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Distigmine Bromide

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Chemistry

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Also known as: 15876-67-2, Ubretid, Ubritil, Distigmini bromidum, Hexamarium, Bromure de distigmine

Molecular Formula

C₂₂H₃₂Br₂N₄O₄

Molecular Weight

576.3 g/mol

InChI Key

GJHSNEVFXQVOHR-UHFFFAOYSA-L

FDA UNII

750F36OP6J

1 2D Structure

Distigmine Bromide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1-methylpyridin-1-ium-3-yl) N-methyl-N-[6-[methyl-(1-methylpyridin-1-ium-3-yl)oxycarbonylamino]hexyl]carbamate;dibromide

2.1.2 InChI

InChI=1S/C22H32N4O4.2BrH/c1-23-13-9-11-19(17-23)29-21(27)25(3)15-7-5-6-8-16-26(4)22(28)30-20-12-10-14-24(2)18-20;;/h9-14,17-18H,5-8,15-16H2,1-4H3;2*1H/q+2;;/p-2

2.1.3 InChI Key

GJHSNEVFXQVOHR-UHFFFAOYSA-L

2.1.4 Canonical SMILES

C[N+]1=CC=CC(=C1)OC(=O)N(C)CCCCCCN(C)C(=O)OC2=C[N+](=CC=C2)C.[Br-].[Br-]

2.2 Other Identifiers

2.2.1 UNII

750F36OP6J

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Distigmine

2. Hexamarium

3. Pyridinium, 3,3'-(1,6-hexanediylbis((methylimino)carbonyl)oxy)bis-1-methyl-, Dibromide

4. Ubretid

2.3.2 Depositor-Supplied Synonyms

1. 15876-67-2

2. Ubretid

3. Ubritil

4. Distigmini Bromidum

5. Hexamarium

6. Bromure De Distigmine

7. Bromuro De Distigmina

8. Distigminebromide

9. Hexamarium Bromide

10. Bc 51

11. Distigmine Dibromide

12. Bc-51

13. 750f36op6j

14. 3,3'-(1,6-hexanediylbis((methylimino)carbonyl)oxy)bis(1-methylpyridinium) Dibromide

15. (1-methylpyridin-1-ium-3-yl) N-methyl-n-[6-[methyl-(1-methylpyridin-1-ium-3-yl)oxycarbonylamino]hexyl]carbamate;dibromide

16. 3,3'-(((hexane-1,6-diylbis(methylazanediyl))bis(carbonyl))bis(oxy))bis(1-methylpyridin-1-ium) Bromide

17. 3-hydroxy-1-methylpyridinium Bromide Hexamethylenebis-(n-methylcarbamate)

18. (1-methylpyridin-1-ium-3-yl) N-methyl-n-[6-[methyl-(1-methylpyridin-1-ium-3-yl)oxycarbonylamino]hexyl]carbamate,dibromide

19. 3,3'-{hexane-1,6-diylbis[(methylcarbamoyl)oxy]}bis(1-methylpyridin-1-ium) Dibromide

20. Distigmini Bromidum [inn-latin]

21. Distigmine Bromide [inn:ban:jan]

22. Bromure De Distigmine [inn-french]

23. Einecs 240-013-0

24. Bromuro De Distigmina [inn-spanish]

25. Adcostigmine

26. Unii-750f36op6j

27. Ubretid (tn)

28. 3-hydroxy-1-methylpyridinium Bromide Hexamethylenebis(methylcarbamate)

29. Schembl148842

30. Distigmine Bromide [mi]

31. Chembl1098285

32. Distigmine Bromide [inn]

33. Distigmine Bromide [jan]

34. Chebi:31512

35. Distigmine Bromide (jp17/inn)

36. Dtxsid60935985

37. Distigmine Bromide [mart.]

38. Bcp16582

39. Distigmine Bromide [who-dd]

40. Mfcd00867188

41. Akos015914117

42. Pyridinium, 3-hydroxy-1-methyl-, Bromide, Hexamethylenebis(methylcarbamate)

43. Ac-8868

44. Pyridinium, 3,3'-(1,6-hexanediylbis((methylimino)carbonyl)oxy)bis-1-methyl-, Dibromide

45. As-74357

46. Sy226319

47. Hy-119577

48. Cs-0070000

49. Ft-0718457

50. C72992

51. D01228

52. A855351

53. Q3277473

54. 3,3'-(1,6-hexanediylbis((methylimino)carbonyl)oxy)bis(1-methylpyridinium)dibromide

55. 3,3'-{hexane-1,6-diylbis[(methylcarbamoyl)oxy]}bis(1-methylpyridinium) Dibromide

56. Hexamethylenebis(n-methylcarbaminoyl-1-methyl-3-hydroxypyridinium Bromide)

57. 1-methyl-3-{[methyl({6-[methyl({[(1-methylpyridin-1-ium-3-yl)oxy]carbonyl})amino]hexyl})carbamoyl]oxy}pyridin-1-ium Dibromide

58. 3,3-(((hexane-1,6-diylbis(methylazanediyl))bis(carbonyl))bis(oxy))bis(1-methylpyridin-1-ium) Bromide

59. Pyridinium, 3,3'-(1,6-hexanediylbis((methylimino)carbonyl)oxy)bis(1-methyl-, Bromide (1:2)

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₃₂Br₂N₄O₄
Molecular Weight	576.3 g/mol
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	11
Exact Mass	576.07698 g/mol
Monoisotopic Mass	574.07903 g/mol
Topological Polar Surface Area	66.8 Å²
Heavy Atom Count	32
Formal Charge	0
Complexity	487
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
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

Cholinesterase Inhibitors

Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system. (See all compounds classified as Cholinesterase Inhibitors.)

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