2-[2-nitro-4-(trifluoromethyl)benzoyl](1,2,3,4,5,6-13C6)cyclohexane-1,3-dione

• ChemBase ID: 175178
• Molecular Formular: C14H10F3NO5
• Molecular Mass: 335.18403863
• Monoisotopic Mass: 335.07123611
• SMILES: [13CH2]1[13CH2][13CH2][13C](=O)[13CH]([13C]1=O)C(=O)c1ccc(cc1[N+](=O)[O-])C(F)(F)F
• Canonical SMILES: O=[13C]1[13CH2][13CH2][13CH2][13C](=O)[13CH]1C(=O)c1ccc(cc1[N+](=O)[O-])C(F)(F)F
• 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/i1+1,2+1,3+1,10+1,11+1,12+1
• InChIKey: OUBCNLGXQFSTLU-GRIYWAASSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-nitro-4-(trifluoromethyl)benzoyl](1,2,3,4,5,6-^1^3C₆)cyclohexane-1,3-dione
• IUPAC Traditional name: 2-[2-nitro-4-(trifluoromethyl)benzoyl](1,2,3,4,5,6-^1^3C₆)cyclohexane-1,3-dione
• Synonyms: 2-[2-Nitro-4-(trifluoromethyl)benzoyl]-1,3-cyclohexanedione-13C6; NTBC-13C6; Nitisone-13C6; Orfadin-13C6; SC 0735-13C6; Nitisinone-13C6

Database IDs

• CAS Number: 1246815-63-3
• PubChem SID: 164231088
• PubChem CID: 71751037

CALCULATED PROPERTIES

• Acid pKa: 2.6711345
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 1.1020409
• LogD (pH = 7.4): 1.0294821
• Log P: 3.1276615
• Molar Refractivity: 72.3478 cm^3
• Polarizability: 26.047016 Å^3
• Polar Surface Area: 97.03 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Tan Solid
• Melting Point: 132-134°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - N490137

Labelled Nitisinone. Nitisinone is a herbicidal triketone that inhibits 4-hydroxyphenylpyruvate dioxygenase (HPPD), an enzyme involved in plastoquinone biosynthesis in plants and in tyrosine catabolism in mammals. It is used in treatment of inherited tyro

REFERENCES

• Lindstedt, S., et al.: Lancet, 340, 813 (1992)
• Ellis, M.K., et al.: Toxicol. Appl. Pharmacol., 133, 12 (1992)
• Lock, E.A., et al.: J. Inherited Metab. Dis., 21, 498 (1992)