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Also known as: 50700-72-6, Norcuron, Org nc 45, Vecuronii bromidum, Bromuro de vecuronio, Vecuronium (bromide)
Molecular Formula
C34H57BrN2O4
Molecular Weight
637.7  g/mol
InChI Key
VEPSYABRBFXYIB-PWXDFCLTSA-M
FDA UNII
7E4PHP5N1D

Vecuronium Bromide
Monoquaternary homolog of PANCURONIUM. A non-depolarizing neuromuscular blocking agent with shorter duration of action than pancuronium. Its lack of significant cardiovascular effects and lack of dependence on good kidney function for elimination as well as its short duration of action and easy reversibility provide advantages over, or alternatives to, other established neuromuscular blocking agents.
1 2D Structure

Vecuronium Bromide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(2S,3S,5S,8R,9S,10S,13S,14S,16S,17R)-17-acetyloxy-10,13-dimethyl-16-(1-methylpiperidin-1-ium-1-yl)-2-piperidin-1-yl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate;bromide
2.1.2 InChI
InChI=1S/C34H57N2O4.BrH/c1-23(37)39-31-20-25-12-13-26-27(34(25,4)22-29(31)35-16-8-6-9-17-35)14-15-33(3)28(26)21-30(32(33)40-24(2)38)36(5)18-10-7-11-19-36;/h25-32H,6-22H2,1-5H3;1H/q+1;/p-1/t25-,26+,27-,28-,29-,30-,31-,32-,33-,34-;/m0./s1
2.1.3 InChI Key
VEPSYABRBFXYIB-PWXDFCLTSA-M
2.1.4 Canonical SMILES
CC(=O)OC1CC2CCC3C(C2(CC1N4CCCCC4)C)CCC5(C3CC(C5OC(=O)C)[N+]6(CCCCC6)C)C.[Br-]
2.1.5 Isomeric SMILES
CC(=O)O[C@H]1C[C@@H]2CC[C@@H]3[C@@H]([C@]2(C[C@@H]1N4CCCCC4)C)CC[C@]5([C@H]3C[C@@H]([C@@H]5OC(=O)C)[N+]6(CCCCC6)C)C.[Br-]
2.2 Other Identifiers
2.2.1 UNII
7E4PHP5N1D
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Bromide, Vecuronium

2. Citrate, Vecuronium

3. Hydrobromide, Vecuronium

4. Hydrochloride, Vecuronium

5. Maleate, Vecuronium

6. Nc 45

7. Nc-45

8. Nc45

9. Norcuron

10. Org Nc 45

11. Org Nc45

12. Org-nc 45

13. Org-nc-45

14. Org-nc45

15. Orgnc 45

16. Orgnc45

17. Phosphate, Vecuronium

18. Vecuronium

19. Vecuronium Bromide, Quaternary Ion

20. Vecuronium Citrate

21. Vecuronium Hydrobromide

22. Vecuronium Hydrochloride

23. Vecuronium Maleate

24. Vecuronium Phosphate

2.3.2 Depositor-Supplied Synonyms

1. 50700-72-6

2. Norcuron

3. Org Nc 45

4. Vecuronii Bromidum

5. Bromuro De Vecuronio

6. Vecuronium (bromide)

7. Bromure De Vecuronium

8. Org-nc 45

9. 7e4php5n1d

10. Acetate;bromide

11. Chebi:9940

12. Musculax

13. Nsc-759184

14. 1-(3alpha,17beta-dihydroxy-2beta-piperidino-5alpha-androstan-16beta,5alpha-yl)-1-methylpiperidinium Bromide, Diacetate

15. Dsstox_cid_3736

16. (+)-1-(3,17-diacetoxy-2-piperidino-5-androstan-16-yl)-1-methylpiperidinium Bromide

17. Dsstox_rid_77174

18. Dsstox_gsid_23736

19. [(2s,3s,10s,13s,16s,17r)-17-acetyloxy-10,13-dimethyl-16-(1-methylpiperidin-1-ium-1-yl)-2-piperidin-1-yl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-3-yl] Acetate;bromide

20. [(2s,3s,5s,8r,9s,10s,13s,14s,16s,17r)-17-acetyloxy-10,13-dimethyl-16-(1-methylpiperidin-1-ium-1-yl)-2-piperidin-1-yl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-3-yl] Acetate;bromide

