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Key Documents

D7631

Sigma-Aldrich

5,5-Dimethyl-2,4-oxazolidinedione

Synonym(s):

DMO, Dimethadione, NSC 30152

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About This Item

Empirical Formula (Hill Notation):
C5H7NO3
CAS Number:
Molecular Weight:
129.11
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

form

powder

mp

77-80 °C (lit.)

storage temp.

2-8°C

SMILES string

CC1(C)OC(=O)NC1=O

InChI

1S/C5H7NO3/c1-5(2)3(7)6-4(8)9-5/h1-2H3,(H,6,7,8)

InChI key

JYJFNDQBESEHJQ-UHFFFAOYSA-N

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Application

Reactant involved in:
  • Synthesis of nickel benzoannulated or naphthoannulated β-oxatetraazachlorin complex
  • Being used as a cathepsin K inhibitor

Molecule involved in pharmacological studies including:
  • Identification of bioequivalent generic substitute for antiepileptic drugs
  • Screening for drugs that shift energy metabolism from mitochondrial respiration to glycolysis
  • Dissolving protein plugs in patients with choledochal cyst / pancreaticobiliary maljunctions

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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J M Squirrell et al.
Biology of reproduction, 64(6), 1845-1854 (2001-05-23)
In early cleavage stage hamster embryos, the inability to regulate intracellular pH (pHi) properly is associated with reduced developmental competence in vitro. The disruption of mitochondrial organization is also correlated with reduced development in vitro. To determine the relationship between
Bengt R Danielsson et al.
Reproductive toxicology (Elmsford, N.Y.), 24(1), 42-56 (2007-06-16)
In the adult organism, it is well established that hypoxia followed by reperfusion may be fatal and result in generation of reactive oxygen species (ROS) and subsequent tissue damage. There is also considerable evidence that temporary decrease or interruption in
G A Biagini et al.
The Journal of biological chemistry, 276(31), 29157-29162 (2001-04-12)
Giardia intestinalis is a pathogenic fermentative parasite, which inhabits the gastrointestinal tract of animals and humans. G. intestinalis trophozoites are exposed to acidic fluctuations in vivo and must also cope with acidic metabolic endproducts. In this study, a combination of
Hemal Mehta et al.
The Cochrane database of systematic reviews, 4, CD011599-CD011599 (2018-04-19)
The combination of steroid and anti-vascular endothelial growth factor (VEGF) intravitreal therapeutic agents could potentially have synergistic effects for treating diabetic macular oedema (DMO). On the one hand, if combined treatment is more effective than monotherapy, there would be significant
F Dubé et al.
Developmental biology, 190(1), 41-54 (1997-10-23)
Intracellular pH (pHi) measurements were performed in surf clam (Spisula solidissima) oocytes before and after artificial activation or fertilization [evidenced by germinal vesicle breakdown (GVBD)] by the dimethyloxazolidinedione (DMO) and 2',7'-bis-(2-carboxyethyl)-5-(and-6)-carboxyfluorescein (BCECF) methods. Results using both methods showed increases of

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