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CHEMISTRY
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ACTIVE PHARMA INGREDIENTS

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Synopsis

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Chemistry

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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

Ethamivan

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 Formula	C₁₂H₁₇NO₃
Molecular Weight	223.27 g/mol
XLogP3	2.1
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	4
Exact Mass	223.12084340 g/mol
Monoisotopic Mass	223.12084340 g/mol
Topological Polar Surface Area	49.8 Å²
Heavy Atom Count	16
Formal Charge	0
Complexity	228
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