21. Nc-45

22. 1-[(2beta,3alpha,5alpha,16beta,17beta)-3,17-bis(acetyloxy)-2-(1-piperidinyl)androstan-16-yl]-1-methylpiperidinium Bromide Hydrate

23. Cas-50700-72-6

24. Vecuronii Bromidum [inn-latin]

25. Ncgc00167467-01

26. Bromure De Vecuronium [inn-french]

27. Bromuro De Vecuronio [inn-spanish]

28. Einecs 256-723-9

29. Unii-7e4php5n1d

30. Vecronium Bromide

31. Norcuron (tn)

32. [(2s,3s,5s,8r,9s,10s,13s,14s,16s,17r)-17-acetyloxy-10,13-dimethyl-16-(1-methylpiperidin-1-ium-1-yl)-2-piperidin-1-yl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-3-yl]

33. Mfcd00867762

34. Vecuronium Bromide [usan:usp:inn:ban:jan]

35. 5alpha-androstan-3alpha,17beta-diol, 16beta-pipecolinio-2beta-piperidino-,bromide,diacetate

36. Schembl22250

37. Mls001424317

38. Piperidinium, 1-((2beta,3alpha,5alpha,16beta,17beta)-3,17-bis(acetyloxy)-2-(1-piperidinyl)androstan-16-yl)-1-methyl-, Bromide

39. Vecuronium Bromide [mi]

40. Chembl1200629

41. Dtxsid1023736

42. Vecuronium Bromide [inn]

43. Vecuronium Bromide [jan]

44. Hy-b0118a

45. Vecuronium For System Suitability

46. Vecuronium Bromide [usan]

47. Hms2052i21

48. Hms3715l15

49. Hms3884c15

50. Vecuronium Bromide [vandf]

51. Vecuronium Bromide [mart.]

52. 1-[(1s,2s,4s,5s,7s,10r,11s,13s,14r,15s)-5,14-bis(acetyloxy)-2,15-dimethyl-4-(piperidin-1-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-13-yl]-1-methylpiperidin-1-ium Bromide

53. Bcp06528

54. Vecuronium Bromide (jan/usp/inn)

55. Vecuronium Bromide [usp-rs]

56. Vecuronium Bromide [who-dd]

57. Tox21_112471

58. Akos005145904

59. Akos007930694

60. Tox21_112471_1

61. Ac-2000

62. Ccg-101147

63. Cs-1881

64. Nc00397

65. Nsc 759184

66. Vecuronium Bromide [ep Impurity]

67. Vecuronium Bromide [orange Book]

68. Ncgc00167467-03

69. Vecuronium Bromide [ep Monograph]

70. 1-((2s,3s,5s,8r,9s,10s,13s,14s,16s,17r)-3,17-diacetoxy-10,13-dimethyl-2-(piperidin-1-yl)hexadecahydro-1h-cyclopenta[a]phenanthren-16-yl)-1-methylpiperidin-1-ium Bromide

71. Ds-12625

72. Piperidinium, 1-(3-alpha,17-beta-diacetoxy-2-beta-piperidino-5-alpha-androstan-16-beta-yl)-1-methyl-, Bromide

73. Smr000471625

74. Vecuronium Bromide [usp Monograph]

75. S1405

76. V0120

77. D00767

78. Pancuronium Bromide Impurity, Vecuronium Bromide -

79. Sr-01000763634

80. Pancuronium Bromide Impurity D [ep Impurity]

81. Q-101014

82. Sr-01000763634-3

83. Q27108523

84. Z1551429734

85. Vecuronium Bromide, European Pharmacopoeia (ep) Reference Standard

86. Pancuronium Bromide Impurity, Vecuronium Bromide - [usp Impurity]

87. Vecuronium Bromide, United States Pharmacopeia (usp) Reference Standard

88. 1-(3,17-diacetoxy-2-piperidino-5-androstan-16-yl)-1-methylpiperidinium Bromide

89. Vecuronium Bromide, Pharmaceutical Secondary Standard; Certified Reference Material

90. Vecuronium For Peak Identification, European Pharmacopoeia (ep) Reference Standard

91. Vecuronium For System Suitability, European Pharmacopoeia (ep) Reference Standard

92. (2beta,3alpha,5alpha,16beta,17beta)-3,17-bis(acetyloxy)-16-(1-methylpiperidinium-1-yl)-2-(piperidin-1-yl)androstane Bromide

