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3 SPI Pharma
2 Faran Shimi Pharmaceutical
6 Gangwal Healthcare
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Chemistry

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Also known as: 127-48-0, Tridione, Troxidone, Trimetadione, Trimethadion, Absentol

Molecular Formula

C₆H₉NO₃

Molecular Weight

143.14 g/mol

InChI Key

IRYJRGCIQBGHIV-UHFFFAOYSA-N

FDA UNII

R7GV3H6FQ4

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

Trimethadione is an Anti-epileptic Agent. The physiologic effect of trimethadione is by means of Decreased Central Nervous System Disorganized Electrical Activity.

1 2D Structure

Trimethadione

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3,5,5-trimethyl-1,3-oxazolidine-2,4-dione

2.1.2 InChI

InChI=1S/C6H9NO3/c1-6(2)4(8)7(3)5(9)10-6/h1-3H3

2.1.3 InChI Key

IRYJRGCIQBGHIV-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1(C(=O)N(C(=O)O1)C)C

2.2 Other Identifiers

2.2.1 UNII

R7GV3H6FQ4

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Tridione

2. Trimetin

3. Troxidone

2.3.2 Depositor-Supplied Synonyms

1. 127-48-0

2. Tridione

3. Troxidone

4. Trimetadione

5. Trimethadion

6. Absentol

7. Epidione

8. Trimetin

9. Minoaleviatin

10. Convenixa

11. Convexina

12. Petidion

13. Petimalin

14. Tioxanona

15. Tridilona

16. Trimedal

17. Trimethin

18. Trioxanona

19. Absetil

20. Epixal

21. Petidon

22. Petilep

23. Ptimal

24. Tridion

25. Edion

26. Tridone

27. Trimethdione

28. 3,5,5-trimethyl-1,3-oxazolidine-2,4-dione

29. 3,5,5-trimethyloxazolidine-2,4-dione

30. Minoaleuiatin

31. Trimethadionum

32. Tredione

33. Tricione

34. Trilidona

35. Trimedone

36. Triozanona

37. Tromedone

38. Epidone

39. Etydion

40. Pitmal

41. 2,4-oxazolidinedione, 3,5,5-trimethyl-

42. 3,5,5-trimethyl-2,4-oxazolidinedione

43. Mino-aleviatin

44. 3,5,5,-trimethyloxazolidine-2,4-dione

45. A 2297

46. 3,3,5-trimethyl-2,4-diketooxazolidine

47. Nsc 15799

48. 3,5,5-trojmetylooksazolidyno-2,4-dion

49. Nsc-15799

50. Nsc-169503

51. R7gv3h6fq4

52. Trimethinum

53. Trioksal

54. 3,5,5-trimethyl-oxazolidine-2,4-dione

55. Trimethyl-1,3-oxazolidine-2,4-dione

56. J2.519d

57. Ncgc00016383-01

58. Trimetadiona

59. Cas-127-48-0

60. Trimetadione [dcit]

61. Dsstox_cid_1396

62. 2, 3,5,5-trimethyl-

63. Dsstox_rid_76137

64. Dsstox_gsid_21396

65. Trimetadiona [inn-spanish]

66. Trimethadionum [inn-latin]

67. 3,5-trimethyl-2,4-oxazolidinedione

68. 3,5-trimethyl-2,4-diketooxazolidine

69. Wln: T5ovnv Ehj C1 E1 E1

70. Tridione (tn)

71. Einecs 204-845-8

72. 3,5,5-trojmetylooksazolidyno-2,4-dion [polish]

