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ACTIVE PHARMA INGREDIENTS

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Synopsis

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Chemistry

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Also known as: 5,5-dimethyloxazolidine-2,4-dione, 695-53-4, 5,5-dimethyl-2,4-oxazolidinedione, Dimethadion, Eupractone, Propazone

Molecular Formula

C₅H₇NO₃

Molecular Weight

129.11 g/mol

InChI Key

JYJFNDQBESEHJQ-UHFFFAOYSA-N

FDA UNII

ALU9NPM703

An anticonvulsant that is the active metabolite of TRIMETHADIONE.

1 2D Structure

Dimethadione

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

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

2.1.2 InChI

InChI=1S/C5H7NO3/c1-5(2)3(7)6-4(8)9-5/h1-2H3,(H,6,7,8)

2.1.3 InChI Key

JYJFNDQBESEHJQ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1(C(=O)NC(=O)O1)C

2.2 Other Identifiers

2.2.1 UNII

ALU9NPM703

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 5,5-dimethyl-2,4-oxazolidinedione

2. 5,5-dimethyloxazolidine-2,4-dione

3. Dimethyloxazolidinedione

2.3.2 Depositor-Supplied Synonyms

1. 5,5-dimethyloxazolidine-2,4-dione

2. 695-53-4

3. 5,5-dimethyl-2,4-oxazolidinedione

4. Dimethadion

5. Eupractone

6. Propazone

7. Dimethyloxazolidinedione

8. 5,5-dimethyl-1,3-oxazolidine-2,4-dione

9. 2,4-oxazolidinedione, 5,5-dimethyl-

10. Bax 1400z

11. Ac 1198

12. Nsc-30152

13. 5,5-dimethyloxazolidinedione

14. Nortrimethadione

15. Dmo

16. Bay 1400z

17. 5,5-dwumetylooksazolidyno-2,4-dion

18. Mfcd00005379

19. Alu9npm703

20. Bax-1400z

21. Bay-1400z

22. Nsc30152

23. Ac-1198

24. Ncgc00016532-02

25. Cas-695-53-4

26. Dsstox_cid_478

27. Dsstox_rid_75614

28. Dsstox_gsid_20478

29. Dimetadione [dcit]

30. Dimetadiona

31. Dimetadione

32. Dimethadionum

33. Dimethadione [usan:inn]

34. Dimetadiona [inn-spanish]

35. Dimethadionum [inn-latin]

36. Nsc 30152

37. Dimethyl-oxazolidine-2,4-dione

38. Sr-05000001609

39. Einecs 211-781-4

40. Unii-alu9npm703

41. Brn 0113541

42. Ai3-18201

43. 5,5-dwumetylooksazolidyno-2,4-dion [polish]

44. 5,5-dimethyl-2,4-oxazolidindion

45. Prestwick_55

46. 5,4-oxazolidinedione

47. Spectrum_000801

48. Trimethadion, M(nor-)

49. 5,5-dimethyl-2,4-oxazolidindion [iupac]

50. Prestwick0_000829

51. Prestwick1_000829

52. Prestwick2_000829

53. Prestwick3_000829

54. Spectrum2_000108

55. Spectrum3_000398

56. Spectrum4_000518

57. Spectrum5_000911

58. Dimethadione [mi]

59. Dimethadione (usan/inn)

60. Dimethadione [inn]

61. Dimethadione [usan]

62. Chembl1099

63. Schembl34862

64. Bspbio_000757

65. Bspbio_002215

66. Kbiogr_001095

67. Kbioss_001281

68. Divk1c_000939

69. Spectrum1500253

70. Spbio_000096

71. Spbio_002678

72. Bpbio1_000833

73. Dtxsid2020478

74. Chebi:94613

75. Hms502o21

76. Kbio1_000939

77. Kbio2_001281

78. Kbio2_003849

79. Kbio2_006417

80. Kbio3_001435

81. Ninds_000939

82. Wln: T5ovmv Ehj E1 E1

83. Hms1570f19

84. Hms1920g22

85. Hms2091o10

86. Hms2097f19

87. Hms3714f19

88. Pharmakon1600-01500253

89. Hy-b1348

90. Zinc5762010

91. Tox21_110479

92. Tox21_200496

93. Ccg-38926

94. Nsc756741

95. 5, 5-dimethyloxazolidine-2,4-dione

96. 5,5-dimethyl-oxazolidine-2,4-dione

97. Akos015906843

98. Tox21_110479_1

99. Nsc-756741

100. Idi1_000939

101. 2,4-oxazolidinedione, 5, 5-dimethyl-

102. Ncgc00016532-01

103. Ncgc00016532-03

104. Ncgc00016532-04

105. Ncgc00016532-07

106. Ncgc00094656-01

107. Ncgc00094656-02

108. Ncgc00258050-01

109. As-14715

110. Sy048286

111. Sbi-0051352.p003

112. Db-055297

113. A9197

114. Ab00051972

115. Cs-0013093

116. D0003

117. Ft-0619784

118. Ft-0646768

119. 5,5-dimethyl-1,3-oxazolidine-2,4-dione #

120. 95d534

121. D-5490

122. D03838

123. H10857

124. Ab00051972_04

125. Sr-05000001609-1

126. Sr-05000001609-2

127. Brd-k43687498-001-02-3

128. Q27166437

129. F2173-0915

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₅H₇NO₃
Molecular Weight	129.11 g/mol
XLogP3	0.1
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	0
Exact Mass	129.042593085 g/mol
Monoisotopic Mass	129.042593085 g/mol
Topological Polar Surface Area	55.4 Å²
Heavy Atom Count	9
Formal Charge	0
Complexity	173
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 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anticonvulsants

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

4.2 Metabolism/Metabolites

Dimethadione is a known human metabolite of trimethadione.

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

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