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2D Structure
Also known as: 79559-97-0, Sertraline hcl, Zoloft, Gladem, Lustral, Serad
Molecular Formula
C17H18Cl3N
Molecular Weight
342.7  g/mol
InChI Key
BLFQGGGGFNSJKA-XHXSRVRCSA-N
FDA UNII
UTI8907Y6X

A selective serotonin uptake inhibitor that is used in the treatment of depression.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine;hydrochloride
2.1.2 InChI
InChI=1S/C17H17Cl2N.ClH/c1-20-17-9-7-12(13-4-2-3-5-14(13)17)11-6-8-15(18)16(19)10-11;/h2-6,8,10,12,17,20H,7,9H2,1H3;1H/t12-,17-;/m0./s1
2.1.3 InChI Key
BLFQGGGGFNSJKA-XHXSRVRCSA-N
2.1.4 Canonical SMILES
CNC1CCC(C2=CC=CC=C12)C3=CC(=C(C=C3)Cl)Cl.Cl
2.1.5 Isomeric SMILES
CN[C@H]1CC[C@H](C2=CC=CC=C12)C3=CC(=C(C=C3)Cl)Cl.Cl
2.2 Other Identifiers
2.2.1 UNII
UTI8907Y6X
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Altruline

2. Apo Sertraline

3. Apo-sertraline

4. Aremis

5. Besitran

6. Gen Sertraline

7. Gen-sertraline

8. Gladem

9. Hydrochloride, Sertraline

10. Lustral

11. Novo Sertraline

12. Novo-sertraline

13. Ratio Sertraline

14. Ratio-sertraline

15. Rhoxal Sertraline

16. Rhoxal-sertraline

17. Sealdin

18. Sertraline

19. Sertraline Hydrochloride (1s-cis)-isomer

20. Zoloft

2.3.2 Depositor-Supplied Synonyms

1. 79559-97-0

2. Sertraline Hcl

3. Zoloft

4. Gladem

5. Lustral

6. Serad

7. (1s,4s)-4-(3,4-dichlorophenyl)-n-methyl-1,2,3,4-tetrahydronaphthalen-1-amine Hydrochloride

8. Rac-cis-sertraline Hydrochloride

9. Sertraline.hcl

10. Sertraline (hydrochloride)

11. 79617-95-1

12. Nsc-746308

13. Nsc-758948

14. (+)-sertraline Hydrochloride

15. Sertraline (as Hydrochloride)

16. Sertraline Hydrechloride

17. (1s,4s)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-n-methyl-1-naphthalenamine Hydrochloride

18. Chebi:9124

19. Uti8907y6x

20. Cp-51974-1

21. (+/-)-sertraline Hydrochloride

22. Cp 51,974-1

23. (1s,4s)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-n-methyl-1-naphthylamine Hydrochloride

24. Atruline

25. Tresleen

26. Cp-51,974-1

27. Tatig

28. Dsstox_cid_20243

29. Dsstox_rid_79456

30. Dsstox_gsid_40243

31. 1-naphthalenamine, 4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-n-methyl-, Hydrochloride, (1s-cis)-

32. Adjuvin

33. Aremis

34. Mls001401398

35. Mfcd00895772

36. (+)-cis-(1s,4s)-1-methylamino-4-(3,4-dichlorophenyl)tetralin Hydrochloride

37. (1s,4s)-4-(3,4-dichlorophenyl)-n-methyl-1,2,3,4-tetrahydronaphthalen-1-aminium Chloride

38. (1s-cis)-4-(3,4-dichlorophenyl)-n-methyl-1,2,3,4-tetrahydronaphthalen-1-amine Hydrochloride

39. Cis-n-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenaminehydrochloride

40. Cas-79559-97-0

41. Sertraline Hydrochloride [usan]

42. Ncgc00092386-03

43. Smr000466298

44. C17h17cl2n.hcl

45. Unii-uti8907y6x

46. Serlift

47. Sertraline, Hcl

48. Sertraline Hydrochloride [usan:usp]

49. Zoloft (tn)

50. (1s,4s)-1-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-4-(methylamino)naphthalene Hydrochloride

51. Cpd000466298

52. (1s,4s)-4-(3,4-dichlorophenyl)-n-methyl-1,2,3,4-tetrahydronaphthalen-1-amine;hydrochloride

53. Sertraline Impurity G Hcl

54. Chembl1709

55. Schembl23230

56. Mls000758929

57. Spectrum1505262

58. Sertraline Hydrochloride- Bio-x

59. Dtxsid1040243

60. Hy-b0176a

61. Sertraline For System Suitability

62. (1r,4s)-sertraline Hcl

63. Sertraline For Peak Identification

64. Cp-51974-1 Hcl

65. Hms1922p09

66. Pharmakon1600-01505262

67. (1r,4s)-sertraline Hydrochloride

68. (1rs,4sr)-4-(3,4-dichlorophenyl)-n-methyl-1,2,3,4-tetrahydronaphthalen-1-amine Hydrochloride

