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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:
695-53-4
Molecular Weight:
129.11
EC Number:
211-781-4
MDL number:
MFCD00005379
UNSPSC Code:
12352100
PubChem Substance ID:
57654127
NACRES:
NA.22

form

powder

Quality Level

200

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
GHS08,GHS07

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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Certificates of Analysis (COA)

Lot/Batch Number
0000363050
0000363054
0000363056
0000363057
0000363057

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D P Nolan et al.
European journal of biochemistry, 267(15), 4601-4614 (2000-07-21)
Conditions for the use of both [14C]methylamine and 5, 5-dimethyl[14C]oxa-azolidine-2,4-dione (DMO) to measure the H+ concentration of intracellular compartments of monomorphic long thin bloodstream forms of Trypanosoma brucei were established. Neither probe was actively transported or bound to internal components
Cunxi Wang et al.
Regulatory toxicology and pharmacology : RTP, 81, 171-182 (2016-10-30)
Dicamba tolerant (DT) soybean, cotton and maize were developed through constitutive expression of dicamba mono-oxygenase (DMO) in chloroplasts. DMO expressed in three DT crops exhibit 91.6-97.1% amino acid sequence identity to wild type DMO. All DMO forms maintain the characteristics
Christian Danielsson et al.
Birth defects research. Part A, Clinical and molecular teratology, 79(8), 595-603 (2007-06-23)
The antiepileptic drugs (AEDs) phenytoin, phenobarbital, dimethadione, and carbamazepine cause a similar pattern of malformations in humans, with an increased risk after polytherapy. The teratogenicity has been linked to cardiac rhythm disturbances and hypoxic damage as a consequence of their
Jingxuan Wang et al.
Food & function, 10(8), 4823-4833 (2019-07-19)
Donkey milk is considered to be a valuable nutritional source. Deeper knowledge of the constituents of donkey milk is necessary. As multifunctional components of milk, oligosaccharides have been reported to have the potential to support intestine development. We studied the
Shin Yoshitake et al.
Diabetologia, 62(3), 504-516 (2018-11-30)
In diabetic macular oedema (DMO), blood components passing through the disrupted blood-retinal barrier cause neuroinflammation, but the mechanism by which autoantibodies induce neuroglial dysfunction is unknown. The aim of this study was to identify a novel autoantibody and to evaluate
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