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Tox21_300865

Tox21_300865

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Also known as: 36734-19-7, Rovral, Glycophene, Promidione, Glycophen, Iprodial

Molecular Formula

C₁₃H₁₃Cl₂N₃O₃

Molecular Weight

330.16 g/mol

InChI Key

ONUFESLQCSAYKA-UHFFFAOYSA-N

FDA UNII

S3AYV2A6EU

1 2D Structure

Tox21_300865

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-(3,5-dichlorophenyl)-2,4-dioxo-N-propan-2-ylimidazolidine-1-carboxamide

2.1.2 InChI

InChI=1S/C13H13Cl2N3O3/c1-7(2)16-12(20)17-6-11(19)18(13(17)21)10-4-8(14)3-9(15)5-10/h3-5,7H,6H2,1-2H3,(H,16,20)

2.1.3 InChI Key

ONUFESLQCSAYKA-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(C)NC(=O)N1CC(=O)N(C1=O)C2=CC(=CC(=C2)Cl)Cl

2.2 Other Identifiers

2.2.1 UNII

S3AYV2A6EU

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1-isopropylcarbamoyl-3-(3,5-dichlorophenyl)hydantoin

2. Glycophen Anphor

3. Ipcdph

4. Rovral

5. Rovrol

2.3.2 Depositor-Supplied Synonyms

1. 36734-19-7

2. Rovral

3. Glycophene

4. Promidione

5. Glycophen

6. Iprodial

7. Verisan

8. Kidan

9. Rovral Flo

10. Rovral Pm

11. Anfor

12. Rovrol

13. Rovral 50wp

14. Chipco 26019

15. 3-(3,5-dichlorophenyl)-n-isopropyl-2,4-dioxoimidazolidine-1-carboxamide

16. 3-(3,5-dichlorophenyl)-n-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide

17. Nrc 910

18. Lfa 2043

19. Iprodione [ansi:bsi:iso]

20. Iprodine

21. Rop 500 F

22. Mrc 910

23. Rp 26019

24. 1-imidazolidinecarboxamide, 3-(3,5-dichlorophenyl)-n-(1-methylethyl)-2,4-dioxo-

25. Fa 2071

26. 1-isopropyl Carbamoyl-3-(3,5-dichlorophenyl)-hydantoin

27. S3ayv2a6eu

28. 3-(3,5-dichlorophenyl)-2,4-dioxo-n-propan-2-ylimidazolidine-1-carboxamide

29. Chebi:28909

30. 3-(3,5-dichlorophenyl)hydantoin-1-carboxylic Acid Isopropylamide

31. Iprodione 10 Microg/ml In Cyclohexane

32. Iprodione 100 Microg/ml In Cyclohexane

33. Iprodione 100 Microg/ml In Acetonitrile

34. Dsstox_cid_4154

35. 3-(3,5-dichloro-2,4,6-trideuteriophenyl)-2,4-dioxo-n-propan-2-ylimidazolidine-1-carboxamide

36. Dsstox_rid_77307

37. Dsstox_gsid_24154

38. Caswell No. 470a

39. 3-(3,5-dichlorophenyl)-1-(1-methylethyl)carbamoylhydantion

40. 3-(3,5-dichlorophenyl)-1-(1-methylethyl)carbamoylhydantoin

41. Glycophen Anphor

42. 26019 Rp

43. Rovral Hn

44. Iprodione [iso]

45. Cas-36734-19-7

46. Ipcdph

47. Hsdb 6855

48. 26 019 Rp

49. Einecs 253-178-9

50. Unii-s3ayv2a6eu

51. Epa Pesticide Chemical Code 109801

52. Brn 0895003

53. Turbair Roval

54. Roval Green

55. Rop-500f

56. Roval Dust

57. Roval Flo

58. 61840-50-4

59. Cda Roval

60. Roval Wp

61. 3-(3,5-dichlorophenyl)-2,4-dioxo-n-isopropylimidazolidine-1-carboxamide

62. Rp-26019

63. Iprodione [mi]

64. Iprodione [hsdb]

65. [3-(3,5-dichlorophenyl)-2,4-dioxoimidazolidinyl]-n-(methylethyl)carboxamide

66. 3-(3,5-dichlorophenyl)-n-isopropyl-2,4-dioxo-1-imidazolidinecarboximide (acn)

