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2D Structure
Also known as: 33125-97-2, Ethyl 1-(1-phenylethyl)-1h-imidazole-5-carboxylate, Ethnor, Absele, 15301-65-2, C14h16n2o2
Molecular Formula
C14H16N2O2
Molecular Weight
244.29  g/mol
InChI Key
NPUKDXXFDDZOKR-UHFFFAOYSA-N

Etomidate is an imidazole derivative with short-acting sedative, hypnotic, and general anesthetic properties. Etomidate appears to have gamma-aminobutyric acid (GABA) like effects, mediated through GABA-A receptor. The action enhances the inhibitory effect of GABA on the central nervous system by causing chloride channel opening events which leads to membrane hyperpolarization.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
ethyl 3-(1-phenylethyl)imidazole-4-carboxylate
2.1.2 InChI
InChI=1S/C14H16N2O2/c1-3-18-14(17)13-9-15-10-16(13)11(2)12-7-5-4-6-8-12/h4-11H,3H2,1-2H3
2.1.3 InChI Key
NPUKDXXFDDZOKR-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCOC(=O)C1=CN=CN1C(C)C2=CC=CC=C2
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Absele

2. Ethnor

2.2.2 Depositor-Supplied Synonyms

1. 33125-97-2

2. Ethyl 1-(1-phenylethyl)-1h-imidazole-5-carboxylate

3. Ethnor

4. Absele

5. 15301-65-2

6. C14h16n2o2

7. Radenarcon

8. Amidate (pharmaceutical)

9. Mls000034952

10. 1h-imidazole-5-carboxylic Acid, 1-(1-phenylethyl)-, Ethyl Ester, (r)-

11. Smr000010931

12. Dsstox_cid_3033

13. 1h-imidazole-5-carboxylic Acid, 1-(1-phenylethyl)-, Ethyl Ester, (+-)-

14. Dsstox_rid_76841

15. Dsstox_gsid_23033

16. 1-(1-phenylethyl)-1h-imidazole-5-carboxylic Acid Ethyl Ester

17. Ethyl 3-(1-phenylethyl)imidazole-4-carboxylate

18. Sr-01000325781

19. Rac-etomidate

20. Ncgc00016817-01

21. Cas-33125-97-2

22. Cpd000010931

23. Opera_id_1830

24. Prestwick0_001041

25. Prestwick1_001041

26. Prestwick2_001041

27. (+)-ethyl 1-(.alpha.-methylbenzyl)imidazole-5-carboxylate

28. Schembl39485

29. Mls001240191

30. Mls006011948

31. Chembl23731

32. Spbio_002901

33. Chebi:91759

34. Imidazole-5-carboxylic Acid, 1-(.alpha.-methylbenzyl)-, Ethyl Ester, (r)-(+)-

35. Bdbm238149

36. Dtxsid101347652

37. Hms1571a04

38. Hms1612g10

39. Hms2093p17

40. Hms2235k14

41. Hms3259f15

42. Hms3369p19

43. Hms3371k15

44. Hms3393p18

45. Hms3428l14

46. Hms3654n15

47. Pharmakon1600-01505599

48. Bcp21365

49. Us9394290, Eto (etomidate)

50. Tox21_110628

51. Nsc759160

52. S1329

53. Akos000548952

54. Akos021628930

55. Tox21_110628_1

56. Ac-5898

57. Ccg-266910

58. Nc00657

59. Ncgc00025176-02

60. Ncgc00036076-03

61. Ds-14867

62. Sbi-0206822.p001

63. Db-015827

64. Cs-0081287

65. Ft-0630568

66. Sw197275-2

67. En300-50290

68. Ab00439988-11

69. Ab00439988_13

70. Ethyl 3-(1-phenylethyl)imidazole-4-carboxylate.

71. A821630

72. Ethyl1-(1-phenylethyl)-1h-imidazole-5-carboxylate

73. Sr-01000325781-1

74. Sr-01000325781-3

75. Sr-01000325781-5

76. Brd-a54880345-001-11-8

77. Q27163565

78. 3-(1-phenylethyl)-4-imidazolecarboxylic Acid Ethyl Ester

79. Z802671476

80. (-)-ethyl 1-(1-phenylethyl)-1h-imidazole- 5-carboxylate

81. (-)-ethyl 1-(1-phenylethyl)-1h-imidazole-5-carboxylate

