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Chemistry

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Also known as: 96946-42-8, Nimbex, Cisatracurium besilate, Cisatracurium (besylate), 51w89, Cisatracurium besylate [usan]
Molecular Formula
C65H82N2O18S2
Molecular Weight
1243.5  g/mol
InChI Key
XXZSQOVSEBAPGS-DONVQRBFSA-L
FDA UNII
Y78PS7MEDE

Cisatracurium Besylate
Cisatracurium Besylate is the besylate salt form of cisatracurium, a non-depolarizing skeletal muscle relaxant of the benzylisoquinolinium class, with skeletal muscle relaxing activity. Cisatracurium besylate acts as a competitive acetylcholine antagonist that binds to nicotinic receptors at the neuromuscular junction. This blocks neuromuscular transmission and causes neuromuscular relaxation.
1 2D Structure

Cisatracurium Besylate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
benzenesulfonate;5-[3-[(1R,2R)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-2-ium-2-yl]propanoyloxy]pentyl 3-[(1R,2R)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-2-ium-2-yl]propanoate
2.1.2 InChI
InChI=1S/C53H72N2O12.2C6H6O3S/c1-54(22-18-38-32-48(62-7)50(64-9)34-40(38)42(54)28-36-14-16-44(58-3)46(30-36)60-5)24-20-52(56)66-26-12-11-13-27-67-53(57)21-25-55(2)23-19-39-33-49(63-8)51(65-10)35-41(39)43(55)29-37-15-17-45(59-4)47(31-37)61-6;2*7-10(8,9)6-4-2-1-3-5-6/h14-17,30-35,42-43H,11-13,18-29H2,1-10H3;2*1-5H,(H,7,8,9)/q+2;;/p-2/t42-,43-,54-,55-;;/m1../s1
2.1.3 InChI Key
XXZSQOVSEBAPGS-DONVQRBFSA-L
2.1.4 Canonical SMILES
C[N+]1(CCC2=CC(=C(C=C2C1CC3=CC(=C(C=C3)OC)OC)OC)OC)CCC(=O)OCCCCCOC(=O)CC[N+]4(CCC5=CC(=C(C=C5C4CC6=CC(=C(C=C6)OC)OC)OC)OC)C.C1=CC=C(C=C1)S(=O)(=O)[O-].C1=CC=C(C=C1)S(=O)(=O)[O-]
2.1.5 Isomeric SMILES
C[N@@+]1(CCC2=CC(=C(C=C2[C@H]1CC3=CC(=C(C=C3)OC)OC)OC)OC)CCC(=O)OCCCCCOC(=O)CC[N@+]4(CCC5=CC(=C(C=C5[C@H]4CC6=CC(=C(C=C6)OC)OC)OC)OC)C.C1=CC=C(C=C1)S(=O)(=O)[O-].C1=CC=C(C=C1)S(=O)(=O)[O-]
2.2 Other Identifiers
2.2.1 UNII
Y78PS7MEDE
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 51w89

2. Cisatracurium

3. Cisatracurium Besilate

4. Nimbex

2.3.2 Depositor-Supplied Synonyms

1. 96946-42-8

2. Nimbex

3. Cisatracurium Besilate

4. Cisatracurium (besylate)

5. 51w89

6. Cisatracurium Besylate [usan]

7. Cisatracurium (as Besilate)

8. 80ys8o1mbs

9. Cisatracurium Besilate [inn]

10. Chebi:3721

11. (1r,1'r,2r,2'r)-2,2'-((pentane-1,5-diylbis(oxy))bis(3-oxopropane-3,1-diyl))bis(1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-2-ium) Benzenesulfonate

12. 96946-42-8 (besylate)

13. (1r,2r)-2-(2-carboxyethyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-veratrylisoquinolinium Benzenesulfonate, Pentamethylene Ester

14. (1r-cis,1'r-cis)-atracurium Besylate

15. 51-w89

16. 51w-89

17. 51-w-89

18. Cisatracurium Besilate (inn)

19. Nimbex Preservative Free

20. Cis-atracurium Besylate

21. Unii-80ys8o1mbs

22. Nimbium

23. Atracurium Besylate 1r-cis,1r'-cis Form

24. Nimbex Forte

25. Ncgc00017127-01

26. Cas-64228-81-5

27. Nimbex (tn)

28. Cisatracurium Besylate Preservative Free

29. Cis-atracurium Besilate

30. Isoquinolinium,2,2'-[1,5-pentanediylbis[oxy(3-oxo-3,1-propanediyl)]]bis[1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-,(1r,1'r,2r,2'r)-, Dibenzenesulfonate

