MedKoo Cat#: 318455 | Name: Paramethadione

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Paramethadione is an anticonvulsant agent in the oxazolidinedione class.

Chemical Structure

Paramethadione
Paramethadione
CAS#115-67-3

Theoretical Analysis

MedKoo Cat#: 318455

Name: Paramethadione

CAS#: 115-67-3

Chemical Formula: C7H11NO3

Exact Mass: 157.0739

Molecular Weight: 157.17

Elemental Analysis: C, 53.49; H, 7.05; N, 8.91; O, 30.54

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Synonym
Paramethadione; BRN 0127715; EINECS 204-098-8; HSDB 3245; Isoethadione; Paradione; Paramethadionum; Paramethadionum [INN-Latin]; UNII-Z615FRW64N; A 348.
IUPAC/Chemical Name
5-ethyl-3,5-dimethyloxazolidine-2,4-dione
InChi Key
VQASKUSHBVDKGU-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H11NO3/c1-4-7(2)5(9)8(3)6(10)11-7/h4H2,1-3H3
SMILES Code
C1([C@@](OC(=O)N1C)(CC)C)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
Paramethadione (Isoethadione) is an antiepileptic agent.
In vitro activity:
TBD
In vivo activity:
TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 157.17 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
TBD
In vitro protocol:
TBD
In vivo protocol:
TBD
1: Best K. Epilepsy drugs may reduce method effectiveness. Netw Res Triangle Park N C. 1999 Winter;19(2):12. PMID: 12295055. 2: Mattson RH, Rebar RW. Contraceptive methods for women with neurologic disorders. Am J Obstet Gynecol. 1993 Jun;168(6 Pt 2):2027-32. doi: 10.1016/s0002-9378(12)90945-x. PMID: 8512048. 3: Ishikawa Y, Suzuki O, Hattori H, Kumazawa T, Takahashi T. Positive and negative ion mass spectrometry of antiepileptic hydantoins and their analogs. Z Rechtsmed. 1988;99(4):253-61. doi: 10.1007/BF00204436. PMID: 3364044. 4: Friis ML. Antiepileptic drugs and teratogenesis. How should patients, doctors and health authorities be counselled? Acta Neurol Scand Suppl. 1983;94:39-43. PMID: 6410674. 5: Moretti M, Montali S. Danni fetali da assunzione passiva di droghe [Fetal defects caused by the passive consumption of drugs]. Pediatr Med Chir. 1982 Sep- Oct;4(5):481-90. Italian. PMID: 6985425. 6: Tanaka E, Kinoshita H, Yamamoto T, Kuroiwa Y, Takabatake E. Pharmacokinetic studies of trimethadione and its metabolite in rats with chemical-induced liver injury. J Pharmacobiodyn. 1981 Aug;4(8):576-83. doi: 10.1248/bpb1978.4.576. PMID: 7299621. 7: Schulman J. Epileptic seizures controlled with paramethadione/primidone. Vet Med Small Anim Clin. 1981 Jun;76(6):827. PMID: 6911910. 8: Yosselson-Superstine S, Granit D, Superstine E. Drug interferences with tests performed by a 12-channel autoanalyzer. Am J Hosp Pharm. 1980 Oct;37(10):1333-8. PMID: 7424929. 9: Feldman GL, Weaver DD, Lovrien EW. The fetal trimethadione syndrome: report of an additional family and further delineation of this syndrome. Am J Dis Child. 1977 Dec;131(12):1389-92. doi: 10.1001/archpedi.1977.02120250071012. PMID: 412416. 10: Barron RP, Benson WR, Roach JA. Mass spectral coding technique for identification of drugs and related compounds in reference compendia. J Assoc Off Anal Chem. 1977 May;60(3):635-41. PMID: 858702. 11: Lumholtz IB. Laegemiddelinformation. Terapeutisk hovedgruppe: antepileptika --antikonvulsiva. Suksinimiderne (etosuksimid og fensuksimid), oxazolidinerne (trimetadion og parametadion), sulfonamidgruppen (acetazolamid og sultiam) [Drug information. Therapeutic main group: anti-epileptics - anticonvulsants. Succinimides (ethosuximide and phensuximide), oxazolidines (trimethadione and paramethadione), sulfonamide groups (acetazolamide and sulthiame)]. Sygeplejersken. 1977 Feb 23;77(8):11. Danish. PMID: 584547. 12: Hoffman DJ, Chun AH. Paramethadione and metabolite serum levels in humans after a single oral paramethadione dose. J Pharm Sci. 1975 Oct;64(10):1702-3. doi: 10.1002/jps.2600641027. PMID: 1185541. 13: German J, Ehlers KH, Kowal A, De George FV, Engle MA, Passarge E. Possible teratogenicity of trimethadione and paramethadione. Lancet. 1970 Aug 1;2(7666):261-2. doi: 10.1016/s0140-6736(70)92608-5. PMID: 4193708. 14: Heymann W. Nephrotic syndrome after use of trimethadione and paramethadione in petit mal. JAMA. 1967 Nov 27;202(9):893-4. PMID: 4964568. 15: BERGSTRAND A, BERGSTRAND CG, ENGSTROM N, HERRLIN KM. Renal histology during treatment with oxazolidine-diones (trimethadione, ethadione, and paramethadione). Pediatrics. 1962 Oct;30:601-7. PMID: 13970793. 16: FINKEL KC, ISRAELS S. Paradione nephrosis. J Lancet. 1959 Jun;79(6):243-5. PMID: 13665173. 17: LIVINGSTON S, BOKS LL. Use of the dione drugs (propazone, tridione, paradione, dimedione and malidone) in the treatment of epilepsy of children. N Engl J Med. 1955 Jul 28;253(4):138-43. doi: 10.1056/NEJM195507282530405. PMID: 14394344. 18: BRANDT S, BILLE S. Om behandlingen af epileptiske absencer hos børn. Kan vi nøjes med dimedion? Erfaringer med dimedion, tridone, paradione og milontin [Treatment of epileptic lapses of consciousness in children; dimedione as compared with tridione, paradione and milontin in clinical use]. Ugeskr Laeger. 1955 Mar 24;117(12):350-4. Danish. PMID: 14374076. 19: BUTLER TC, WADDELL WJ. A pharmacological comparison of the optical isomers of 5-ethyl-5-methyl-2,4-oxazolidinedione and of 3,5-dimethyl-5 ethyl-2,4-oxazolidinedione (paramethadione, paradione). J Pharmacol Exp Ther. 1955 Feb;113(2):238-40. PMID: 13234047. 20: BUTLER TC. Metabolic demethylation of 3,5-dimethyl-5-ethyl 2,4-oxazolidinedione (paramethadione, paradione). J Pharmacol Exp Ther. 1955 Feb;113(2):178-85. PMID: 13234040.