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AMMONIUM, (OXALYLBIS(IMINOETHYLENE))BIS((o-CHLOROBENZYL)DIETHYL-, DICHLORIDE

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Chemistry

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Also known as: Ambenonium dichloride, 115-79-7, Mytelase, Ambenonii chloridum, Ambestigmin chloride, Cloruro de ambenonio

Molecular Formula

C₂₈H₄₂Cl₄N₄O₂

Molecular Weight

608.5 g/mol

InChI Key

DXUUXWKFVDVHIK-UHFFFAOYSA-N

FDA UNII

51FOB87G3I

A quaternary ammonium compound that is an inhibitor of cholinesterase activity with actions similar to those of NEOSTIGMINE, but of longer duration. Ambenonium is given by mouth in the treatment of myasthenia gravis. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1112)

1 2D Structure

Ambenonium Chloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2-chlorophenyl)methyl-[2-[[2-[2-[(2-chlorophenyl)methyl-diethylazaniumyl]ethylamino]-2-oxoacetyl]amino]ethyl]-diethylazanium;dichloride

2.1.2 InChI

InChI=1S/C28H40Cl2N4O2.2ClH/c1-5-33(6-2,21-23-13-9-11-15-25(23)29)19-17-31-27(35)28(36)32-18-20-34(7-3,8-4)22-24-14-10-12-16-26(24)30;;/h9-16H,5-8,17-22H2,1-4H3;2*1H

2.1.3 InChI Key

DXUUXWKFVDVHIK-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC[N+](CC)(CCNC(=O)C(=O)NCC[N+](CC)(CC)CC1=CC=CC=C1Cl)CC2=CC=CC=C2Cl.[Cl-].[Cl-]

2.2 Other Identifiers

2.2.1 UNII

51FOB87G3I

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Chloride, Ambenonium

2. Mytelase

2.3.2 Depositor-Supplied Synonyms

1. Ambenonium Dichloride

2. 115-79-7

3. Mytelase

4. Ambenonii Chloridum

5. Ambestigmin Chloride

6. Cloruro De Ambenonio

7. Chlorure D'ambenonium

8. Ambenonium (chloride)

9. Ai3-22370

10. (oxalylbis(iminoethylene))bis((o-chlorobenzyl)diethylammonium) Dichloride

11. 51fob87g3i

12. Chebi:2628

13. Chembl1200541

14. N,n'-bis(2-diethylaminoethyl)oxamide Bis(2-chlorobenzyl Chloride)

15. Ammonium, (oxalylbis(iminoethylene))bis((o-chlorobenzyl)diethyl-, Dichloride

16. Misuran

17. Mysuran

18. Oksazil

19. Oxamizil

20. Oxazylum

21. Oxazil

22. Oxazyl

23. Dsstox_cid_2582

24. Dsstox_rid_76642

25. Dsstox_gsid_22582

26. Benzenemethanaminium, N,n'-((1,2-dioxo-1,2-ethanediyl)bis(imino-2,1-ethanediyl))bis(2-chloro-n,n-diethyl-, Dichloride

27. N,n'-oxalylbis(n-2-aminoethyl-n-2-chlorobenzyldiethylammonium) Dichloride

28. (2-chlorophenyl)methyl-[2-[[2-[2-[(2-chlorophenyl)methyl-diethylazaniumyl]ethylamino]-2-oxoacetyl]amino]ethyl]-diethylazanium;dichloride

29. Cas-115-79-7

30. Win 8077

31. Ambenonii Chloridum [inn-latin]

32. Ncgc00163221-01

33. Chlorure D'ambenonium [inn-french]

34. Cloruro De Ambenonio [inn-spanish]

35. Einecs 204-107-5

36. Unii-51fob87g3i

37. Mytelase (tn)

38. Ambenonium Chloride [usp:inn:ban:jan]

39. N,n'-bis(2-diethylaminoethyl)oxamid Bis-2-chlorbenzyl Chlorid

40. (oxalylbis(iminoethylen))bis(2-chlorbenzyl)diethylammonium Chlorid)

41. Schembl133487

42. Ambenonium Chloride [mi]

43. Dtxsid3022582

44. Ambenonium Chloride [inn]

45. Ambenonium Chloride [jan]

46. Ambenonium Chloride (jp17/inn)

47. Hms3266k15

48. Hms3414f07

49. Hms3678f07

50. Ambenonium Chloride [vandf]

51. Tox21_112030

52. Ambenonium Chloride [who-dd]

53. Akos024457845

54. Tox21_112030_1

55. Ambenonium Chloride [orange Book]

56. Ncgc00024567-03

57. Hy-100919

58. B6286

59. Cs-0020589

60. D01001

61. Sr-01000597958

62. Sr-01000597958-1

63. Q27105751

64. 2,2'-[(1,2-dioxoethane-1,2-diyl)diimino]bis[n-(2-chlorobenzyl)-n,n-diethylethanaminium] Dichloride

65. 2,2'-[(1,2-dioxoethane-1,2-diyl)diimino]bis{n-[(2-chlorophenyl)methyl]-n,n-diethylethanaminium} Dichloride

66. N,n'-[(1,2-dioxo-1,2-ethanediyl)bis( Imino-2,1-ethanediyl)]bis(2-chloro-n,n-diethylbenz Enemethaminium) Dichloride

67. N,n'-[(1,2-dioxo-1,2-ethanediyl)bis(imino-2,1-ethanediyl)]bis(2-chloro-n,n-diethylbenzenemethaminium) Dichloride

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₈H₄₂Cl₄N₄O₂
Molecular Weight	608.5 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	14
Exact Mass	608.203237 g/mol
Monoisotopic Mass	606.206187 g/mol
Topological Polar Surface Area	58.2 Å²
Heavy Atom Count	38
Formal Charge	0
Complexity	614
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

Parasympathomimetics

Drugs that mimic the effects of parasympathetic nervous system activity. Included here are drugs that directly stimulate muscarinic receptors and drugs that potentiate cholinergic activity, usually by slowing the breakdown of acetylcholine (CHOLINESTERASE INHIBITORS). Drugs that stimulate both sympathetic and parasympathetic postganglionic neurons (GANGLIONIC STIMULANTS) are not included here. (See all compounds classified as Parasympathomimetics.)

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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