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Ethyl Noradrianol

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Also known as: Etilefrin, Effortil, 709-55-7, Ethylphenylephrine, 3-[2-(ethylamino)-1-hydroxyethyl]phenol, N-ethylnorphenylephrine

Molecular Formula

C₁₀H₁₅NO₂

Molecular Weight

181.23 g/mol

InChI Key

SQVIAVUSQAWMKL-UHFFFAOYSA-N

FDA UNII

ZB6F8MY53V

A phenylephrine-related beta-1 adrenergic and alpha adrenergic agonist used as a cardiotonic and antihypotensive agent.

1 2D Structure

Ethyl Noradrianol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-[2-(ethylamino)-1-hydroxyethyl]phenol

2.1.2 InChI

InChI=1S/C10H15NO2/c1-2-11-7-10(13)8-4-3-5-9(12)6-8/h3-6,10-13H,2,7H2,1H3

2.1.3 InChI Key

SQVIAVUSQAWMKL-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCNCC(C1=CC(=CC=C1)O)O

2.2 Other Identifiers

2.2.1 UNII

ZB6F8MY53V

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Adrenam

2. Adrianol, Ethyl

3. Bioflutin

4. Cardanat

5. Circupon

6. Effortil

7. Efortil

8. Ethyl Adrianol

9. Ethyladrianol

10. Ethylnorphenylephrine

11. Ethylphenylephrine

12. Eti Puren

13. Eti-puren

14. Etil Von Ct

15. Etilefrin

16. Etilefrin Al

17. Etilefrin Ratiopharm

18. Etilefrin-ratiopharm

19. Etilefrine Hydrochloride

20. Etilefrine Pivalate Hydrochloride

21. Fetanol

22. Hydrochloride, Etilefrine

23. Hydrochloride, Etilefrine Pivalate

24. Phetanol

25. Pivalate Hydrochloride, Etilefrine

26. Thomasin

2.3.2 Depositor-Supplied Synonyms

1. Etilefrin

2. Effortil

3. 709-55-7

4. Ethylphenylephrine

5. 3-[2-(ethylamino)-1-hydroxyethyl]phenol

6. N-ethylnorphenylephrine

7. Ethyladrianol

8. Ethyl Noradrianol

9. Racemic Etilefrine

10. Phetanol

11. Thomasin

12. Ethyl Adrianol

13. Dl-etilefrin

14. Etilefrine [inn]

15. Ethylefrine

16. M-hydroxyphenylethanolethylamine

17. Corcanfol

18. Etilefrin Dl-form

19. 1-(3-hydroxyphenyl)-2-(ethylamino)ethanol

20. Cardanat

21. Efortil

22. Updormin

23. Alpha-((ethylamino)methyl)-m-hydroxybenzyl Alcohol

24. 1-(3'-hydroxyphenyl)-2-ethylaminoethanol

25. Etilefrine-d5

26. 10128-36-6

27. S 40032

28. Zb6f8my53v

29. S 40032-7

30. 3-[2-(ethylamino)-1-hydroxy-ethyl]phenol

31. Mls000881153

32. 709-55-7 (free Base)

