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Nitisinone CAS: 104206-65-7

Category: Inhibitors
Product Name: Nitisinone
Cat No: I000243
CAS No: 104206-65-7
Synonyms: NTBC;SC-0735
Molecular Formula: C14H10F3NO5
Molecular Weight: 329.2
SMILES: O=C(CCC1)C(C(C2=CC=C(C(F)(F)F)C=C2[N+]([O-])=O)=O)C1=O
InChI: None
InChIKey: OUBCNLGXQFSTLU-UHFFFAOYSA-N
Solubility: DMSO: 40 mg/mL;
Target: 4-Hydroxyphenylpyruvate Dioxygenase
Storage: -20°C
CAS 104206-65-7,Nitisinone
  • Description

Nitisinone(SC0735) is an inhibitor of the enzyme 4-hydroxyphenylpyruvate dioxygenase.
Target: 4-Hydroxyphenylpyruvate Dioxygenase
Nitisinone is a drug used to slow the effects of hereditary tyrosinemia type 1. Nitisinone reduced urinary HGA levels from an average of 4.0 +/- 1.8 (SD) g/day to 0.2 +/- 0.2 g/day ( P < .001). Low-dose nitisinone effectively reduced urinary HGA levels in patients with alkaptonuria. Future long-term clinical trials are planned to determine the benefits of nitisinone in preventing joint deterioration and providing pain relief, and its long-term side effects [1]. Nitisinone can prevent the development of liver disease and significantly reduce the risk of developing hepatocellular carcinoma; however, vigorous surveillance for the development of HCC needs to be continued lifelong [2].

  • Spec

Appearance:Solid powder
Purity: > 98%

  • References


1:Long-term cognitive functioning in individuals with tyrosinemia type 1 treated with nitisinone and protein-restricted diet. García MI, de la Parra A, Arias C, Arredondo M, Cabello JF.Mol Genet Metab Rep. 2017 Mar 26;11:12-16. doi: 10.1016/j.ymgmr.2017.01.016. eCollection 2017 Jun. PMID: 28377889 Free PMC Article
2:The effect of nitisinone on homogentisic acid and tyrosine: a two-year survey of patients attending the National Alkaptonuria Centre, Liverpool. Milan AM, Hughes AT, Davison AS, Devine J, Usher J, Curtis S, Khedr M, Gallagher JA, Ranganath LR.Ann Clin Biochem. 2017 May;54(3):323-330. doi: 10.1177/0004563217691065. Epub 2017 Mar 16. PMID: 28081634
3:In brief: Nitisinone (Orfadin) for hereditary tyrosinemia. [No authors listed]Med Lett Drugs Ther. 2016 Oct 10;58(1505):e132. No abstract available. PMID: 27701365
4:Predicting tyrosinaemia: a mathematical model of 4-hydroxyphenylpyruvate dioxygenase inhibition by nitisinone in rats. Ward JP, Dunster JL, Derks G, Mistry P, Salazar JD.Math Med Biol. 2016 Jun 15. pii: dqw006. [Epub ahead of print] PMID: 27305933
5:Inhibition of para-Hydroxyphenylpyruvate Dioxygenase by Analogues of the Herbicide Nitisinone As a Strategy to Decrease Homogentisic Acid Levels, the Causative Agent of Alkaptonuria. Laschi M, Bernardini G, Dreassi E, Millucci L, Geminiani M, Braconi D, Marzocchi B, Botta M, Manetti F, Santucci A.ChemMedChem. 2016 Apr 5;11(7):674-8. doi: 10.1002/cmdc.201500578. Epub 2016 Mar 7. PMID: 26947423
6:[Pharmacological and clinical profile of nitisinone (Orfadin(®) Capsules): a therapeutic agent for hereditary tyrosinemia type 1]. Minoura H, Iwai M, Taniuchi Y, Katashima M, Takahashi H.Nihon Yakurigaku Zasshi. 2015 Dec;146(6):342-8. doi: 10.1254/fpj.146.342. Japanese. No abstract available. PMID: 26657126
7:A Stability Indicating HPLC Method for the Determination of Nitisinone in Capsules. Souri E, Lahiji FR, Nourhashemi T, Jalalizadeh H.Indian J Pharm Sci. 2015 May-Jun;77(3):348-51. PMID: 26180282 Free PMC Article
8:Cost-Consequence Analysis of Nitisinone for Treatment of Tyrosinemia Type I. Simoncelli M, Samson J, Bussières JF, Lacroix J, Dorais M, Battista R, Perreault S.Can J Hosp Pharm. 2015 May-Jun;68(3):210-7. PMID: 26157182 Free PMC Article
9:Osteoarticular cells tolerate short-term exposure to nitisinone-implications in alkaptonuria. Mistry JB, Jackson DJ, Bukhari M, Taylor AM.Clin Rheumatol. 2016 Feb;35(2):513-6. doi: 10.1007/s10067-015-2983-1. Epub 2015 May 31. PMID: 26024586
10:Nitisinone Arrests but Does Not Reverse Ochronosis in Alkaptonuric Mice. Keenan CM, Preston AJ, Sutherland H, Wilson PJ, Psarelli EE, Cox TF, Ranganath LR, Jarvis JC, Gallagher JA.JIMD Rep. 2015;24:45-50. doi: 10.1007/8904_2015_437. Epub 2015 May 5. PMID: 25940034 Free PMC Article


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