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Pipecuronium

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ACTIVE PHARMA INGREDIENTS

1 API Suppliers, 1 USDMF

1 API Suppliers
1 USDMF

FINISHED DOSAGE FORMULATIONS

1 FDF Dossiers, 1 FDA Orange Book

1 FDF Dossiers
1 FDA Orange Book

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1 APIs, 1 FDF Dossiers

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1 APIs
1 FDF Dossiers

Synopsis

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Chemistry

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Also known as: 52212-02-9, Pipecurium bromide, Arduan, Rgh-1106, Rgh 1106, R6zty81re1

Molecular Formula

C₃₅H₆₂Br₂N₄O₄

Molecular Weight

762.7 g/mol

InChI Key

TXWBOBJCRVVBJF-YTGGZNJNSA-L

FDA UNII

R6ZTY81RE1

A piperazinyl androstane derivative which is a non-depolarizing neuromuscular blocking agent (NEUROMUSCULAR NONDEPOLARIZING AGENTS). It is used as a muscle relaxant during ANESTHESIA and surgical procedures.

1 2D Structure

Pipecuronium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(2S,3S,5S,8R,9S,10S,13S,14S,16S,17R)-17-acetyloxy-2,16-bis(4,4-dimethylpiperazin-4-ium-1-yl)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate;dibromide

2.1.2 InChI

InChI=1S/C35H62N4O4.2BrH/c1-24(40)42-32-21-26-9-10-27-28(35(26,4)23-31(32)37-15-19-39(7,8)20-16-37)11-12-34(3)29(27)22-30(33(34)43-25(2)41)36-13-17-38(5,6)18-14-36;;/h26-33H,9-23H2,1-8H3;2*1H/q+2;;/p-2/t26-,27+,28-,29-,30-,31-,32-,33-,34-,35-;;/m0../s1

2.1.3 InChI Key

TXWBOBJCRVVBJF-YTGGZNJNSA-L

2.1.4 Canonical SMILES

CC(=O)OC1CC2CCC3C(C2(CC1N4CC[N+](CC4)(C)C)C)CCC5(C3CC(C5OC(=O)C)N6CC[N+](CC6)(C)C)C.[Br-].[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]1N4CC[N+](CC4)(C)C)C)CC[C@]5([C@H]3C[C@@H]([C@@H]5OC(=O)C)N6CC[N+](CC6)(C)C)C.[Br-].[Br-]

2.2 Other Identifiers

2.2.1 UNII

R6ZTY81RE1

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Arduan

2. Bromide, Pipecurium

3. Bromide, Pipecuronium

4. Dibromide Pipecuronium

5. Dibromide, Dihydrate Pipecuronium

6. Dihydrate Pipecuronium Dibromide

7. Pipecurium

8. Pipecurium Bromide

9. Pipecuronium

10. Pipecuronium Dibromide, (16 Alpha)-isomer

11. Pipecuronium Dibromide, (17 Alpha)-isomer

12. Pipecuronium Dibromide, (3 Beta)-isomer

13. Pipecuronium Dibromide, Dihydrate

14. Pipecuronium, Dibromide

15. Rgh 1106

16. Rgh-1106

17. Rgh1106

2.3.2 Depositor-Supplied Synonyms

1. 52212-02-9

2. Pipecurium Bromide

3. Arduan

4. Rgh-1106

5. Rgh 1106

6. R6zty81re1

7. Pipecuronium Bromide Anhydrous

8. Pipecuronium (bromide)

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

10. Pipecuronium Bromide Hydrate

11. Pipecuronio Bromuro [spanish]

12. Einecs 257-740-4

13. Unii-r6zty81re1

14. Pipecuronium Bromide [usan:inn:ban]

15. Ncgc00182708-01

16. Dsstox_cid_3478

17. Dsstox_rid_77044

18. Dsstox_gsid_23478

19. Schembl42154

20. 4,4'-(3alpha,17beta-dihydroxy-5alpha-androstan-2beta,16beta-ylene)bis(1,1-dimethylpiperazinium)dibromide, Diacetate (ester)

21. Chebi:8231

22. Pipecurium Bromide [mi]

23. Chembl1200722

24. Dtxsid8023478

25. Hy-b0743a

26. Tqp0582

27. Pipecuronium Bromide [inn]

28. Pipecuronium Bromide [jan]

29. Pipecuronium Bromide [usan]

30. Pipecuronium Bromide [vandf]

31. Tox21_113014

32. Pipecuronium Bromide [mart.]

33. Akos037653998

34. Pipecuronium Bromide (jan/usan/inn)

35. Ks-1465

36. 4,4'-((2beta,3alpha,5alpha,16beta,17beta)-3,17-bis(acetoxy)androstane-2,16-diyl)bis(1,1-dimethylpiperazinium) Dibromide

37. Pipecuronium Bromide [orange Book]

38. Piperazinium, 4,4'-((2beta,3alpha,5alpha,16beta,17beta)-3,17-bis(acetyloxy)androstane-2,16-diyl)bis(1,1-dimethyl-, Dibromide

39. Piperazinium, 4,4'-(3,17-dihydroxyandrostan-2,16-diyl)bis(1,1-dimethyl-, Dibromide, Diacetate

40. Cas-52212-02-9

41. Cs-0009634

42. D00764

43. A828983

44. Q-101016

45. Q4363210

46. (2beta,3alpha,5alpha,16beta,17beta)-3,17-bis(acetyloxy)-2,16-bis(4,4-dimethylpiperazin-4-ium-1-yl)androstane Dibromide

47. 4,4'-((2beta,3alpha,5alpha,16beta,17beta)-3,17-bis(acetyloxy)androstane-2,16-diyl)bis(1,1-dimethyl-piperazinium) Dibromide

48. 4,4'-((2beta,3alpha,5alpha,16beta,17beta)-3,17-bis(acetyloxy)androstane-2,16-diyl)bis(1,1-dimethyl-piperazinium)dibromide

49. 4,4'-(3.alpha.,17.beta.-dihydroxy-5.alpha.-androstan-2.beta.,16.beta.-ylene)bis(1,1-dimethylpiperazinium)dibromide, Diacetate (ester)

50. 4,4\'-((2beta,3alpha,5alpha,16beta,17beta)-3,17-bis(acetyloxy)androstane-2,16-diyl)bis(1,1-dimethyl-piperazinium) Dibromide

51. Piperazinium, 4,4'-((2.beta.,3.alpha.,5.alpha.,16.beta.,17.beta.)-3,17-bis(acetyloxy)androstane-2,16-diyl)bis(1,1-dimethyl-, Dibromide

52. Piperazinium, 4,4'-[(2

53. A,3

54. A,5

55. A,16

56. A,17

57. A)-3,17-bis(acetyloxy)androstane-2,16-diyl]bis[1,1-dimethyl-, Dibromide (9ci)

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₃₅H₆₂Br₂N₄O₄
Molecular Weight	762.7 g/mol
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	6
Exact Mass	762.31173 g/mol
Monoisotopic Mass	760.31378 g/mol
Topological Polar Surface Area	59.1 Å²
Heavy Atom Count	45
Formal Charge	0
Complexity	1060
Isotope Atom Count	0
Defined Atom Stereocenter Count	10
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

4 Pharmacology and Biochemistry

4.1 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.)

4.2 ATC Code

M - Musculo-skeletal system

M03 - Muscle relaxants

M03A - Muscle relaxants, peripherally acting agents

M03AC - Other quaternary ammonium compounds

M03AC06 - Pipecuronium bromide

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