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Chemistry

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Also known as: 119302-91-9, Zemuron, Esmeron, Rocuronium (bromide), Org 9426, Org-9426
Molecular Formula
C32H53BrN2O4
Molecular Weight
609.7  g/mol
InChI Key
OYTJKRAYGYRUJK-FMCCZJBLSA-M
FDA UNII
I65MW4OFHZ

Rocuronium Bromide
An androstanol non-depolarizing neuromuscular blocking agent. It has a mono-quaternary structure and is a weaker nicotinic antagonist than PANCURONIUM.
1 2D Structure

Rocuronium Bromide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(2S,3S,5S,8R,9S,10S,13S,14S,16S,17R)-3-hydroxy-10,13-dimethyl-2-morpholin-4-yl-16-(1-prop-2-enylpyrrolidin-1-ium-1-yl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate;bromide
2.1.2 InChI
InChI=1S/C32H53N2O4.BrH/c1-5-14-34(15-6-7-16-34)28-20-26-24-9-8-23-19-29(36)27(33-12-17-37-18-13-33)21-32(23,4)25(24)10-11-31(26,3)30(28)38-22(2)35;/h5,23-30,36H,1,6-21H2,2-4H3;1H/q+1;/p-1/t23-,24+,25-,26-,27-,28-,29-,30-,31-,32-;/m0./s1
2.1.3 InChI Key
OYTJKRAYGYRUJK-FMCCZJBLSA-M
2.1.4 Canonical SMILES
CC(=O)OC1C(CC2C1(CCC3C2CCC4C3(CC(C(C4)O)N5CCOCC5)C)C)[N+]6(CCCC6)CC=C.[Br-]
2.1.5 Isomeric SMILES
CC(=O)O[C@H]1[C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(C[C@@H]([C@H](C4)O)N5CCOCC5)C)C)[N+]6(CCCC6)CC=C.[Br-]
2.2 Other Identifiers
2.2.1 UNII
I65MW4OFHZ
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1-(17-(acetoyl)-3-hydroxy-2-(4-morpholinyl)androstan-16-yl)-1-(2-propenyl)pyrrolidinium

2. Androstane-3,17-diol, 2-(4-morpholinyl)-16-(1-(2-propen-1-yl)-1-pyrrolidiniumyl)-, 17-acetate, (2beta,3alpha,5alpha,16beta,17beta)-

3. Esmeron

4. Esmerone

5. Org 9426

6. Org-9426

7. Org9426

8. Pyrrolidinium, 1-((2beta,3alpha,5alpha,16beta,17beta)-17-(acetyloxy)-3-hydroxy-2-(4-morpholinyl)androstan-16-yl)-1-(2-propenyl)-, Bromide

9. Rocuronium

10. Zemuron

2.3.2 Depositor-Supplied Synonyms

1. 119302-91-9

2. Zemuron

3. Esmeron

4. Rocuronium (bromide)

5. Org 9426

6. Org-9426

7. Chebi:8885

8. I65mw4ofhz

9. 1-allyl-1-(3alpha,17beta-dihydroxy-2beta-morpholino-5alpha-androstan-16beta-yl)pyrrolidinium Bromide, 17-acetate

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

11. Pyrrolidinium, 1-[(2beta,3alpha,5alpha,16beta,17beta)-17-(acetyloxy)-3-hydroxy-2-(4-morpholinyl)androstan-16-yl]-1-(2-propenyl)-, Bromide

12. Rocuronium Hydrobromide

13. 1-[17b-(acetyloxy)-3a-hydroxy-2b-(4-morpholinyl)-5a-androstan-16b-yl]-1-(2-propenyl)pyrrolidinium Bromide

14. Pyrrolidinium, 1-((2beta,3alpha,5alpha,16beta,17beta)-17-(acetyloxy)-3-hydroxy-2-(4-morpholinyl)androstan-16-yl)-1-(2-propenyl)-, Bromide

15. Ncgc00167433-01

16. Unii-i65mw4ofhz

17. Org9426

18. Eslax

19. Rocuroniumbromide

20. Zemuron (tn)

21. Mfcd00867768

22. Rocuronium Bromide [usan:usp:inn:ban]

23. Rocuronium Bromide - Ep

24. Dsstox_cid_3566

25. Org 9426 (bromide)

26. Dsstox_rid_77083

27. Dsstox_gsid_23566

28. Schembl41320

29. (+)-rocuronium Bromide

30. Rocuronium Bromide [mi]

31. Chembl1200648

32. Dtxsid7023566

33. Rocuronium Bromide [inn]

34. Rocuronium Bromide [jan]

35. Rocuronium Bromide [usan]

36. Hms3884o13

37. Rocuronium Bromide [vandf]

38. Rocuronium Bromide [mart.]

39. Rocuronium Bromide (jan/usp/inn)

40. Rocuronium Bromide [usp-rs]

41. Rocuronium Bromide [who-dd]

42. Tox21_112437

43. Bdbm50248153

44. S1397

45. Akos025149635

46. Ac-2004

47. Ccg-270222

48. Cs-1467

49. Rocuronium Bromide [orange Book]

50. Rocuronium Bromide [ep Monograph]

51. 1-((2s,3s,5s,8r,9s,10s,13s,14s,16s,17r)-17-acetoxy-3-hydroxy-10,13-dimethyl-2-morpholinohexadecahydro-1h-cyclopenta[a]phenanthren-16-yl)-1-allylpyrrolidin-1-ium Bromide

