Dimethadione

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

What is the Dimethadione?

The molecule Dimethadione presents a molecular formula of C5H7NO3 and its IUPAC name is 5,5-dimethyl-1,3-oxazolidine-2,4-dione.

Dimethadione is a small molecule that has been shown to inhibit the growth of cancer cells. It is a derivative of the naturally occurring compound thiamine, and was first synthesized in the laboratory of Dr. Ernst J. Krebs in the early 1950s. Dimethadione has been shown to be effective in the treatment of several types of cancer, including breast, ovarian, and lung cancer. It is also being investigated as a treatment for Alzheimer's disease and other neurological disorders..

3D structure

Cartesian coordinates

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

2D drawing

 

Dimethadione JYJFNDQBESEHJQ-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Dimethadione

 

Molecule descriptors

 
IUPAC name5,5-dimethyl-1,3-oxazolidine-2,4-dione
InChI codeInChI=1S/C5H7NO3/c1-5(2)3(7)6-4(8)9-5/h1-2H3,(H,6,7,8)
InChI KeyJYJFNDQBESEHJQ-UHFFFAOYSA-N
SMILESCC1(C)OC(=O)NC1=O

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.

  • 2,4-Oxazolidinedione, 5, 5-dimethyl-
  • 2,4-Oxazolidinedione, 5,5-dimethyl-
  • 5, 5-Dimethyloxazolidine-2,4-dione
  • 5,4-oxazolidinedione
  • 5,5-Dimethyl-1,3-oxazolidine-2,4-dione
  • 5,5-Dimethyl-1,3-oxazolidine-2,4-dione #
  • 5,5-Dimethyl-2,4-oxazolidindion
  • 5,5-Dimethyl-2,4-oxazolidinedione
  • 5,5-Dimethyl-oxazolidine-2,4-dione
  • 5,5-Dimethyloxazolidine-2,4-dione
  • 5,5-Dimethyloxazolidinedione
  • 5,5-Dwumetylooksazolidyno-2,4-dion
  • 695-53-4
  • 95D534
  • A9197
  • AB00051972
  • AB00051972_04
  • AC 1198
  • AC-1198
  • AI3-18201
  • ALU9NPM703
  • AS-14715
  • BAX 1400Z
  • BAX-1400Z
  • BAY 1400Z
  • BAY-1400Z
  • BPBio1_000833
  • BRN 0113541
  • BSPBio_000757
  • BSPBio_002215
  • CCG-38926
  • CS-0013093
  • D-5490
  • D0003
  • D03838
  • DB-055297
  • DMO
  • DSSTox_CID_478
  • DSSTox_GSID_20478
  • DSSTox_RID_75614
  • Dimetadiona
  • Dimetadione
  • Dimethadion
  • Dimethadione
  • Dimethadione (USAN/INN)
  • Dimethadionum
  • Dimethyl-oxazolidine-2,4-dione
  • Dimethyloxazolidinedione
  • DivK1c_000939
  • Eupractone
  • F2173-0915
  • FT-0619784
  • FT-0646768
  • H10857
  • HMS1570F19
  • HMS1920G22
  • HMS2091O10
  • HMS2097F19
  • HMS3714F19
  • HMS502O21
  • HY-B1348
  • IDI1_000939
  • KBio1_000939
  • KBio2_001281
  • KBio2_003849
  • KBio2_006417
  • KBio3_001435
  • KBioGR_001095
  • KBioSS_001281
  • MFCD00005379
  • NCGC00016532-01
  • NCGC00016532-02
  • NCGC00016532-03
  • NCGC00016532-04
  • NCGC00016532-07
  • NCGC00094656-01
  • NCGC00094656-02
  • NCGC00258050-01
  • NINDS_000939
  • NSC 30152
  • NSC-30152
  • NSC-756741
  • NSC30152
  • NSC756741
  • Nortrimethadione
  • Pharmakon1600-01500253
  • Prestwick0_000829
  • Prestwick1_000829
  • Prestwick2_000829
  • Prestwick3_000829
  • Prestwick_55
  • Propazone
  • Q27166437
  • SBI-0051352.P003
  • SPECTRUM1500253
  • SR-05000001609
  • SR-05000001609-1
  • SR-05000001609-2
  • SY048286
  • Trimethadion, M(nor-)
  • WLN: T5OVMV EHJ E1 E1
  • dimethadione

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC5762010
  • CAS-695-53-4
  • UNII-ALU9NPM703
  • AKOS015906843
  • BRD-K43687498-001-02-3
  • DTXSID2020478
  • CHEMBL1099
  • CHEBI:94613
  • Tox21_110479
  • Tox21_200496
  • Tox21_110479_1
  • EINECS 211-781-4
  • SPBio_000096
  • SPBio_002678
  • SCHEMBL34862
  • Spectrum_000801
  • Spectrum2_000108
  • Spectrum3_000398
  • Spectrum4_000518
  • Spectrum5_000911

Physico-Chemical properties

IUPAC name5,5-dimethyl-1,3-oxazolidine-2,4-dione
Molecular formulaC5H7NO3
Molecular weight129.114
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity32.66
LogP0.4
Topological polar surface area55.4

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.