73. Unii-r7gv3h6fq4

74. Brn 0121627

75. Mino Aleviatin

76. Tridione Dulcet

77. Trimethadione [usp:inn:ban:jan]

78. Prestwick_815

79. Mfcd00047084

80. Prestwick0_000515

81. Prestwick1_000515

82. Prestwick2_000515

83. Prestwick3_000515

84. Trimethadione [mi]

85. Chembl695

86. Trimethadione [inn]

87. Trimethadione [jan]

88. Trimethadione (jp17/inn)

89. Schembl28882

90. Bspbio_000469

91. Trimethadione [vandf]

92. Mls001076685

93. Trimethadione [mart.]

94. Spbio_002390

95. Trimethadione [usp-rs]

96. Trimethadione [who-dd]

97. Trimethadione [who-ip]

98. Bpbio1_000517

99. Chebi:9727

100. Gtpl7316

101. Dtxsid9021396

102. Iryjrgciqbghiv-uhfffaoysa-

103. Hms1569h11

104. Hms2093d10

105. Hms2096h11

106. Hms2235e12

107. Hms3713h11

108. Hms3886i12

109. Pharmakon1600-01505466

110. Trimethadione [orange Book]

111. Hy-a0092

112. Nsc15799

113. Zinc1530710

114. Tox21_110408

115. Tox21_200231

116. Trimethadione [ep Monograph]

117. Bdbm50227239

118. Nsc169503

119. Nsc759152

120. S5567

121. Trimethadione 1.0 Mg/ml In Methanol

122. Trimethadionum [who-ip Latin]

123. Akos006229172

124. Ccg-213460

125. Db00347

126. Nsc-759152

127. 3,5,5-trimethyl Oxazolidine-2,4-dione

128. Ncgc00016383-02

129. Ncgc00016383-03

130. Ncgc00016383-05

131. Ncgc00257785-01

132. Bs-15128

133. Smr000499583

134. Sbi-0206923.p001

135. Ft-0694585

136. D00392

137. D84162

138. 3,5,5-trimethyl-1,3-oxazolidine-2,4-dione #

139. Q827916

140. Sr-01000763540

141. J-005496

142. Sr-01000763540-2

143. Brd-k16606819-001-07-7

144. 3,5,5,-trimethyloxazolidine-2,4-dione, Analytical Standard

145. Trimethadione, European Pharmacopoeia (ep) Reference Standard

146. Trimethadione, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₆H₉NO₃
Molecular Weight	143.14 g/mol
XLogP3	0.3
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	0
Exact Mass	143.058243149 g/mol
Monoisotopic Mass	143.058243149 g/mol
Topological Polar Surface Area	46.6 Å²
Heavy Atom Count	10
Formal Charge	0
Complexity	197
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Tridione
Drug Label	TRIDIONE (trimethadione) is an antiepileptic agent. An oxazolidinedione compound, it is chemically identified as 3,5,5-trimethyloxozolidine-2,4-dione, and has the following structural formula:TRIDIONE is a synthetic, water-soluble, white, crystalline...
Active Ingredient	Trimethadione
Dosage Form	Tablet
Route	Oral
Strength	150mg
Market Status	Prescription
Company	Abbvie

2 of 2
Drug Name	Tridione
Drug Label	TRIDIONE (trimethadione) is an antiepileptic agent. An oxazolidinedione compound, it is chemically identified as 3,5,5-trimethyloxozolidine-2,4-dione, and has the following structural formula:TRIDIONE is a synthetic, water-soluble, white, crystalline...
Active Ingredient	Trimethadione
Dosage Form	Tablet
Route	Oral
Strength	150mg
Market Status	Prescription
Company	Abbvie

4.2 Drug Indication

Used in the control of absence (petit mal) seizures that are refractory to treatment with other medications.

5 Pharmacology and Biochemistry

5.1 Pharmacology

Paramethadione and trimethadione are anticonvulsants indicated in the control of absence (petit mal) seizures that are refractory to treatment with other medications. Dione anticonvulsants are used in the treatment of epilepsy. They act on the central nervous system (CNS) to reduce the number of seizures.

5.2 MeSH Pharmacological Classification

Anticonvulsants

Drugs used to prevent SEIZURES or reduce their severity. (See all compounds classified as Anticonvulsants.)

5.3 FDA Pharmacological Classification

5.3.1 Active Moiety

TRIMETHADIONE

5.3.2 FDA UNII

R7GV3H6FQ4

5.3.3 Pharmacological Classes

Physiologic Effects [PE] - Decreased Central Nervous System Disorganized Electrical Activity

5.4 ATC Code

N - Nervous system

N03 - Antiepileptics

N03A - Antiepileptics

N03AC - Oxazolidine derivatives

N03AC02 - Trimethadione

5.5 Metabolism/Metabolites

Trimethadione has known human metabolites that include Dimethadione.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560

5.6 Mechanism of Action

Dione anticonvulsants reduce T-type calcium currents in thalamic neurons, including thalamic relay neurons. It does so via the inhibition of voltage dependent T-type calcium channels. This raises the threshold for repetitive activity in the thalamus, and inhibits corticothalamic transmission. Thus, the abnormal thalamocortical rhythmicity, which is thought to underlie the 3-Hz spike-and-wave discharge seen on electroencephalogram(EEG) with absence seizures, is dampened.

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3 SPI Pharma

2 Faran Shimi Pharmaceutical

6 Gangwal Healthcare

1 Pfanstiehl

1 Actylis

2 Anhui Sunhere Pharmaceutical Excipients Co.,Ltd

2 BASF

1 Gangwal Chemicals

2 Ingredion Pharma Solutions

4 Kerry

5 Microlex e.U

2 Pluviaendo

1 Prachin Chemical

6 Roquette

1 Seppic

2 Shanghai Shenmei Pharmaceutical Technology Co., Ltd

1 Vasa Pharmachem

EXCIPIENTS BY APPLICATIONS

20 Fillers, Diluents & Binders

11 Direct Compression

8 Co-Processed Excipients

8 Lubricants & Glidants

5 Taste Masking

5 Thickeners and Stabilizers

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4 Disintegrants & Superdisintegrants

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