31. Y78ps7mede

32. Schembl40669

33. Cisatracurium Besylate (usp)

34. Cisatracurium Dibenzenesulfonate

35. Cisatracurium Besylate (nimbex)

36. Chembl1200641

37. Cisatracurium Besylate (~90%)

38. Dtxsid10895045

39. Hms3715p04

40. Hms3884l07

41. Cisatracurium Besylate [mi]

42. Benzenesulfonate;5-[3-[(1r,2r)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1h-isoquinolin-2-ium-2-yl]propanoyloxy]pentyl 3-[(1r,2r)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1h-isoquinolin-2-ium-2-yl]propanoate

43. Ex-a2646

44. Mfcd00871018

45. S2113

46. Cisatracurium Besylate [vandf]

47. Akos026750111

48. Cisatracurium Besilate [mart.]

49. Ccg-221271

50. Cisatracurium Besilate [who-dd]

51. Cisatracurium Besylate [usp-rs]

52. (1r,2r,1'r,2'r)-atracurium Besylate

53. Bs-17985

54. Hy-13596

55. Isoquinolinium, 2,2'-(1,5-pentanediylbis(oxy(3-oxo-3,1-propanediyl)))bis(1-((3,4-dimethoxyphenyl)methyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-, Dibenzenesulfonate, (1r-(1alpha,2alpha(1'r(sup *),2'r(sup *))))-

56. Cisatracurium Besylate [orange Book]

57. Cisatracurium Besilate [ep Monograph]

58. Sw222230-1

59. Cisatracurium Besylate [usp Monograph]

60. 51 W89

61. D00759

62. Q267669

63. W-60404

64. Z2216208615

65. Atracurium Besylate, (1r,1'r,2r,2'r)-(+/-)-

66. Cisatracurium Besilate, Europepharmacopoeia (ep) Reference Standard

67. Cisatracurium Besylate, United States Pharmacopeia (usp) Reference Standard

68. Cisatracurium For Peak Identification, Europepharmacopoeia (ep) Reference Standard

69. Cisatracurium For System Suitability, Europepharmacopoeia (ep) Reference Standard

70. (1r,1'r,2r,2'r)-2,2'-((pentane-1,5-diylbis(oxy))bis(3-oxopropane-3,1-diyl))bis(1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-2-ium)benzenesulfonate

71. (1r,2r)-1-[(3,4-dimethoxyphenyl)methyl]-2-(3-{[5-({3-[(1r,2r)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-2-ium-2-yl]propanoyl}oxy)pentyl]oxy}-3-oxopropyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-2-ium Dibenzenesulfonate

72. (1r,2r,1'r,2'r)-2,2'-{pentane-1,5-diylbis[oxy(3-oxopropane-3,1-diyl)]}bis[1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinium] Bisbenzenesulfonate

73. (1r-cis,1'r-cis)-2,2'-{pentane-1,5-diylbis[oxy(3-oxopropane-3,1-diyl)]}bis[1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinium] Bisbenzenesulfonate

74. Isoquinolinium, 2,2'-(1,5-pentanediylbis(oxy(3-oxo-3,1-propanediyl)))bis(1-((3,4-dimethoxyphenyl)methyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-, (1r,1'r,2r,2'r)-, Benzenesulfonate (1:2)

75. Isoquinolinium, 2,2'-(1,5-pentanediylbis(oxy(3-oxo-3,1-propanediyl)))bis(1-((3,4-dimethoxyphenyl)methyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-, (1r,1'r,2r,2'r)-, Dibenzenesulfonate

76. Isoquinolinium, 2,2'-(1,5-pentanediylbis(oxy(3-oxo-3,1-propanediyl)))bis(1-((3,4-dimethoxyphenyl)methyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-, (1r,1'r,2r,2'r)-rel, Dibenzenesulfonate

77. Isoquinolinium, 2,2'-(1,5-pentanediylbis(oxy(3-oxo-3,1-propanediyl)))bis(1-((3,4-dimethoxyphenyl)methyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-, Dibenzenesulfonate, (1r-(1.alpha.,2.alpha.(1'r*,2'r*)))-

