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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

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

Signal Word

Warning

Hazard Statements

H302 + H312 + H332,H351

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
D P Nolan et al.
European journal of biochemistry, 267(1), 18-27 (1999-12-22)
Natural infections of mammals with African trypanosomes, such as Trypanosoma brucei, are generally pleomorphic, the population consisting of different forms, termed slender and stumpy forms, that vary in number as the parasitaemia develops. We show that the differentiation of slender
Hemal Mehta et al.
The British journal of ophthalmology, 102(4), 479-482 (2017-08-06)
To determine whether early vision gains predict long-term visual outcomes in the BEVORDEX randomised clinical trial of bevacizumab or dexamethasone implants for diabetic macular oedema. Post hoc analysis of 68 study eyes (77%) that completed 2 years follow-up of the
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
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