Nitisinone - Moligand™, ≥97% , 4-hydroxyphenylpyruvate dioxygenase inhibitor, CAS No.104206-65-7, 4-hydroxyphenylpyruvate dioxygenase inhibitor

CAS: 104206-65-7 Cat. No.: N137416 Formule: C₁₄H₁₀F₃NO₅ Poids moléculaire: 329.23 Numéro CE: 691-056-0

GRADE & PURITY Moligand™, ≥97%

Synonyms

FT-0672739 | NITISINONE [MART.] | 2-[2-Nitro-4-(trifluoromethyl)benzoyl]-1,3-cyclohexanedione | 2-[2-nitro-4-(trifluoromethyl)benzoyl]cyclohexane-1,3-dione;Nitisinone | NCI60_038570 | Orfadin (TN) | RB3134 | Q3877355 | SY047291 | 2-(2-nitro-4-trifluoromet

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Vue d’ensemble

Application:
Nitisinone has been used:to induce liver injury,to treat Ixodes scapularis tick cells to inhibit the activity of hydroxyphenylpyruvate dioxygenase,in supplemented water to block the accumulation of toxic metabolites in human hepatocyte engrafted mice,to study its effect on bacterial pyomelanin production

Specifications

Synonymes

FT-0672739 | NITISINONE [MART.] | 2-[2-Nitro-4-(trifluoromethyl)benzoyl]-1,3-cyclohexanedione | 2-[2-nitro-4-(trifluoromethyl)benzoyl]cyclohexane-1,3-dione;Nitisinone | NCI60_038570 | Orfadin (TN) | RB3134 | Q3877355 | SY047291 | 2-(2-nitro-4-trifluoromet

Spécifications et pureté

Moligand™, ≥97%

Mécanismes biochimiques et physiologiques

Biochem/physiol Actions Nitisinone is a competitive inhibitor that reversibly inhibits 4-Hydroxyphenylpyruvate oxidase (dioxygenase). Nitisinone is used in the treatment of hereditary tyrosinemia type 1, where it blocks the degradation of tyrosine into ha

Conditions de stockage de stockage

Store at -20°C

Expédié en

Ice chest + Ice pads

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Grade

Moligand™

Type d'action

INHIBITOR

Mécanisme d'action

4-hydroxyphenylpyruvate dioxygenase inhibitor

Pureté

≥97%

Propriétés du produit

• ALogP: 2.3

Noms et identifiants

• Pubchem Sid: 488187526
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187526
• Sourires canoniques: C1CC(=O)C(C(=O)C1)C(=O)C2=C(C=C(C=C2)C(F)(F)F)[N+](=O)[O-]
• IUPAC Name: 2-[2-nitro-4-(trifluoromethyl)benzoyl]cyclohexane-1,3-dione
• InChIKey: OUBCNLGXQFSTLU-UHFFFAOYSA-N
• 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
• Isomères SMILES: C1CC(=O)C(C(=O)C1)C(=O)C2=C(C=C(C=C2)C(F)(F)F)[N+](=O)[O-]
• WGK Allemagne: 3
• Poids moléculaire: 329.23
• Reaxy-Rn: 8639943
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8639943&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Classe Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Phenylketones
              • Level8 Alkyl-phenylketones
                • Level9 Benzoylcyclohexane-1,3-diones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Classe: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones - Phenylketones - Alkyl-phenylketones
• Direct Parent: Benzoylcyclohexane-1,3-diones
• Alternative Parents: Trifluoromethylbenzenes Nitrobenzenes Nitroaromatic compounds Benzoyl derivatives Aryl alkyl ketones Beta-diketones Cyclic ketones Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Organopnictogen compounds Organonitrogen compounds Organofluorides Organic oxides Hydrocarbon derivatives Alkyl fluorides
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Benzoylcyclohexane-1,3-dione - Trifluoromethylbenzene - Nitrobenzene - Benzoyl - Nitroaromatic compound - Aryl alkyl ketone - 1,3-diketone - Monocyclic benzene moiety - 1,3-dicarbonyl compound - Benzenoid - Organic nitro compound - C-nitro compound - Cyclic ketone - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organic oxoazanium - Allyl-type 1,3-dipolar organic compound - Organofluoride - Organic oxide - Organohalogen compound - Organopnictogen compound - Hydrocarbon derivative - Organic nitrogen compound - Organonitrogen compound - Alkyl halide - Alkyl fluoride - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzoylcyclohexane-1,3-diones. These are alkyl-phenylketones where the alkyl group is a cyclohexane 1,3-dione.
• External Descriptors: C-nitro compound - (trifluoromethyl)benzenes - cyclohexanones

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

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HPD Tclin 4-hydroxyphenylpyruvate dioxygenase (1 Activities)

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Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: DMSO: ≥5 mg/mL
• Sensibilité: Heat sensitive
• Point de fusion (°C): 138 °C
• Poids moléculaire: 329.230 g/mol
• XLogP3: 2.300
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 329.051 Da
• Monoisotopic Mass: 329.051 Da
• Topological Polar Surface Area: 97.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 524.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Références

1. Yi-Xuan Fu, Wu-Yingzheng Guo, Nan Wang, Yi-Jie Dai, Zi-Ye Zhang, Xin-Lin Sun, Wen-Chao Yang, Guang-Fu Yang.  (2022)  Diagnosis of Bacterial Plant Diseases via a Nitroreductase-Activated Fluorescent Sensor.  ANALYTICAL CHEMISTRY,      [PMID:36469707] [10.1021/acs.analchem.2c04614]

2. Jin Dong, Yi-Xuan Fu, Bai-Feng Zheng, Meng-Xi Chen, Qiong Chen, Kandegama Wishwajith, Jiangqing Dong, Hong-Yan Lin, Guang-Fu Yang.  (2025)  Repurposing 4-Hydroxyphenylpyruvate dioxygenase inhibitors as novel agents for mosquito control: A structure-based design approach.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:40412679] [10.1016/j.ijbiomac.2025.144566]