82. Ethyl 1-(1-phenylethyl)-1h-imidazole-5-carboxylate, (+)-

83. R-(+) Ethyl 1-(1-phenylethyl)-1h-imidazole-5-carboxylate

84. 1-(.alpha.-methylbenzyl)-1h-imidazole-5-carboxylic Acid Ethyl Ester

85. (r)-(+)-1-(.alpha.-methylbenzyl)imidazole-5-carboxylic Acid Ethyl Ester

86. [r,(+)]-1-(alpha-methylbenzyl)-1h-imidazole-5-carboxylic Acid Ethyl Ester

87. 1h-imidazole-5-carboxylic Acid, 1-(.alpha.-methylbenzyl)-, Ethyl Ester, (+)-

88. R 16659 Pound>>r-16659 Pound>>r16659 Pound>>r 26490 Pound>>r-26490 Pound>>r26490

2.3 Create Date
2005-03-27
3 Chemical and Physical Properties
Molecular Weight 244.29 g/mol
Molecular Formula C14H16N2O2
XLogP33
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Exact Mass244.121177757 g/mol
Monoisotopic Mass244.121177757 g/mol
Topological Polar Surface Area44.1 Ų
Heavy Atom Count18
Formal Charge0
Complexity277
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameAmidate
Drug LabelAmidate (Etomidate Injection, USP) is a sterile, nonpyrogenic solution. Each milliliter contains etomidate, 2 mg, propylene glycol 35% v/v. The pH is 6.0 (4.0 to 7.0).It is intended for the induction of general anesthesia by intravenous injection.The...
Active IngredientEtomidate
Dosage FormInjectable
RouteInjection
Strength2mg/ml
Market StatusPrescription
CompanyHospira

2 of 4  
Drug NameEtomidate
Drug LabelEtomidate Injection, USP is a sterile, nonpyrogenic solution. Each milliliter contains etomidate, 2 mg, propylene glycol 35% v/v. The pH is 6.0 (4.0 to 7.0).It is intended for the induction of general anesthesia by intravenous injection.The drug etom...
Active IngredientEtomidate
Dosage FormInjectable
RouteInjection
Strength2mg/ml
Market StatusPrescription
CompanyPar Sterile Products; Bedford; Emcure Pharms; Luitpold; Zydus Pharms Usa; Agila Speclts

3 of 4  
Drug NameAmidate
Drug LabelAmidate (Etomidate Injection, USP) is a sterile, nonpyrogenic solution. Each milliliter contains etomidate, 2 mg, propylene glycol 35% v/v. The pH is 6.0 (4.0 to 7.0).It is intended for the induction of general anesthesia by intravenous injection.The...
Active IngredientEtomidate
Dosage FormInjectable
RouteInjection
Strength2mg/ml
Market StatusPrescription
CompanyHospira

4 of 4  
Drug NameEtomidate
Drug LabelEtomidate Injection, USP is a sterile, nonpyrogenic solution. Each milliliter contains etomidate, 2 mg, propylene glycol 35% v/v. The pH is 6.0 (4.0 to 7.0).It is intended for the induction of general anesthesia by intravenous injection.The drug etom...
Active IngredientEtomidate
Dosage FormInjectable
RouteInjection
Strength2mg/ml
Market StatusPrescription
CompanyPar Sterile Products; Bedford; Emcure Pharms; Luitpold; Zydus Pharms Usa; Agila Speclts

5 Pharmacology and Biochemistry
5.1 FDA Pharmacological Classification
5.1.1 Pharmacological Classes
General Anesthetic [EPC]; General Anesthesia [PE]
5.2 ATC Code

N01AX07

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


N - Nervous system

N01 - Anesthetics

N01A - Anesthetics, general

N01AX - Other general anesthetics

N01AX07 - Etomidate