78. Isoquinolinium, 2,2'-(1,5-pentanediylbis(oxy(3-oxo-3,1-propanediyl)))bis(1-((3,4-dimethoxyphenyl)methyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-, Dibenzenesulphonate, (1r-(1.alpha.,2.alpha.(1'r*,2'r*)))-

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 1243.5 g/mol
Molecular Formula C65H82N2O18S2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count18
Rotatable Bond Count26
Exact Mass1242.50040612 g/mol
Monoisotopic Mass1242.50040612 g/mol
Topological Polar Surface Area258 Ų
Heavy Atom Count87
Formal Charge0
Complexity1560
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Drug and Medication Information
4.1 Drug Information
1 of 6  
Drug NameCisatracurium besylate
Active IngredientCisatracurium besylate
Dosage FormInjectable
RouteInjection
Strengtheq 2mg base/ml
Market StatusPrescription
CompanySandoz

2 of 6  
Drug NameNimbex
Drug LabelNIMBEX (cisatracurium besylate) is a nondepolarizing skeletal muscle relaxant for intravenous administration. Compared to other neuromuscular blocking agents, it is intermediate in its onset and duration of action. Cisatracurium besylate is one of 10...
Active IngredientCisatracurium besylate
Dosage FormInjectable
RouteInjection
Strengtheq 2mg base/ml
Market StatusPrescription
CompanyAbbvie

3 of 6  
Drug NameNimbex preservative free
Drug LabelCisatracurium besylate is a nondepolarizing skeletal muscle relaxant for intravenous administration. Compared to other neuromuscular blocking agents, it is intermediate in its onset and duration of action. Cisatracurium besylate is one of 10isomers...
Active IngredientCisatracurium besylate
Dosage FormInjectable
RouteInjection
Strengtheq 2mg base/ml; eq 10mg base/ml
Market StatusPrescription
CompanyAbbvie

4 of 6  
Drug NameCisatracurium besylate
Active IngredientCisatracurium besylate
Dosage FormInjectable
RouteInjection
Strengtheq 2mg base/ml
Market StatusPrescription
CompanySandoz

5 of 6  
Drug NameNimbex
Drug LabelNIMBEX (cisatracurium besylate) is a nondepolarizing skeletal muscle relaxant for intravenous administration. Compared to other neuromuscular blocking agents, it is intermediate in its onset and duration of action. Cisatracurium besylate is one of 10...
Active IngredientCisatracurium besylate
Dosage FormInjectable
RouteInjection
Strengtheq 2mg base/ml
Market StatusPrescription
CompanyAbbvie

6 of 6  
Drug NameNimbex preservative free
Drug LabelCisatracurium besylate is a nondepolarizing skeletal muscle relaxant for intravenous administration. Compared to other neuromuscular blocking agents, it is intermediate in its onset and duration of action. Cisatracurium besylate is one of 10isomers...
Active IngredientCisatracurium besylate
Dosage FormInjectable
RouteInjection
Strengtheq 2mg base/ml; eq 10mg base/ml
Market StatusPrescription
CompanyAbbvie

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Neuromuscular Blocking Agents

Drugs that interrupt transmission of nerve impulses at the skeletal neuromuscular junction. They can be of two types, competitive, stabilizing blockers (NEUROMUSCULAR NONDEPOLARIZING AGENTS) or noncompetitive, depolarizing agents (NEUROMUSCULAR DEPOLARIZING AGENTS). Both prevent acetylcholine from triggering the muscle contraction and they are used as anesthesia adjuvants, as relaxants during electroshock, in convulsive states, etc. (See all compounds classified as Neuromuscular Blocking Agents.)


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

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K","customer":"ASPIRO PHARMA","customerCountry":"INDIA","quantity":"1.90","actualQuantity":"1.9","unit":"KGS","unitRateFc":"49000","totalValueFC":"94168","currency":"USD","unitRateINR":"4142950","date":"27-Jul-2024","totalValueINR":"7871605","totalValueInUsd":"94168","indian_port":"Hyderabad Air","hs_no":"29334900","bill_no":"4724317","productDescription":"API","marketType":"REGULATED MARKET","country":"ITALY","selfForZScoreResived":"Pharma Grade","supplierPort":"NEW YORK - JOHN F. K","supplierAddress":"1575 MCGRATHIANA PKWY LEXINGTON, KY, 40511SDNF United States","customerAddress":"HETERO HOUSE,"}]
06-Jan-2021
27-Jul-2024
KGS
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country Total Quantity
(KGS)
Average Price
(USD/KGS)
Number of Transactions

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