Dimethadione

HCID 3081
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Basic information

CAS
695-53-4
Standard SMILES
CC1(C)OC(=O)NC1=O
InChIKey
JYJFNDQBESEHJQ-UHFFFAOYSA-N
Molecular formula
C5H7NO3
Average molar mass
129.11 g/mol
Monoisotopic mass
129.04259308

Overview

5,5-dimethyloxazolidine-2,4-dione is an oxazolidinone.

Names & identifiers

Preferred name
Dimethadione
IUPAC
5,5-dimethyl-1,3-oxazolidine-2,4-dione
English name
5,5-Dimethyloxazolidine-2,4-dione
Molecular formula
C5H7NO3
Molecular weight
129.11

Names & synonyms

dimethadione5,5-Dimethyloxazolidine-2,4-dione695-53-45,5-Dimethyl-2,4-oxazolidinedioneEupractoneDimethyloxazolidinedione2,4-Oxazolidinedione, 5,5-dimethyl-BAX 1400ZDimetadionaDimetadioneAC 1198NSC-30152
Show more names
ac1198bax1400zpropazoneBay 1400zDimethadion
DimethadionumNortrimethadioneDTXSID2020478ALU9NPM703BAY-1400ZAC-1198BAX-1400ZDTXCID20478

Database identifiers

CAS
695-53-4
PubChem CID
3081
DTXSID
DTXSID2020478
ChEMBL
CHEMBL1099
ChEBI
CHEBI:94613
UNII
ALU9NPM703
EC Number
211-781-4
Nikkaji
J6.938H

Properties

Computed structural properties

XLogP
0.1
Topological polar surface area
55.4 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
0
Heavy atoms
9

Experimental & physicochemical properties

Collision Cross Section124.34 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point
77 · 77-80 °C (lit.)
Boiling point
137 °C · 137 °C / 6mmHg
Density
1.3816 · 1.3816 (rough estimate)
refractive index
1.422 · 1.4220 (estimate)
storage temp.
2 · 2-8°C
solubility
Chloroform, Ethyl Acetate

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 26.8% (37 of 138) of reports.

Warning

H302 (69.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P321, P330, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 138 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (69.6%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
rtecs
RP9100000
hs_code
29349990
Toxicity
LD50 i.v. in mice: 450 mg/kg (Stoughton)

Chemistry & industry

Pharmacology

Metabolism/MetabolitesDimethadione is a known human metabolite of trimethadione.
MeSH Pharmacological ClassificationDrugs used to prevent SEIZURES or reduce their severity.
Tissue LocationsKidney
Cellular LocationsCytoplasm

Uses & manufacturing

General Manufacturing Information2,4-Oxazolidinedione, 5,5-dimethyl-: ACTIVE
Applications · 3 items

Uses5,5-Dimethyloxazolidine-2,4-dione is in vivo measurement of intracellular pH.

UsesReactant involved in:• ;Synthesis of nickel benzoannulated or naphthoannulated β-oxatetraazachlorin complex1• ;Being used as a cathepsin K inhibitor2Molecule involved in pharmacological studies including:• ;Identification of bioequivalent generic substitute for antiepileptic drugs3• ;Screening for drugs that shift energy metabolism from mitochondrial respiration to glycolysis4• ;Dissolving protein plugs in patients with choledochal cyst / pancreaticobiliary maljunctions5

Usesanticonvulsant

Upstream & downstream products

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
合肥曼奇诺生物医药技术有限公司19719236623 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]

Additional notes

DefinitionChEBI: 5,5-dimethyloxazolidine-2,4-dione is an oxazolidinone.

Related reactions

4 records
New reaction record

Compound notes

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