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CHEMISTRY
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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Amitriptyline n-oxide, Equilibrin, 4317-14-0, Ambivalon, Amitriptyline-n-oxide, Amitriptylinoxide [inn]

Molecular Formula

C₂₀H₂₃NO

Molecular Weight

293.4 g/mol

InChI Key

ZPMKQFOGINQDAM-UHFFFAOYSA-N

FDA UNII

TYR2U59WMA

Amitriptylinoxide has been used in trials studying Major Depression.

1 2D Structure

Amitriptylinoxide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N,N-dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylidene)propan-1-amine oxide

2.1.2 InChI

InChI=1S/C20H23NO/c1-21(2,22)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20/h3-6,8-12H,7,13-15H2,1-2H3

2.1.3 InChI Key

ZPMKQFOGINQDAM-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C[N+](C)(CCC=C1C2=CC=CC=C2CCC3=CC=CC=C31)[O-]

2.2 Other Identifiers

2.2.1 UNII

TYR2U59WMA

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Amioxid-neuraxpharm

2. Amitriptyline N-oxide

3. Equilibrin

2.3.2 Depositor-Supplied Synonyms

1. Amitriptyline N-oxide

2. Equilibrin

3. 4317-14-0

4. Ambivalon

5. Amitriptyline-n-oxide

6. Amitriptylinoxide [inn]

7. Amitriptyline Oxide

8. Tyr2u59wma

9. 1-propanamine, 3-(10,11-dihydro-5h-dibenzo(a,d)cyclohepten-5-ylidene)-n,n-dimethyl-n-oxide

10. 10,11-dihydro-n,n-dimethyl-5h-dibenzo(a,d)cycloheptene-delta(sup 5,gamma)-propylamine N-oxide

11. J9.621k

12. Amitriptylinoxide (inn)

13. Nsc176555

14. Amitriptilinoxido

15. Amitriptylinoxyde

16. Amitriptylinoxidum

17. Amitriptylinoxidum [inn-latin]

18. Amitriptylinoxyde [inn-french]

19. Amitriptilinoxido [inn-spanish]

20. Unii-tyr2u59wma

21. Brn 2385442

22. Amitriptylinoxid

23. Chembl627

24. Ncistruc1_001927

25. Ncistruc2_001301

26. 10,11-dihydro-n,n-dimethyl-5h-dibenzo(a,d)cycloheptene-delta5,gamma-propylamine-n-oxide

27. 3-(10,11-dihydro-5h-dibenzo(a,d)cyclohepten-5-yliden)-n,n-dimethylpropylamin N-oxid

28. Amitryptyline-n-oxide

29. Schembl54518

30. Amitriptylinoxide [mi]

31. Dtxsid50195758

32. Chebi:135224

33. Amitriptylinoxide [who-dd]

34. Bdbm112778

35. Zinc1481969

36. Ccg-37141

37. Ncgc00014514

38. Nci176555

39. Db13114

40. 10,11-dihydro-n,n-dimethyl-5h-dibenzo(a,d)cycloheptene-delta5,gamma-propylamine N-oxide

41. 3-(10,11-dihydro-5h-dibenzo[a,d]cyclohepten-5-ylidene)-n,n-dimethyl-1-propanamine N-oxide

42. Ncgc00014514-02

43. Ncgc00097618-01

44. 5h-dibenzo(a,d)cycloheptene-delta(sup 5),gamma-propylamine, 10,11-dihydro-n,n-dimethyl-n-oxide

45. N,n-dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylidene)propan-1-amine Oxide

46. Nci60_001463

47. Us8629135, Sw-03

48. D07449

49. Q472476

50. Nortriptyline Hydrochloride Impurity J [ep Impurity]

51. (3-(10,11-dihydro-5h-dibenzo[a,d]cyclohepten-5-ylidene)propyl)(hydroxy)dimethyl-5-azane

52. 3-(5,6-dihydrodibenzo[[?],[?]][7]annulen-11-ylidene)-n,n-dimethyl-propan-1-amine Oxide

53. (3-(10,11-dihydro-5h-dibenzo[a,d]cyclohepten-5-ylidene)propyl)(hydroxy)dimethyl-.lambda.~5~-azane

54. 10,11-dihydro-n,n-dimethyl-5h-dibenzo[a,d]cycloheptene-.delta.5,.gamma.-propylamine N-oxide

55. 3-(10,11-dihydro-5h-dibenzo-[a,d]cyclohepten-5-ylidene)-n,n-dimethyl-1-propanamine N-oxide

56. 5h-dibenzo(a,d)cycloheptene-.delta.5,.gamma.-propylamine, 10,11-dihydro-n,n-dimethyl-n-oxide

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₂₃NO
Molecular Weight	293.4 g/mol
XLogP3	4.5
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	3
Exact Mass	293.177964357 g/mol
Monoisotopic Mass	293.177964357 g/mol
Topological Polar Surface Area	18.1 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	375
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	1