52. 111ge014

53. As-13323

54. Br177300

55. Hy-17440

56. Rocuronium Bromide [usp Monograph]

57. Bcp0726000028

58. Cas-119302-91-9

59. R0099

60. D00765

61. Q-101010

62. Q27108171

63. Rocuronium Bromide, >=98% (perchloric Acid Titration)

64. Rocuronium Bromide, European Pharmacopoeia (ep) Reference Standard

65. Rocuronium Bromide, United States Pharmacopeia (usp) Reference Standard

66. Rocuronium For Peak Identification, European Pharmacopoeia (ep) Reference Standard

67. (2beta,3alpha,5alpha,16beta,17beta)-17-(acetyloxy)-3-hydroxy-2-morpholin-4-yl-16-(1-prop-2-en-1-ylpyrrolidinium-1-yl)androstane Bromide

68. 1-((2s,3s,8r,9s,10s,13s,14s,16s,17r)-17-acetoxy-3-hydroxy-10,13-dimethyl-2-morpholinohexadecahydro-1h-cyclopenta[a]phenanthren-16-yl)-1-allylpyrrolidinium Bromide

69. 1-[(2beta,3alpha,5alpha,16beta,17beta)-17-acetyloxy-3-hydroxy-2-(4-morpholinyl)-androstan-16-yl]-1(2-propenyl)pyrrolidinium Bromide

70. 1-[17beta-acetyloxy-3alpha-hydroxy-2beta-(4-morpholinyl)-5alpha-androstan-16beta-yl]-1-(2-propenyl)pyrrolidinium Bromide

71. 1-allyl-1-(3.alpha.,17.beta.-dihydroxy-2.beta.-morpholino-5.alpha.-androstan-16.beta.-yl)pyrrolidinium Bromide, 17-acetate

72. 17beta-(acetyloxy)-3alpha-hydroxy-2beta-(morpholin-4-yl)-16beta-[1-(prop-2-en-1-yl)pyrrolidinium-1-yl]-5alpha-androstane

73. 17beta-acetoxy-16beta-(1-allylpyrrolidinium-1-yl)-3alpha-hydroxy-2beta-(morpholin-4-yl)-5alphaandrostane

74. Pyrrolidinium, 1-((2.beta.,3.alpha.,5.alpha.,16.beta.,17.beta.)-17-(acetyloxy)-3-hydroxy-2-(4-morpholinyl)androstan-16-yl)-1-(2-propenyl)-, Bromide

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 609.7 g/mol
Molecular Formula C32H53BrN2O4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Exact Mass608.31887 g/mol
Monoisotopic Mass608.31887 g/mol
Topological Polar Surface Area59 Ų
Heavy Atom Count39
Formal Charge0
Complexity898
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 4  
Drug NameRocuronium bromide
PubMed HealthRocuronium (Injection)
Drug ClassesMusculoskeletal Agent
Drug LabelRocuronium bromide injection is a nondepolarizing neuromuscular blocking agent with a rapid to intermediate onset depending on dose and intermediate duration. Rocuronium bromide USP is chemically designated as 1-[17-(acetyloxy)-3-hydroxy-2-(4-m...
Active IngredientRocuronium bromide
Dosage FormInjectable
RouteInjection
Strength50mg/5ml (10mg/ml); 100mg/10ml (10mg/ml)
Market StatusPrescription
CompanySagent Strides; Hospira; Sandoz; Teva Pharms; Fresenius Kabi Usa; Tamarang; Mylan Institutional

2 of 4  
Drug NameZemuron
Drug LabelZEMURON (rocuronium bromide) injection is a nondepolarizing neuromuscular blocking agent with a rapid to intermediate onset depending on dose and intermediate duration. Rocuronium bromide is chemically designated as 1-[17-(acetyloxy)-3-hydroxy-2...
Active IngredientRocuronium bromide
Dosage FormInjectable
RouteInjection
Strength50mg/5ml (10mg/ml); 100mg/10ml (10mg/ml)
Market StatusPrescription
CompanyOrganon Usa

3 of 4  
Drug NameRocuronium bromide
PubMed HealthRocuronium (Injection)
Drug ClassesMusculoskeletal Agent
Drug LabelRocuronium bromide injection is a nondepolarizing neuromuscular blocking agent with a rapid to intermediate onset depending on dose and intermediate duration. Rocuronium bromide USP is chemically designated as 1-[17-(acetyloxy)-3-hydroxy-2-(4-m...
Active IngredientRocuronium bromide
Dosage FormInjectable
RouteInjection
Strength50mg/5ml (10mg/ml); 100mg/10ml (10mg/ml)
Market StatusPrescription
CompanySagent Strides; Hospira; Sandoz; Teva Pharms; Fresenius Kabi Usa; Tamarang; Mylan Institutional

4 of 4  
Drug NameZemuron
Drug LabelZEMURON (rocuronium bromide) injection is a nondepolarizing neuromuscular blocking agent with a rapid to intermediate onset depending on dose and intermediate duration. Rocuronium bromide is chemically designated as 1-[17-(acetyloxy)-3-hydroxy-2...
Active IngredientRocuronium bromide
Dosage FormInjectable
RouteInjection
Strength50mg/5ml (10mg/ml); 100mg/10ml (10mg/ml)
Market StatusPrescription
CompanyOrganon Usa

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.)


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

M - Musculo-skeletal system

M03 - Muscle relaxants

M03A - Muscle relaxants, peripherally acting agents

M03AC - Other quaternary ammonium compounds

M03AC09 - Rocuronium bromide


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