33. Etilefrine (inn)

34. Einecs 233-359-9

35. Funasol

36. Benzenemethanol, .alpha.-[(ethylamino)methyl]-3-hydroxy-

37. Etiladrianol

38. Etilephrine

39. Smr000685797

40. S-40032

41. (+-)-etilefrine

42. .alpha.-((ethylamino)methyl)-m-hydroxybenzyl Alcohol

43. Etilefrina [dcit]

44. (+-)-etilefrin

45. Etilefrinum [latin]

46. S-40032-7

47. Ethylephrine Hydrochloride

48. Etilefrina [spanish]

49. Benzyl Alcohol, .alpha.-((ethylamino)methyl)-m-hydroxy-

50. Etilefrina

51. Etilefrinum

52. Etilefrinum [inn-latin]

53. Etilefrine [inn:ban]

54. Einecs 211-910-4

55. Unii-zb6f8my53v

56. (1)-alpha-((ethylamino)methyl)-m-hydroxybenzyl Alcohol

57. Benzenemethanol, Alpha-((ethylamino)methyl)-3-hydroxy-

58. Benzenemethanol, .alpha.-((ethylamino)methyl)-3-hydroxy-

59. R,s-ethylephrine

60. M-hydroxy-alpha-(ethylaminomethyl)benzyl Alcohol

61. Corcanfol (tn)

62. Alpha-(m-hydroxyphenyl)-beta-(ethylamino)ethanol

63. (+-)-ethylephrine

64. Benzyl Alcohol, Alpha-((ethylamino)methyl)-m-hydroxy-

65. Enamine_002760

66. Etilefrin [mi]

67. (.+/-.)-etilefrin

68. Prestwick0_001017

69. Prestwick1_001017

70. Prestwick2_001017

71. Prestwick3_001017

72. (.+/-.)-etilefrine

73. Ec 211-910-4

74. Cid_3306

75. Etilefrine [who-dd]

76. (+/-)-etilefrine

77. Oprea1_593945

78. Bspbio_001173

79. Chembl86882

80. Schembl150802

81. Spbio_003044

82. Bpbio1_001291

83. Dtxsid1023029

84. Niosh/do5600010

85. Bdbm97154

86. Chebi:91518

87. Hms1401n10

88. Hms2233j17

89. Hms3370k09

90. Hy-a0144

91. Bbl027207

92. Stl377784

93. Akos000116366

94. Akos022060703

95. Db08985

96. Idi1_007107

97. Ncgc00179276-01

98. Ncgc00179276-04

99. 3-[2-(ethylamino)-1-hydroxyethyl]phenol #

100. 3-[2-(ethylamino)-1-oxidanyl-ethyl]phenol

101. Ab00514701

102. Cs-0017466

103. Do56000100

104. D07931

105. Ab00514701-08

106. Q417873

107. Brd-a09925278-001-07-6

108. Brd-a09925278-003-03-1

109. Z56836691

110. (+-)-alpha-((ethylamino)methyl)-m-hydroxybenzyl Alcohol

111. .alpha.-(m-hydroxyphenyl)-.beta.-(ethylamino)ethanol

112. Benzyl Alcohol, Alpha-((ethylamino)methyl)-m-hydroxy-, (+-)

113. .alpha.-[(ethylamino)methyl]-3-hydroxybenzenemethanol Hydrochloride

114. Benzenemethanol, .alpha-[(ethylamino)methyl]-3-hydroxy-, Hydrochloride

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₀H₁₅NO₂
Molecular Weight	181.23 g/mol
XLogP3	0.1
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	4
Exact Mass	181.110278721 g/mol
Monoisotopic Mass	181.110278721 g/mol
Topological Polar Surface Area	52.5 Å²
Heavy Atom Count	13
Formal Charge	0
Complexity	141
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Sympathomimetics

Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. (See all compounds classified as Sympathomimetics.)

Vasoconstrictor Agents

Drugs used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)

Adrenergic alpha-Agonists

Drugs that selectively bind to and activate alpha adrenergic receptors. (See all compounds classified as Adrenergic alpha-Agonists.)

Adrenergic beta-1 Receptor Agonists

Compounds that bind to and activate ADRENERGIC BETA-1 RECEPTORS. (See all compounds classified as Adrenergic beta-1 Receptor Agonists.)

Cardiotonic Agents

Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE). (See all compounds classified as Cardiotonic Agents.)

4.2 ATC Code

C01CA01

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

C - Cardiovascular system

C01 - Cardiac therapy

C01C - Cardiac stimulants excl. cardiac glycosides

C01CA - Adrenergic and dopaminergic agents

C01CA01 - Etilefrine

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