5,5-bis(2H3)methyl-3-[4-nitro-3-(trifluoromethyl)phenyl]imidazolidine-2,4-dione

• ChemBase ID: 175013
• Molecular Formular: C12H10F3N3O4
• Molecular Mass: 317.2207096
• Monoisotopic Mass: 317.06234048
• SMILES: c1(ccc(c(c1)C(F)(F)F)[N+](=O)[O-])N1C(=O)NC(C1=O)(C)C
• Canonical SMILES: O=C1NC(C(=O)N1c1ccc(c(c1)C(F)(F)F)[N+](=O)[O-])(C)C
• InChI: InChI=1S/C12H10F3N3O4/c1-11(2)9(19)17(10(20)16-11)6-3-4-8(18(21)22)7(5-6)12(13,14)15/h3-5H,1-2H3,(H,16,20)
• InChIKey: XWXYUMMDTVBTOU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,5-bis(^2H₃)methyl-3-[4-nitro-3-(trifluoromethyl)phenyl]imidazolidine-2,4-dione
• IUPAC Traditional name: 5,5-bis(^2H₃)methyl-3-[4-nitro-3-(trifluoromethyl)phenyl]imidazolidine-2,4-dione
• Synonyms: 5,5-(Dimethyl-d6)-3-[4-nitro-3-(trifluoromethyl)phenyl]-2,4-imidazolidinedion; 1-(3-Trifluoromethyl-4-nitrophenyl)-4,4-(dimethyl-d6)imidazoline-2,5-dione; Anandron-d6; Nilandron-d6; Nilandrone-d6; RU 23908-d6; RU 23908-10-d6; Nilutamide-d6

Database IDs

• PubChem SID: 164230923
• PubChem CID: 46782482

CALCULATED PROPERTIES

• Acid pKa: 15.009376
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.2507768
• LogD (pH = 7.4): 2.2507768
• Log P: 2.2507768
• Molar Refractivity: 68.226 cm^3
• Polarizability: 24.620705 Å^3
• Polar Surface Area: 95.23 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethanol; Ethyl Acetate; Methanol
• Apperance: Crystalline Solid
• Melting Point: 149°C

DETAILS

Toronto Research Chemicals - N467502

Nonsteroidal antiandrogen. Antineoplastic (hormonal).

REFERENCES

• Raynaud, J.-P., et al.: J. Steroid Biochem., 11, 93 (1979)
• Harris, M.G., et al.: Drugs Aging, 3, 9 (1979)