alglucosidase alfa — Systematic (IUPAC) name Human glucosidase, prepro α [199 arginine,223 histidine] [1] Clinical data AHFS/Drugs.com …   Wikipedia William A. Gahl — William A. Gahl, MD, PhD is the current Clinical Director of the National Human Genome Research Institute at the NIH main campus in Bethesda, MD.Dr. Gahl graduated with a BS from Massachusetts Institute of Technology in 1972. He earned his MD… …   Wikipedia 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”