93. (2beta,3alpha,5alpha,16beta,17beta)-3,17-diacetoxy-16-(1-methylpiperidinium-1-yl)-2-(piperidin-1-yl)androstane Bromide

94. 1-((2s,3s,5s,10s,13s,16s,17r)-3,17-diacetoxy-10,13-dimethyl-2-(piperidin-1-yl)hexadecahydro-1h-cyclopenta[a]phenanthren-16-yl)-1-methylpiperidin-1-ium Bromide

95. 1-((2s,3s,5s,10s,13s,16s,17r)-3,17-diacetoxy-10,13-dimethyl-2-(piperidin-1-yl)hexadecahydro-1h-cyclopenta[a]phenanthren-16-yl)-1-methylpiperidin-1-iumbromide

96. 1-(3.alpha.,17.beta.-dihydroxy-2.beta.-piperidino-5.alpha.-androstan-16.beta.,5.alpha.-yl)-1-methylpiperidinium Bromide, Diacetate

97. 1-[(2beta,3alpha,5alpha,16beta,17beta)-3,17-bis(acetyloxy)-2-(1-piperidinyl)androstan-16-yl]-1-methylpiperidinium Bromide

98. 1-[3alpha,17beta-bis(acetoxy)-2beta-(1-piperidinyl)-5alpha-androstan-16beta-yl]-1-methylpiperidinium Bromide

99. Piperidinium, 1-((2.beta.,3.alpha.,5.alpha.,16.beta.,17.beta.)-3,17-bis(acetyloxy)-2-(1-piperidinyl)androstan-16-yl)-1-methyl-, Bromide

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 637.7 g/mol
Molecular Formula C34H57BrN2O4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Exact Mass636.35017 g/mol
Monoisotopic Mass636.35017 g/mol
Topological Polar Surface Area55.8 Ų
Heavy Atom Count41
Formal Charge0
Complexity958
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameVecuronium bromide
Drug LabelVecuronium Bromide for Injection is a nondepolarizing neuromuscular blocking agent of intermediate duration, chemically designated as 1-(3,17-Dihydroxy-2-piperidino-5- androstan-16,5-yl)-1-methylpiperidinium bromide, diacetate. The struct...
Active IngredientVecuronium bromide
Dosage FormInjectable
RouteInjection
Strength10mg/vial; 20mg/vial
Market StatusPrescription
CompanyBedford; Hospira; Teva Pharms Usa; Sun Pharma Global; Mustafa Nevzat; Agila Speclts

2 of 2  
Drug NameVecuronium bromide
Drug LabelVecuronium Bromide for Injection is a nondepolarizing neuromuscular blocking agent of intermediate duration, chemically designated as 1-(3,17-Dihydroxy-2-piperidino-5- androstan-16,5-yl)-1-methylpiperidinium bromide, diacetate. The struct...
Active IngredientVecuronium bromide
Dosage FormInjectable
RouteInjection
Strength10mg/vial; 20mg/vial
Market StatusPrescription
CompanyBedford; Hospira; Teva Pharms Usa; Sun Pharma Global; Mustafa Nevzat; Agila Speclts

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Neuromuscular Nondepolarizing Agents

Drugs that interrupt transmission at the skeletal neuromuscular junction without causing depolarization of the motor end plate. They prevent acetylcholine from triggering muscle contraction and are used as muscle relaxants during electroshock treatments, in convulsive states, and as anesthesia adjuvants. (See all compounds classified as Neuromuscular Nondepolarizing Agents.)


Nicotinic Antagonists

Drugs that bind to nicotinic cholinergic receptors (RECEPTORS, NICOTINIC) and block the actions of acetylcholine or cholinergic agonists. Nicotinic antagonists block synaptic transmission at autonomic ganglia, the skeletal neuromuscular junction, and at central nervous system nicotinic synapses. (See all compounds classified as Nicotinic Antagonists.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Nondepolarizing Neuromuscular Blocker [EPC]; Neuromuscular Nondepolarizing Blockade [PE]

API Reference Price

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11-Jan-2021
26-Jul-2024
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