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695-53-4

695-53-4 | 5,5-Dimethyloxazolidine-2,4-dione

CAS No: 695-53-4 Catalog No: AG005WIG MDL No:MFCD00005379

Product Description

Catalog Number:
AG005WIG
Chemical Name:
5,5-Dimethyloxazolidine-2,4-dione
CAS Number:
695-53-4
Molecular Formula:
C5H7NO3
Molecular Weight:
129.1140
MDL Number:
MFCD00005379
IUPAC Name:
5,5-dimethyl-1,3-oxazolidine-2,4-dione
InChI:
InChI=1S/C5H7NO3/c1-5(2)3(7)6-4(8)9-5/h1-2H3,(H,6,7,8)
InChI Key:
JYJFNDQBESEHJQ-UHFFFAOYSA-N
SMILES:
O=C1NC(=O)C(O1)(C)C
EC Number:
211-781-4
UNII:
ALU9NPM703

Properties

Complexity:
173  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
129.043g/mol
Formal Charge:
0
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
129.115g/mol
Monoisotopic Mass:
129.043g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
55.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.1  

Literature

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Maternal rat serum concentrations of dimethadione do not explain intra-litter differences in the incidence of dimethadione-induced birth defects, including novel findings in foetal lung. Toxicology 20141204
In utero dimethadione exposure causes postnatal disruption in cardiac structure and function in the rat. Toxicological sciences : an official journal of the Society of Toxicology 20141201
Benzimidazolones: a new class of selective peroxisome proliferator-activated receptor γ (PPARγ) modulators. Journal of medicinal chemistry 20111222
Co-variation in frequency and severity of cardiovascular and skeletal defects in Sprague-Dawley rats after maternal administration of dimethadione, the N-demethylated metabolite of trimethadione. Birth defects research. Part B, Developmental and reproductive toxicology 20110601
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. Bioorganic & medicinal chemistry letters 20101101
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Acidic and basic solutions dissolve protein plugs made of lithostathine complicating choledochal cyst/pancreaticobiliary maljunction. Digestive diseases and sciences 20090701
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Glucose loading precipitates focal lactic acidosis in the vulnerable medial thalamus of thiamine-deficient rats. Metabolic brain disease 20080301
Polytherapy with hERG-blocking antiepileptic drugs: increased risk for embryonic cardiac arrhythmia and teratogenicity. Birth defects research. Part A, Clinical and molecular teratology 20070801
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Pharmacological evidence that stalk cell differentiation involves increases in the intracellular Ca(2+) and H(+) concentrations in Dictyostelium discoideum. Development, growth & differentiation 20070401
Thoracic skeletal defects and cardiac malformations: a common epigenetic link? Birth defects research. Part C, Embryo today : reviews 20061201
Interactive effects of cadmium and all-trans-retinoic acid on the induction of forelimb ectrodactyly in C57BL/6 mice. Birth defects research. Part A, Clinical and molecular teratology 20060101
Discriminative power of an assay for automated in vitro screening of teratogens. Toxicology in vitro : an international journal published in association with BIBRA 20040801
Disruption of bovine oocytes and preimplantation embryos by urea and acidic pH. Journal of dairy science 20030401
Embryonic arrhythmia by inhibition of HERG channels: a common hypoxia-related teratogenic mechanism for antiepileptic drugs? Epilepsia 20020501
Selection of test chemicals for the ECVAM international validation study on in vitro embryotoxicity tests. European Centre for the Validation of Alternative Methods. Alternatives to laboratory animals : ATLA 20020101
The clinical importance of the trimethadione tolerance test as a method for quantitative assessment of hepatic functional reserve in patients with biliary atresia. Journal of clinical pharmacy and therapeutics 20011201
Na(+)-dependent pH regulation by the amitochondriate protozoan parasite Giardia intestinalis. The Journal of biological chemistry 20010803
Altering intracellular pH disrupts development and cellular organization in preimplantation hamster embryos. Biology of reproduction 20010601
Trimethadione N-demethylation by rat liver CYP2E1 in vitro. Research communications in molecular pathology and pharmacology 19960701
Effects of the oxazolidinedione anticonvulsants trimethadione and dimethadione and the barbiturate homolog 5,5-dimethylbarbituric acid on N-nitrosodiethylamine-initiated renal and hepatic carcinogenesis in the F344/NCr rat. Archives of toxicology 19920101
Characterization of ethosuximide reduction of low-threshold calcium current in thalamic neurons. Annals of neurology 19890601
Specific petit mal anticonvulsants reduce calcium currents in thalamic neurons. Neuroscience letters 19890313
Cardiac defects in children of mothers receiving anticonvulsant therapy during pregnancy. The Journal of pediatrics 19760801

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