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2D Structure
Also known as: Etamivan, Vanillic acid diethylamide, 304-84-7, Emivan, Vandid, Analepticon
Molecular Formula
C12H17NO3
Molecular Weight
223.27  g/mol
InChI Key
BQJODPIMMWWMFC-UHFFFAOYSA-N
FDA UNII
M44O63YPV9

Etamivan (INN) or ethamivan (USAN) is marketed under the name Analepticon. Etamvin is a respiratory stimulant drug similar to nikethamide. It is no longer used in the United States.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N,N-diethyl-4-hydroxy-3-methoxybenzamide
2.1.2 InChI
InChI=1S/C12H17NO3/c1-4-13(5-2)12(15)9-6-7-10(14)11(8-9)16-3/h6-8,14H,4-5H2,1-3H3
2.1.3 InChI Key
BQJODPIMMWWMFC-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCN(CC)C(=O)C1=CC(=C(C=C1)O)OC
2.2 Other Identifiers
2.2.1 UNII
M44O63YPV9
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Etamivan

2.3.2 Depositor-Supplied Synonyms

1. Etamivan

2. Vanillic Acid Diethylamide

3. 304-84-7

4. Emivan

5. Vandid

6. Analepticon

7. Etamivanum

8. N,n-diethylvanillamide

9. Cardiovanil

10. Corivanil

11. Diethamivan

12. Simaron

13. Diethylvanillamide

14. Ventilone

15. Romecor

16. Sevanil

17. N,n-diethyl-4-hydroxy-3-methoxybenzamide

18. Cardiovamil

19. Sevinal

20. Benzamide, N,n-diethyl-4-hydroxy-3-methoxy-

21. Diethylamide De Vanillique

22. Vanillic Acid N,n-diethylamide

23. Vanillinsaeure-diaethylamid

24. Vanillamide, N,n-diethyl-

25. 3-methoxy-4-hydroxybenzoic Acid Diethylamide

26. Etamivan [inn]

27. Nsc-406087

28. Mls000028445

29. N,n-diethyl-4-hydroxy-3-methoxy-benzamide

30. M44o63ypv9

31. Ethamivan;n,n-diethylvanillamide

32. Nsc406087

33. Ncgc00015397-02

34. Ncgc00015397-06

35. Cas-304-84-7

36. Smr000058359

37. Dsstox_cid_3007

38. Dsstox_rid_76829

39. Dsstox_gsid_23007

40. Etamivanum [inn-latin]

41. Sr-01000003047

42. Ethamivan [usan:usp]

43. Vanillinsaeure-diaethylamid [german]

44. Einecs 206-157-3

45. Nsc 406087

46. Brn 2694478

47. Unii-m44o63ypv9

48. Clairvan

49. Ai3-20163

50. 2xdl

51. Prestwick_909

52. Vandid (tn)

53. Vanillamide,n-diethyl-

54. N, N-diethylvanillamide

55. Opera_id_522

56. Ethamivan [mi]

57. Ethamivan (usan/inn)

58. Ethamivan [usan]

59. Prestwick0_000500

60. Prestwick1_000500

61. Prestwick2_000500

62. Prestwick3_000500

63. Lopac-e-0137

64. Etamivan [mart.]

65. Etamivan [who-dd]

66. Lopac0_000459

67. Bspbio_000399

68. Zinc266

69. 4-10-00-01481 (beilstein Handbook Reference)

70. Mls001146918

71. Schembl119823

72. Spbio_002320

73. Bpbio1_000439

74. Chembl1229908

75. Dtxsid3023007

76. Vanillic Acid N,n-diethyl Amide

77. Chebi:92675

78. Hms1569d21

79. Hms2094a19

80. Hms2096d21

81. Hms2231d12

82. Hms3261k20

83. Hms3369j14

84. Hms3713d21

85. Pharmakon1600-01505994

86. Hy-b1096

87. Tox21_110135

88. Tox21_110136

89. Tox21_500459

90. Wln: 2n2 & Vr Dq Co1

91. Bdbm50482752

92. Nsc759302

93. Akos003382844

94. Tox21_110135_1

95. 2-methyl-4-diethylamide-phenol

96. Ccg-204551

97. Cs-4684

98. Db08989

99. Lp00459

100. Nsc-759302

101. Sdccgsbi-0050444.p003

102. Ncgc00015397-01

103. Ncgc00015397-03

104. Ncgc00015397-04

105. Ncgc00015397-05

106. Ncgc00015397-07

107. Ncgc00015397-08

108. Ncgc00015397-10

109. Ncgc00015397-15

110. Ncgc00023704-03

111. Ncgc00023704-04

112. Ncgc00261144-01

113. Bp-12587

114. Benzamide,n-diethyl-4-hydroxy-3-methoxy-

115. Sbi-0050444.p002

116. Db-047788

117. Eu-0100459

118. N,n-diethyl-4-hydroxy-3-methoxybenzamide #

119. N,n-diethyl-4-hydroxy-3-(methyloxy)benzamide

120. D04080

121. E 0137

122. J-017977

123. Q5402414

124. Sr-01000003047-2

125. Sr-01000003047-5

126. Brd-k38055836-001-03-9

127. 2dl

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 223.27 g/mol
Molecular Formula C12H17NO3
XLogP32.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Exact Mass223.12084340 g/mol
Monoisotopic Mass223.12084340 g/mol
Topological Polar Surface Area49.8 Ų
Heavy Atom Count16
Formal Charge0
Complexity228
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 ATC Code

R - Respiratory system

R07 - Other respiratory system products

R07A - Other respiratory system products

R07AB - Respiratory stimulants

R07AB04 - Etamivan