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    Vecuronium Bromide

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

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    2D Structure
    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
    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

    2D Structure

    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]