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2D Structure
Also known as: 483-63-6, N-ethyl-o-crotonotoluidide, Trans-crotamiton, Crotamitone, Eurax, Crotalgin
Molecular Formula
C13H17NO
Molecular Weight
203.28  g/mol
InChI Key
DNTGGZPQPQTDQF-XBXARRHUSA-N
FDA UNII
2EEH27851Y

1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(E)-N-ethyl-N-(2-methylphenyl)but-2-enamide
2.1.2 InChI
InChI=1S/C13H17NO/c1-4-8-13(15)14(5-2)12-10-7-6-9-11(12)3/h4,6-10H,5H2,1-3H3/b8-4+
2.1.3 InChI Key
DNTGGZPQPQTDQF-XBXARRHUSA-N
2.1.4 Canonical SMILES
CCN(C1=CC=CC=C1C)C(=O)C=CC
2.1.5 Isomeric SMILES
CCN(C1=CC=CC=C1C)C(=O)/C=C/C
2.2 Other Identifiers
2.2.1 UNII
2EEH27851Y
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Eurax

2.3.2 Depositor-Supplied Synonyms

1. 483-63-6

2. N-ethyl-o-crotonotoluidide

3. Trans-crotamiton

4. Crotamitone

5. Eurax

6. Crotalgin

7. 124236-29-9

8. Veteusan

9. Crotamitex

10. Eurasil

11. Euraxil

12. Crotamitonum

13. Crotonyl-n-ethyl-o-toluidine

14. Crotamiton, (e)-

15. 2-butenamide, N-ethyl-n-(2-methylphenyl)-

16. (e)-n-ethyl-n-(2-methylphenyl)but-2-enamide

17. (e)-n-ethyl-n-(o-tolyl)but-2-enamide

18. O-crotonotoluidide, N-ethyl-

19. (2e)-n-ethyl-n-(2-methylphenyl)but-2-enamide

20. 2eeh27851y

21. 2-butenamide, N-ethyl-n-(2-methylphenyl)-, (e)-

22. Mfcd00026989

23. 2-butenamide, N-ethyl-n-(2-methylphenyl)-, (2e)-

24. Nsc-758951

25. Crotan

26. Caswell No. 431b

27. Bestloid

28. Crotamitonum [inn-latin]

29. Smr000059145

30. N-ethyl-n-(2-methylphenyl)but-2-enamide

31. Sr-01000759366

32. Einecs 207-596-3

33. Unii-d6s4o4xd0h

34. Epa Pesticide Chemical Code 055701

35. Chebi:31439

36. Brn 3275497

37. N-ethyl-n-(2-methylphenyl)-2-butenamide

38. Unii-2eeh27851y

39. Ai3-17732

40. N-crotonyl-n-ethyl-o-toluidine

41. (e)-crotamiton

42. Crotamiton [usp:inn:ban:jan]

43. Eurax (tn)

44. Prestwick2_000951

45. Prestwick3_000951

46. N-ethylcrotono-o-toluidide

47. N-ethyl-o-crotonotoluidine

48. G 7857

49. N-ethyl- O-crotonotoluidide

50. D6s4o4xd0h

51. Schembl32934

52. Bspbio_000942

53. Bspbio_002722

54. Crotamiton (jan/usp/inn)

55. 3-12-00-01856 (beilstein Handbook Reference)

56. Mls000759489

57. Mls001424003

58. Mls002222307

59. Mls002695895

60. N-ethyl-ortho-crotonotoluidide

61. Spectrum1505271

62. Bpbio1_001038

63. Component Of Eurax (salt/mix)

64. Chembl1200709

65. Gtpl11165

66. Zinc56427

67. N-ethyl-o-crotonotoluidide, 97%

68. Dtxsid101256463

69. Hms1570p04

70. Hms1922p21

71. Hms2051e10

72. Hms2090a10

73. Hms2093o12

74. Hms2097p04

75. Hms2234e16

76. Hms3714p04

77. Pharmakon1600-01505271

78. Bcp13315

79. Hy-b1177

80. N-ethyl-n-(o-tolyl)but-2-enamide

81. Nsc78382

82. Ccg-39402

83. Nsc-78382

84. Nsc758951

85. S1711

86. (e)-n-ethyl-n-o-tolylbut-2-enamide

87. Akos015892746

88. Cs-4730

89. Nc00107

90. Nsc 758951

91. Ncgc00094571-01

92. Ncgc00094571-02

93. Ncgc00094571-03

94. Ncgc00094571-04

95. Ncgc00094571-05

96. As-11641

97. Trans-n-ethyl-n-(o-tolyl)-2-butenamide

98. Sbi-0206763.p001

99. Ab00513973

100. E0814

101. N-ethyl-n-(2-methylphenyl)-2-butenamide #

102. D01381

103. D70888

104. (2e)-n-ethyl-n-(2-methylphenyl)-2-butenamide

105. Ab00513973-09

106. Ab00513973_10

107. 483c636

108. A827519

109. Q-200893

110. Q2439845

111. Sr-01000759366-4

112. Sr-01000759366-6

113. Brd-k13240564-001-01-8

114. Brd-k57179821-001-05-5

115. Brd-k57179821-001-08-9

116. Crotamiton, British Pharmacopoeia (bp) Reference Standard

117. Crotamiton, European Pharmacopoeia (ep) Reference Standard

118. Crotamiton, United States Pharmacopeia (usp) Reference Standard

119. N-ethyl-o-crotonotoluidide; Crotamitone; Crotalgin; Eurasil; Euraxil

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 203.28 g/mol
Molecular Formula C13H17NO
XLogP32.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count3
Exact Mass203.131014166 g/mol
Monoisotopic Mass203.131014166 g/mol
Topological Polar Surface Area20.3 Ų
Heavy Atom Count15
Formal Charge0
Complexity235
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameCrotan
PubMed HealthCrotamiton (On the skin)
Drug ClassesScabicide
Drug LabelEurax (crotamiton USP) is a scabicidal and antipruritic agent available as a cream or lotion for topical use only. Eurax provides 10% (w/w) of the synthetic, crotamiton USP, in a vanishing-cream or emollient-lotion base containing: carbomer-934, cety...
Active IngredientCrotamiton
Dosage FormLotion
RouteTopical
Strength10%
Market StatusPrescription
CompanySummers

2 of 4  
Drug NameEurax
Active IngredientCrotamiton
Dosage FormLotion; Cream
RouteTopical
Strength10%
Market StatusPrescription
CompanyRanbaxy

3 of 4  
Drug NameCrotan
PubMed HealthCrotamiton (On the skin)
Drug ClassesScabicide
Drug LabelEurax (crotamiton USP) is a scabicidal and antipruritic agent available as a cream or lotion for topical use only. Eurax provides 10% (w/w) of the synthetic, crotamiton USP, in a vanishing-cream or emollient-lotion base containing: carbomer-934, cety...
Active IngredientCrotamiton
Dosage FormLotion
RouteTopical
Strength10%
Market StatusPrescription
CompanySummers

4 of 4  
Drug NameEurax
Active IngredientCrotamiton
Dosage FormLotion; Cream
RouteTopical
Strength10%
Market StatusPrescription
CompanyRanbaxy

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Pesticides

Chemicals used to destroy pests of any sort. The concept includes fungicides (FUNGICIDES, INDUSTRIAL); INSECTICIDES; RODENTICIDES; etc. (See all compounds classified as Pesticides.)