A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Hydroxyflutamide are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Hydroxyflutamide?

The molecule Hydroxyflutamide presents a molecular formula of C11H11F3N2O4 and its IUPAC name is 2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide.

Hydroxyflutamide (brand name Eulexin) is a synthetic, non-steroidal antiandrogen (NSAA) of the second generation. Hydroxyflutamide was first synthesized in 1966. It acts as a prodrug to flutamide, and is around 10 times more potent than flutamide in animal models. However, in clinical trials, the two drugs were found to be equipotent. Hydroxyflutamide was approved for medical use in the United States in 1977. It is used in the treatment of prostate cancer..

3D structure

Cartesian coordinates

Geometry of Hydroxyflutamide in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing


Hydroxyflutamide YPQLFJODEKMJEF-UHFFFAOYSA-N chemical compound 2D structure molecule svg


Molecule descriptors

IUPAC name2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
InChI codeInChI=1S/C11H11F3N2O4/c1-10(2,18)9(17)15-6-3-4-8(16(19)20)7(5-6)11(12,13)14/h3-5,18H,1-2H3,(H,15,17)

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • .alpha.-hydroxyflutamide
  • 2-HOF
  • 2-Hydroxy-2-methyl-N-(4-nitro-3-(trifluoromethyl)-phenyl)propanamide
  • 2-Hydroxy-2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)propanamide
  • 2-Hydroxy-2-methyl-N-(4-nitro-3-trifluoromethyl-phenyl)-propionamide (hydroxy flutamide)
  • 2-Hydroxy-2-methyl-N-(4-nitro-3-trifluoromethyl-phenyl)-propionamide(Hydroxyflutamide)
  • 2-Hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide (2-Hydroxyflutamide)
  • 2-Hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propionamide
  • 2-Hydroxy-4'-nitro-3'-(trifluoromethyl)isobutyranilide
  • 2-hydroxy Flutamide
  • 2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
  • 2-hydroxyflutamide
  • 2ax6
  • 31D90UKP5Y
  • 52806-53-8
  • A1728
  • A21118
  • BCP12495
  • BDBM35909
  • BIDD:ER0519
  • BS-17460
  • CS-W013988
  • DSSTox_CID_13562
  • DSSTox_GSID_33562
  • DSSTox_RID_79084
  • FT-0627147
  • GTPL2862
  • H1600
  • HFT
  • HMS3039A05
  • HY-W013272
  • Hydroxy Flutamide
  • Hydroxyflutamid
  • Hydroxyflutamide
  • Hydroxyflutamide (Hydroxyniphtholide)
  • Hydroxyniphtholide
  • Liproca Depot
  • MFCD00563126
  • MLS001061267
  • MLS006011954
  • NCGC00091014-01
  • NCGC00091014-02
  • NCGC00091014-03
  • NCGC00091014-04
  • NCGC00091014-06
  • NCGC00257382-01
  • NCGC00258756-01
  • OH-flutamide
  • Propanamide, 2-hydroxy-2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)-
  • Propanamide, 2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]-
  • Q15633976
  • SB17029
  • SMR001227196
  • Sch 16423
  • Z1617901126
  • alpha,alpha,alpha-Trifluoro-2-methyl-4'-nitro-m-lactotoluidide
  • cid_91649
  • hydroxy-flutamide
  • s10360

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC4655055
  • CAS-52806-53-8
  • UNII-31D90UKP5Y
  • AKOS007930906
  • DTXSID8033562
  • CHEMBL491
  • Tox21_201204
  • Tox21_303659
  • SCHEMBL3079778
  • SCHEMBL19117358

Physico-Chemical properties

IUPAC name2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
Molecular formulaC11H11F3N2O4
Molecular weight292.211
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity65.39
Topological polar surface area95.2

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.