2-amino-5-nitro-4-(trifluoromethyl)phenol

• ChemBase ID: 160352
• Molecular Formular: C7H5F3N2O3
• Molecular Mass: 222.1214096
• Monoisotopic Mass: 222.02522669
• SMILES: c1(c(cc(c(c1)[N+](=O)[O-])C(F)(F)F)N)O
• Canonical SMILES: Oc1cc([N+](=O)[O-])c(cc1N)C(F)(F)F
• InChI: InChI=1S/C7H5F3N2O3/c8-7(9,10)3-1-4(11)6(13)2-5(3)12(14)15/h1-2,13H,11H2
• InChIKey: FKHIQXACMFXULG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-5-nitro-4-(trifluoromethyl)phenol
• IUPAC Traditional name: 2-amino-5-nitro-4-(trifluoromethyl)phenol
• Synonyms: α,α,α-Trifluoro-amino-5-nitro-p-cresol; FLU-3; 2-Amino-5-nitro-4-(trifluoromethyl)phenol (FLU-3)

Database IDs

• CAS Number: 56987-02-1
• PubChem SID: 162254487
• PubChem CID: 46780317

CALCULATED PROPERTIES

• Acid pKa: 8.857402
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.6583947
• LogD (pH = 7.4): 1.6437938
• Log P: 1.6585872
• Molar Refractivity: 46.0377 cm^3
• Polarizability: 15.560011 Å^3
• Polar Surface Area: 92.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A618475

A metabolite of Flutamide (F598850) (FLU-3 or M4).

REFERENCES

• Katchen, B., et al.: J. Clin. Endocrinol. Metab., 41, 373 (1975)
• Fau, D., et al.: J. Pharmacol. Exp. Ther., 269, 954 (1975)
• Anzenbacher, P., et al.: Drug Metab. Dispos., 30, 100 (1975)
• Norlin, M., et al.: J. Lipid Res., 43, 721 (1975)