67. 3-(3,5-dichlorophenyl)-2,4-dioxo-n-propan-2-yl-imidazolidine-1-carboxamide

68. Schembl22416

69. 4-nitrobenzenesulfonylfluoride

70. 5-24-05-00201 (beilstein Handbook Reference)

71. Bidd:er0463

72. 1-isopropylcarbamoyl-3-(3,5-dichlorophenyl)hydantoin

73. Chipco-26019

74. Dop 500f

75. Chembl1862887

76. Dtxsid3024154

77. Nrc-910

78. Zinc154980

79. Amy22454

80. Dndi1729589

81. Hy-b1978

82. Lfa-2043

83. Tox21_201676

84. Tox21_300865

85. Mfcd00055353

86. 3-(3,5-dichlorophenyl)-2,4-dioxo-n-(propan-2-yl)imidazolidine-1-carboxamide

87. Akos015907767

88. Iprodione 100 Microg/ml In N-hexane

89. Iprodione 1000 Microg/ml In Acetone

90. Fa-2071

91. Ncgc00163788-01

92. Ncgc00163788-02

93. Ncgc00163788-03

94. Ncgc00163788-04

95. Ncgc00163788-05

96. Ncgc00254769-01

97. Ncgc00259225-01

98. As-14781

99. Db-048992

100. Cs-0014077

101. Ft-0630595

102. I1148

103. Iprodione, Pestanal(r), Analytical Standard

104. D96084

105. 734i197

106. A823352

107. Q411542

108. 1-isopropylcarbamoyl-3-(3,5-dichlorophenyl)-hydantoin

109. Iprodione Solution, 100 Mug/ml In Acetone, Analytical Standard

110. 3-(3,5-dichlorophenyl)-2,4-dioxo-n-propan-2-yl-1-imidazolidinecarboxamide

111. 3-(3,5-dichlorophenyl)-n-isopropyl-2,4-dioxo-1-imidazolidinecarboxamide #

112. [3-(3,5-dichlorophenyl)-2,4-dioxoimidazolidinyl]-n-(methylethyl)carboxamide, 97%

113. 3-(3,5-dichlorophenyl)-2,4-dioxo-n-(propan-2-yl)-imidazolidine-1-carboxamide

114. 3-(3,5-dichlorophenyl)-n-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide, 9ci

115. 3-(3,5-dichlorophenyl)-n-(1-methylethyl)-2,4-dioxoimidazolidine-1-carboxamide

116. 3-[3,5-bis(chloranyl)phenyl]-2,4-bis(oxidanylidene)-n-propan-2-yl-imidazolidine-1-carboxamide

2.4 Create Date

2005-03-27

3 Chemical and Physical Properties

Molecular Formula	C₁₃H₁₃Cl₂N₃O₃
Molecular Weight	330.16 g/mol
XLogP3	3.1
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	2
Exact Mass	329.0333967 g/mol
Monoisotopic Mass	329.0333967 g/mol
Topological Polar Surface Area	69.7 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	448
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

Fungicides, Industrial

Chemicals that kill or inhibit the growth of fungi in agricultural applications, on wood, plastics, or other materials, in swimming pools, etc. (See all compounds classified as Fungicides, Industrial.)

4.2 Metabolism/Metabolites

Rapidly metabolized in plants to 3,5-dichloroaniline, following root uptake.

Hartley, D. and H. Kidd (eds.). The Agrochemicals Handbook. 2nd ed. Lechworth, Herts, England: The Royal Society of Chemistry, 1987., p. A234/AUG 87

4.3 Mechanism of Action

Inhibits germination of spores and growth of fungal mycelium.

Tomlin, C.D.S. (ed.). The Pesticide Manual - World Compendium. 10th ed. Surrey, UK: The British Crop Protection Council, 1994., p. 603