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Substance Name: Trimethadione [USP:INN:BAN:JAN]
RN: 127-48-0
UNII: R7GV3H6FQ4
InChIKey: IRYJRGCIQBGHIV-UHFFFAOYSA-N

Note

  • An anticonvulsant effective in absence seizures, but generally reserved for refractory cases because of its toxicity. (From AMA Drug Evaluations Annual, 1994, p378)

Molecular Formula

  • C6-H9-N-O3

Molecular Weight

  • 143.1411
 

Classification Codes

  • Anticonvulsant
  • Anticonvulsants
  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Trimethadione
  • Trimethadione [USP:INN:BAN:JAN]

MeSH Heading

  • Trimethadione

Synonyms

  • 2,4-Oxazolidinedione, 3,5,5-trimethyl-
  • 3,3,5-Trimethyl-2,4-diketooxazolidine
  • 3,5,5-Trimethyl-2,4-oxazolidinedione
  • 3,5,5-Trojmetylooksazolidyno-2,4-dion
  • 3,5,5-Trojmetylooksazolidyno-2,4-dion [Polish]
  • 4-27-00-03237 (Beilstein Handbook Reference)
  • A 2297
  • Absentol
  • Absetil
  • BRN 0121627
  • Convenixa
  • Convexina
  • Edion
  • EINECS 204-845-8
  • Epidione
  • Epixal
  • Minoaleviatin
  • NSC 15799
  • Petidion
  • Petidon
  • Petilep
  • Petimalin
  • Ptimal
  • Tioxanona
  • Tridilona
  • Tridion
  • Tridione
  • Trimedal
  • Trimetadiona
  • Trimetadiona [INN-Spanish]
  • Trimetadione
  • Trimetadione [DCIT]
  • Trimethadion
  • Trimethadione
  • Trimethadionum
  • Trimethadionum [INN-Latin]
  • Trimethin
  • Trimethinum
  • Trimetin
  • Trioksal
  • Trioxanona
  • Troxidone
  • UNII-R7GV3H6FQ4

Systematic Names

  • 2,4-Oxazolidinedione, 3,5,5-trimethyl-
  • Trimethadione

Superlist Name

  • Trimethadione

Registry Numbers

CAS Registry Number

  • 127-48-0

FDA UNII

  • R7GV3H6FQ4

System Generated Number

  • 0000127480

Structure Descriptors

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intraperitoneal 2gm/kg (2000mg/kg) BEHAVIORAL: SLEEP Journal of Laboratory and Clinical Medicine. Vol. 31, Pg. 1330, 1946.
man LDLo unreported 88mg/kg (88mg/kg)   "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.
mouse LD50 intraperitoneal 2gm/kg (2000mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 134, Pg. 60, 1961.
mouse LD50 intravenous 2gm/kg (2000mg/kg)   Journal of Laboratory and Clinical Medicine. Vol. 31, Pg. 1330, 1946.
mouse LD50 oral 2100mg/kg (2100mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 23, Pg. 377, 1973.
mouse LD50 subcutaneous > 1gm/kg (1000mg/kg)   British Journal of Pharmacology and Chemotherapy. Vol. 11, Pg. 141, 1956.
mouse LD50 unreported 2170mg/kg (2170mg/kg)   United States Patent Document. Vol. #4056540,
rabbit LD50 intraperitoneal 1500mg/kg (1500mg/kg)   Journal of Laboratory and Clinical Medicine. Vol. 31, Pg. 1330, 1946.
rabbit LD50 intravenous 1500mg/kg (1500mg/kg)   Journal of Laboratory and Clinical Medicine. Vol. 31, Pg. 1330, 1946.
rat LD50 intraperitoneal 280mg/kg (280mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967.
rat LD50 intravenous 160mg/kg (160mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967.
rat LD50 oral 2140mg/kg (2140mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 138, Pg. 224, 1962.
rat LD50 subcutaneous 2gm/kg (2000mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 312, 1972.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 46 deg C   EXP
log P (octanol-water) 0.590 (none)   EST
Water Solubility 5.00E+04 mg/L   EXP
Atmospheric OH Rate Constant 4.32E-12 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.