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Atomoxetine Hydrochloride

Atomoxetine Hydrochloride

Synopsis, Chemistry

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Also known as: Atomoxetine hcl, 82248-59-7, Tomoxetine hydrochloride, Strattera, (r)-tomoxetine hydrochloride, (r)-n-methyl-3-phenyl-3-(o-tolyloxy)propan-1-amine hydrochloride

Molecular Formula

C₁₇H₂₂ClNO

Molecular Weight

291.8 g/mol

InChI Key

LUCXVPAZUDVVBT-UNTBIKODSA-N

FDA UNII

57WVB6I2W0

A propylamine derivative and selective ADRENERGIC UPTAKE INHIBITOR that is used in the treatment of ATTENTION DEFICIT HYPERACTIVITY DISORDER.

1 2D Structure

Atomoxetine Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3R)-N-methyl-3-(2-methylphenoxy)-3-phenylpropan-1-amine;hydrochloride

2.1.2 InChI

InChI=1S/C17H21NO.ClH/c1-14-8-6-7-11-16(14)19-17(12-13-18-2)15-9-4-3-5-10-15;/h3-11,17-18H,12-13H2,1-2H3;1H/t17-;/m1./s1

2.1.3 InChI Key

LUCXVPAZUDVVBT-UNTBIKODSA-N

2.1.4 Canonical SMILES

CC1=CC=CC=C1OC(CCNC)C2=CC=CC=C2.Cl

2.1.5 Isomeric SMILES

CC1=CC=CC=C1O[C@H](CCNC)C2=CC=CC=C2.Cl

2.2 Other Identifiers

2.2.1 UNII

57WVB6I2W0

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 139603, Ly

2. Atomoxetine

3. Atomoxetine Hcl

4. Hcl, Atomoxetine

5. Hydrochloride, Atomoxetine

6. Ly 139603

7. N-methyl-gamma-(2-methylphenoxy)benzenepropanamine Hydrochloride

8. Strattera

9. Tomoxetine

10. Tomoxetine Hydrochloride, (+)-isomer - T351671

11. Tomoxetine Hydrochloride, (+-)-isomer

12. Tomoxetine Hydrochloride, (-)-isomer

2.3.2 Depositor-Supplied Synonyms

1. Atomoxetine Hcl

2. 82248-59-7

3. Tomoxetine Hydrochloride

4. Strattera

5. (r)-tomoxetine Hydrochloride

6. (r)-n-methyl-3-phenyl-3-(o-tolyloxy)propan-1-amine Hydrochloride

7. Atomoxetine, Hcl

8. Atomoxetine Hydrochloride [usan]

9. (r)-(-)-tomoxetine Hydrochloride

10. Ly 139603

11. Atomoxetine (hydrochloride)

12. Ly-139603

13. Atomoxetine (as Hydrochloride)

14. 57wvb6i2w0

15. (-)-n-methyl-3-phenyl-3-(o-tolyloxy)propylamine Hydrochloride

16. Chebi:331697

17. (r)-atomoxetine Hydrochloride

18. Nsc-759104

19. Dsstox_cid_24266

20. Dsstox_rid_80136

21. Dsstox_gsid_44266

22. Smr000469177

23. Cas-82248-59-7

24. Unii-57wvb6i2w0

25. (3r)-n-methyl-3-(2-methylphenoxy)-3-phenylpropan-1-amine;hydrochloride

26. Strattera (tn)

27. Mfcd06410992

28. Ncgc00016056-02

29. Chembl1702

30. Mls001401377

31. Mls002153176

32. Schembl122111

33. Atomoxetine Hcl [vandf]

34. Dtxsid2044266

35. Atomoxetine Hydrochloride- Bio-x

36. Atomoxetine Hydrochloride Solution

37. Ly 139603 Hcl

38. Hms3413c05

39. Hms3677c05

40. (r)-n-methyl-3-phenyl-3-(o-tolyloxy)propan-1-aminehydrochloride

41. (r)-tomoxetine Hydrochloride, Solid

42. Tox21_110292

43. Atomoxetine Hydrochloride (jan/usp)

44. Ly-139602 [(+)-isomer]

45. S3175

46. Atomoxetine Hydrochloride [mi]

47. (3r)-n-methyl-3-(2-methylphenoxy)-3-phenylpropan-1-amine Hydrochloride

48. Akos015920150

49. Benzenepropanamine, N-methyl-gamma-(2-methylphenoxy)-, Hydrochloride, (-)-

50. Tox21_110292_1

51. Atomoxetine Hydrochloride [jan]

52. Ccg-100874

53. Cs-1085

54. Ks-1223

55. Nc00124

56. Nsc 759104

57. Atomoxetine For Impurity A Identification

58. Atomoxetine Hydrochloride [mart.]

59. Ncgc00025345-02

60. Atomoxetine Hydrochloride [usp-rs]

61. Atomoxetine Hydrochloride [who-dd]

62. Bm164222

63. Hy-17385

64. Ly-135252

65. Am20060733

66. Sw197504-3

67. Atomoxetine Hydrochloride [ep Monograph]

68. Atomoxetine Hydrochloride [orange Book]

69. D02574

70. Atomoxetine Hydrochloride [usp Monograph]

71. 248t597

72. Sr-01000597779

73. Sr-01000763397

74. Sr-01000597779-1

75. Sr-01000763397-3

76. Q27225729

77. F0001-2408

78. Atomoxetine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

79. (r)-n-methyl-?-(2-methylphenoxy)-benzenepropanamine Hydrochloride

