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

CAS: 104206-65-7 Cat. No.: N137416 Formula: C₁₄H₁₀F₃NO₅ Peso molecolare: 329.23 Numero EC: 691-056-0

GRADE & PURITY Moligand™, ≥97%

Synonyms

FT-0672739 | NITISINONE [MART.] | 2-[2-Nitro-4-(trifluorometil)benzoil]-1,3-cicloesandione | 2-[2-nitro-4-(trifluorometil)benzoil]cicloesano-1,3-dione;Nitisinone | NCI60_038570 | Orfadin (TN) | RB3134 | Q3877355 | SY047291 | 2-(2-nitro-4-trifluorometil)be

Storage

Conservare a -20°C

Shipped In

Cassetta del ghiaccio + cuscini per il ghiaccio

Panoramica

Applicazione:
Il nitisinone è stato utilizzato: per indurre lesioni epatiche, per trattare le cellule della zecca Ixodes scapularis, per inibire l'attività dell'idrossifenilpiruvato diossigenasi, nell'acqua integrata per bloccare l'accumulo di metaboliti tossici in topi con epatociti umani, per studiare il suo effetto sulla produzione di piomelanina batterica

Specifications

Sinonimi

FT-0672739 | NITISINONE [MART.] | 2-[2-Nitro-4-(trifluorometil)benzoil]-1,3-cicloesandione | 2-[2-nitro-4-(trifluorometil)benzoil]cicloesano-1,3-dione;Nitisinone | NCI60_038570 | Orfadin (TN) | RB3134 | Q3877355 | SY047291 | 2-(2-nitro-4-trifluorometil)be

Specifiche e purezza

Moligand™, ≥97%

Meccanismi biochimici e fisiologici

Azioni biochimiche/fisiologiche Il nitisinone è un inibitore competitivo che inibisce reversibilmente la 4-idrossifenilpiruvato ossidasi (diossigenasi). Il nitisinone è utilizzato nel trattamento della tirosinemia ereditaria di tipo 1, dove blocca la degr

Condizioni di conservazione di stoccaggio

Conservare a -20°C

Spedito in

Cassetta del ghiaccio + cuscini per il ghiaccio

Grado

Moligand™

Tipo di azione

INHIBITOR

Meccanismo d'azione

4-hydroxyphenylpyruvate dioxygenase inhibitor

Purezza

≥97%

Proprietà del prodotto

• ALogP: 2.3

Nomi e identificatori

• Pubchem Sid: 488187526
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187526
• Sorrisi canonici: 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
• Isomeri SMILES: C1CC(=O)C(C(=O)C1)C(=O)C2=C(C=C(C=C2)C(F)(F)F)[N+](=O)[O-]
• WGK Germania: 3
• Peso molecolare: 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
• Descrizione: 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

Obiettivi associati (umani)

HPD Tclin 4-hydroxyphenylpyruvate dioxygenase (1 Activities)

Discover Target: HPD

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

HPD Tclin 4-hydroxyphenylpyruvate dioxygenase (117 Activities)

Discover Target: HPD

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Homo sapiens (32628 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Obiettivi associati (non umani)

Ttr Transthyretin (14 Activities)

Discover Target: Ttr

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Rattus norvegicus (775804 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Plasma (328 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Meccanismi d'azione

Proprietà chimiche e fisiche

• Solubilità: DMSO: ≥5 mg/mL
• Sensibilità: Heat sensitive
• Punto di fusione (°C): 138 °C
• Peso molecolare: 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

Riferimenti

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]