Trimethadione

For research use only. Not for therapeutic Use.

  • CAT Number: I001095
  • CAS Number: 127-48-0
  • Molecular Formula: C6H9NO3
  • Molecular Weight: 143.14
  • Purity: ≥95%
Inquiry Now

Trimethadione(Cat No.:I001095), also known as 3,5,5-trimethyloxazolidine-2,4-dione, is an anticonvulsant medication commonly used to study and treat absence seizures. It belongs to the class of oxazolidinedione antiepileptic drugs. In addition to its anticonvulsant properties, trimethadione acts as a blocker of T-type calcium channels. This mechanism of action contributes to its antihyperalgesic effects, making it potentially useful in managing pain conditions. The dual activity of trimethadione in modulating seizures and pain perception highlights its therapeutic potential in these respective areas.


Catalog Number I001095
CAS Number 127-48-0
Molecular Formula C6H9NO3
Purity ≥95%
Solubility DMSO:40mg/mL
Storage Room Temperature
IUPAC Name 3,5,5-trimethyl-1,3-oxazolidine-2,4-dione
InChI InChI=1S/C6H9NO3/c1-6(2)4(8)7(3)5(9)10-6/h1-3H3
InChIKey IRYJRGCIQBGHIV-UHFFFAOYSA-N
SMILES CC1(C(=O)N(C(=O)O1)C)C
Reference

</br>1:A synthetic bioisoster of trimethadione and phenytoin elicits anticonvulsant effect, protects the brain oxidative damage produced by seizures and exerts antidepressant action in mice. Pastore V, Wasowski C, Higgs J, Mangialavori IC, Bruno-Blanch LE, Marder M.Eur Neuropsychopharmacol. 2014 Aug;24(8):1405-14. doi: 10.1016/j.euroneuro.2014.04.005. Epub 2014 May 2. PMID: 24846538 </br>2:Synthesis and anticonvulsant activity of bioisosteres of trimethadione, N-derivative-1,2,3-oxathiazolidine-4-one-2,2-dioxides from α-hydroxyamides. Pastore V, Sabatier L, Enrique A, Marder M, Bruno-Blanch LE.Bioorg Med Chem. 2013 Feb 15;21(4):841-6. doi: 10.1016/j.bmc.2012.12.033. Epub 2013 Jan 3. PMID: 23321016 </br>3:[Toxic effects of trimethadione on zebrafish early development]. Qin W, Hu ZY, Tong JW, Meng J, You XF, Zhang JP.Yi Chuan. 2012 Sep;34(9):1165-73. Chinese. PMID: 23017458 </br>4: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. Weston AD, Brown NA, Ozolinš TR.Birth Defects Res B Dev Reprod Toxicol. 2011 Jun;92(3):206-15. doi: 10.1002/bdrb.20302. Epub 2011 Jun 2. PMID: 21638752 </br>5:The antihyperalgesic effects of the T-type calcium channel blockers ethosuximide, trimethadione, and mibefradil. Barton ME, Eberle EL, Shannon HE.Eur J Pharmacol. 2005 Oct 3;521(1-3):79-85. Epub 2005 Sep 19. PMID: 16171802 </br>6:Postnatal closure of membranous ventricular septal defects in Sprague-Dawley rat pups after maternal exposure with trimethadione. Fleeman TL, Cappon GD, Hurtt ME.Birth Defects Res B Dev Reprod Toxicol. 2004 Jun;71(3):185-90. PMID: 15282739 </br>7:Involvement of cytochrome P450 2C9, 2E1 and 3A4 in trimethadione N-demethylation in human microsomes. Tanaka E, Kurata N, Yasuhara H.J Clin Pharm Ther. 2003 Dec;28(6):493-6. PMID: 14651673 </br>8:The clinical importance of the trimethadione tolerance test as a method for quantitative assessment of hepatic functional reserve in patients with biliary atresia. Nakamura H, Tanaka E, Kaneko M, Iwakawa M, Hori T, Ikebukuro K, Amagai T, Ohkawa H.J Clin Pharm Ther. 2001 Dec;26(6):417-24. PMID: 11722678 </br>9:[Fetal trimethadione syndrome]. Nagai T.Ryoikibetsu Shokogun Shirizu. 2001;(33):704. Review. Japanese. No abstract available. PMID: 11462643 </br>10:[Fetal trimethadione effects]. Nakane Y.Ryoikibetsu Shokogun Shirizu. 2000;(30 Pt 5):94-5. Review. Japanese. No abstract available. PMID: 11057156

Request a Quote