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

What is the Rofecoxib?

The molecule Rofecoxib presents a molecular formula of C10H12O2 and its IUPAC name is 3-(4-methylsulfonylphenyl)-4-phenyl-2H-furan-5-one.

Rofecoxib (Vioxx) is a nonsteroidal anti-inflammatory drug (NSAID) that was withdrawn from the market in 2004 due to concerns about an increased risk of heart attack and stroke. Rofecoxib was first approved by the FDA in 1999 and was marketed by Merck & Co..

Rofecoxib belongs to a class of NSAIDs called COX-2 inhibitors. These drugs were developed to provide pain relief with fewer gastrointestinal side effects than traditional NSAIDs..

Rofecoxib was withdrawn from the market after a study found that it doubled the risk of heart attack and stroke in patients taking the highest dose (25 mg) for 18 months or longer..

If you are still taking rofecoxib, you should speak to your doctor about alternative treatments..

3D structure

Cartesian coordinates

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

2D drawing


Rofecoxib RRAFCDWBNXTKKO-UHFFFAOYSA-N chemical compound 2D structure molecule svg


Molecule descriptors

IUPAC name3-(4-methylsulfonylphenyl)-4-phenyl-2H-furan-5-one
InChI codeInChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H3

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.

  • 011R907
  • 0QTW8Z7MCR
  • 162011-90-7
  • 2(5H)-Furanone, 4-(4-(methylsulfonyl)phenyl)-3-phenyl-
  • 2(5H)-Furanone, 4-[4-(methyl-sulfonyl)phenyl]-3-phenyl-
  • 2(5H)-Furanone, 4-[4-(methylsulfonyl)phenyl]-3-phenyl-
  • 3-(4-methanesulfonyl-phenyl)-2-phenyl-2-buten-4-olide
  • 3-(4-methanesulfonylphenyl)-2-phenyl-2-buten-4-olide
  • 3-(4-methylsulfonylphenyl)-4-phenyl-2H-furan-5-one
  • 3-(Phenyl)-4-(4-(methylsulfonyl)phenyl)-2-(5H)-furanone
  • 3-Phenyl-4-(4-(Methylsulfonyl)Phenyl)-2-(5H)-Furanone
  • 3-Phenyl-4-(4-(methylsulfonyl)phenyl))-2(5H)-furanone
  • 3-phenyl-4-[4-(methylsulfonyl)phenyl]-2(5H)-furanone
  • 4-(4-(Methylsulfonyl)phenyl)-3-phenyl-2(5H)-furanone
  • 4-(4-(Methylsulfonyl)phenyl)-3-phenylfuran-2(5H)-one
  • 4-(4-methanesulfonylphenyl)-3-phenyl-2,5-dihydrofuran-2-one
  • 4-(4-methylsulfonylphenyl)-3-phenyl-2,5-dihydro-2-furanone
  • 4-(4-methylsulfonylphenyl)-3-phenyl-5H-furan-2-one
  • 4-(p-(Methylsulfonyl)phenyl)-3-phenyl-2(5H)-furanone
  • 4-[4-(methylsulfonyl)phenyl]-3-phenyl-2(5H)-furanone
  • 4-[4-(methylsulfonyl)phenyl]-3-phenylfuran-2(5H)-one
  • A810324
  • AB00052090-06
  • AB00052090-08
  • AB00052090_09
  • AB00052090_10
  • AB07701
  • AC-28318
  • BCP03619
  • BDBM22369
  • BIDD:GT0399
  • BR164362
  • BSPBio_002705
  • C07590
  • CCG-40253
  • CCRIS 8967
  • CS-0997
  • Ceoxx
  • D00568
  • DB00533
  • DSSTox_CID_3567
  • DSSTox_GSID_23567
  • DSSTox_RID_77084
  • DivK1c_006765
  • EX-A708
  • FT-0631192
  • GTPL2893
  • HMS1922H11
  • HMS2051G16
  • HMS2089H20
  • HMS2093E04
  • HMS2232G21
  • HMS3371P11
  • HMS3393G16
  • HMS3651F16
  • HMS3713B07
  • HMS3750I17
  • HMS3885E05
  • HSDB 7262
  • HY-17372
  • KBio1_001709
  • KBio2_000559
  • KBio2_002345
  • KBio2_003127
  • KBio2_004913
  • KBio2_005695
  • KBio2_007481
  • KBio3_002205
  • KBio3_002825
  • KBioGR_001242
  • KBioGR_002345
  • KBioSS_000559
  • KBioSS_002348
  • KS-1107
  • L000912
  • M01AH02
  • MFCD00935806
  • MK 0966
  • MK 0996
  • MK 966
  • MK-0966
  • MK-966
  • MK0966
  • MK966
  • MLS000759440
  • MLS001165770
  • MLS001195623
  • MLS001424113
  • MLS006010091
  • NC00132
  • NCGC00095118-01
  • NCGC00095118-02
  • NCGC00095118-03
  • NCGC00095118-04
  • NCGC00095118-05
  • NCGC00095118-08
  • NCGC00095118-17
  • NCGC00095118-18
  • NCI60_041175
  • NSC 720256
  • NSC 758705
  • NSC-720256
  • NSC-758705
  • NSC720256
  • NSC758705
  • Pharmakon1600-01504235
  • Q-201676
  • Q411412
  • R0206
  • Rofecoxib
  • Rofecoxib (JAN/USAN/INN)
  • Rofecoxib (Vioxx)
  • SB19518
  • SBI-0206774.P001
  • SMR000466331
  • SPECTRUM1504235
  • SR-01000762904
  • SR-01000762904-3
  • SR-01000762904-5
  • STK635144
  • SW219668-1
  • SpecPlus_000669
  • TRM-201
  • TRM201
  • Vioxx
  • Vioxx (trademark)
  • Vioxx Dolor
  • cMAP_000024
  • refecoxib
  • rofecoxib
  • rofecoxibum
  • s3043

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC7455
  • CAS-162011-90-7
  • AKOS000280931
  • BRD-K21733600-001-02-6
  • BRD-K21733600-001-06-7
  • DTXSID2023567
  • CHEMBL122
  • CHEBI:8887
  • Tox21_111430
  • SPBio_000492
  • SCHEMBL3050
  • Spectrum_000119
  • Spectrum2_000446
  • Spectrum3_001153
  • Spectrum4_000631
  • Spectrum5_001598

Physico-Chemical properties

IUPAC name3-(4-methylsulfonylphenyl)-4-phenyl-2H-furan-5-one
Molecular formulaC10H12O2
Molecular weight164.201
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity49.06
Topological polar surface area29.5

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.