80. (r)-n-methyl-3-(2-methylphenoxy)-3-phenylpropylamine Hydrochloride

81. (r)-n-methyl-3-phenyl-3-(o-tolyloxy)-propan-1-amine Hydrochloride

82. (r)-n-methyl-3-phenyl-3-(o-tolyloxy)propan-1-amine Hcl

83. (r)-(-)-n-methyl-3-(2-methylphenoxy)-3-phenylpropylamine Hydrochloride

84. (r)-n-methyl-gamma-(2-methylphenoxy)-benzenepropanamine Hydrochloride

85. Atomoxetine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

86. Methyl-((r)-3-phenyl-3-o-tolyloxy-propyl)-amine Hydrochloride

87. Atomoxetine For Impurity A Identification, European Pharmacopoeia (ep) Reference Standard

88. Atomoxetine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

89. Atomoxetine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

90. Benzenepropanamine, N-methyl-.gamma.-(2-methylphenoxy)-, Hydrochloride, (-)

91. Atomoxetine Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₂₂ClNO
Molecular Weight	291.8 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	6
Exact Mass	291.1389920 g/mol
Monoisotopic Mass	291.1389920 g/mol
Topological Polar Surface Area	21.3 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	237
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Atomoxetine hydrochloride
Drug Label	STRATTERA (atomoxetineHCl) is a selective norepinephrine reuptake inhibitor. AtomoxetineHCl is the R(-) isomer as determined by xray diffraction. The chemical designation is (-)-N-Methyl-3-phenyl-3-(o-tolyloxy)-propylamine hydrochloride. The...
Active Ingredient	Atomoxetine hydrochloride
Dosage Form	Capsule
Route	oral
Strength	18mg; 100mg; 25mg; 60mg; 10mg; 80mg; 40mg
Market Status	Tentative Approval
Company	Mylan Pharms; Glenmark Generics; Aurobindo Pharma Usa; Apotex; Dr Reddys Labs; Sandoz; Sun Pharma Global

2 of 4
Drug Name	Strattera
PubMed Health	Atomoxetine (By mouth)
Drug Classes	Central Nervous System Agent
Drug Label	STRATTERA (atomoxetineHCl) is a selective norepinephrine reuptake inhibitor. AtomoxetineHCl is the R(-) isomer as determined by x-ray diffraction. The chemical designation is (-)-N-Methyl-3-phenyl-3-(o-tolyloxy)-propylamine hydrochloride. The m...
Active Ingredient	Atomoxetine hydrochloride
Dosage Form	Capsule
Route	Oral
Strength	18mg; 25mg; 100mg; 60mg; 10mg; 80mg; 40mg
Market Status	Prescription
Company	Lilly

3 of 4
Drug Name	Atomoxetine hydrochloride
Drug Label	STRATTERA (atomoxetineHCl) is a selective norepinephrine reuptake inhibitor. AtomoxetineHCl is the R(-) isomer as determined by xray diffraction. The chemical designation is (-)-N-Methyl-3-phenyl-3-(o-tolyloxy)-propylamine hydrochloride. The...
Active Ingredient	Atomoxetine hydrochloride
Dosage Form	Capsule
Route	oral
Strength	18mg; 100mg; 25mg; 60mg; 10mg; 80mg; 40mg
Market Status	Tentative Approval
Company	Mylan Pharms; Glenmark Generics; Aurobindo Pharma Usa; Apotex; Dr Reddys Labs; Sandoz; Sun Pharma Global

4 of 4
Drug Name	Strattera
PubMed Health	Atomoxetine (By mouth)
Drug Classes	Central Nervous System Agent
Drug Label	STRATTERA (atomoxetineHCl) is a selective norepinephrine reuptake inhibitor. AtomoxetineHCl is the R(-) isomer as determined by x-ray diffraction. The chemical designation is (-)-N-Methyl-3-phenyl-3-(o-tolyloxy)-propylamine hydrochloride. The m...
Active Ingredient	Atomoxetine hydrochloride
Dosage Form	Capsule
Route	Oral
Strength	18mg; 25mg; 100mg; 60mg; 10mg; 80mg; 40mg
Market Status	Prescription
Company	Lilly

4.2 Drug Indication

Treatment of Attention Deficit Hyperactivity Disorder (ADHD)

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Adrenergic Uptake Inhibitors

Drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants (ANTIDEPRESSIVE AGENTS, TRICYCLIC) and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. (See all compounds classified as Adrenergic Uptake Inhibitors.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Norepinephrine Uptake Inhibitors [MoA]; Norepinephrine Reuptake Inhibitor [EPC]