69. Sertraline Hydrochloride (jan/usp)

70. Tox21_111199

71. Tox21_500870

72. Ac-740

73. Ccg-39575

74. Nsc746308

75. Nsc758948

76. Sertraline Hydrochloride [mi]

77. Sertraline Hydrochloride [jan]

78. Akos005267232

79. Akos015846322

80. Tox21_111199_1

81. Cs-2052

82. Ks-1111

83. Lp00870

84. Nc00198

85. Nc00726

86. Nsc 746308

87. Nsc 758948

88. (1s-cis)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-n-methyl-1-naphthalenamine Hydrochloride

89. Sertraline Hydrochloride [mart.]

90. Sertraline Hydrochloride [vandf]

91. Ncgc00092386-01

92. Ncgc00092386-13

93. Ncgc00261555-01

94. Sertraline Hydrochloride [usp-rs]

95. Sertraline Hydrochloride [who-dd]

96. Bs164399

97. Sertraline Hydrochloride Impurity Standard

98. Sertraline Hydrochloride Related Compound A

99. Sertraline Hydrochloride, >=98% (hplc)

100. Cp-5197401

101. Eu-0100870

102. S4053

103. Sertraline Hydrochloride [ep Impurity]

104. Sertraline Hydrochloride [orange Book]

105. D00825

106. O12070

107. Sertraline Hydrochloride [ep Monograph]

108. Sertraline Hydrochloride [usp Monograph]

109. 559s970

110. A839713

111. Q27108281

112. Sertraline Hydrochloride 100 Microg/ml In Acetonitrile

113. Sertraline Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

114. Sertraline Hydrochloride, British Pharmacopoeia (bp) Reference Standard

115. Sertraline Hydrochloride, European Pharmacopoeia (ep) Reference Standard

116. (1s,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthyl(methyl)amine Hydrochloride

117. (1s,4s)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-n-methyl-1-naphthalenaminehydrochloride

118. (1s,4s)-4-(3,4-dichlorophenyl)-n-methyl-1,2,3,4-tetrahydronaphthalen-1-amine Hcl

119. Sertraline For Peak Identification, European Pharmacopoeia (ep) Reference Standard

120. Sertraline For System Suitability, European Pharmacopoeia (ep) Reference Standard

121. Sertraline Hydrochloride, United States Pharmacopeia (usp) Reference Standard

122. (1 S-cis)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-n-methyl-1-naphathalenamine Hydrochloride

123. (1s,4s)-4-(3,4-dichlorophenyl)-1,2, 3,4-tetrahydro-n-methyl-1-naphthalenamine Hydrochloride

124. (1s-cis)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-n-methyl-1-naphathalenamine Hydrochloride

125. [(1s,4s)-4-(3,4-dichloro-phenyl)-1,2,3,4-tetrahydro-naphthalen-1-yl]-methyl-amine Hydrochloride

126. 1-naphthalenamine,?4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-n-methyl-, (1s,4s)-, Hydrochloride?(1:1)

127. Rac-sertraline Hydrochloride ((1rs,4rs)-4-(3,4-dichlorophenyl)-n-methyl-1,2,3,4-tetrahydronaphthalen-1-amine Hydrochloride)

128. Sertraline Hydrochloride Racemic Mixture, United States Pharmacopeia (usp) Reference Standard

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

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 342.7 g/mol
Molecular Formula C17H18Cl3N
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Exact Mass341.050483 g/mol
Monoisotopic Mass341.050483 g/mol
Topological Polar Surface Area12 Ų
Heavy Atom Count21
Formal Charge0
Complexity322
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameSertraline hydrochloride
PubMed HealthSertraline (By mouth)
Drug ClassesAntidepressant, Central Nervous System Agent
Drug LabelSertraline is a selective serotonin reuptake inhibitor (SSRI) for oral administration. It has a molecular weight of 342.7. Sertraline hydrochloride has the following chemical name: (1S-cis)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphtha...
Active IngredientSertraline hydrochloride
Dosage FormTablet; Concentrate
Routeoral; Oral
Strengtheq 100mg base; 200mg; eq 50mg base; 150mg; eq 150mg base; eq 200mg base; eq 20mg base/ml; eq 25mg base
Market StatusTentative Approval; Prescription
CompanyMylan Pharms; Wockhardt; Ranbaxy; Sun Pharm Inds (in); Teva; Apotex; Aurobindo Pharma; Torrent Pharms; Lupin; Prosam Labs; Invagen Pharms; Cipla; Hikma Pharms; Watson Labs; Austarpharma; Zydus Pharms Usa; Mylan

2 of 4  
Drug NameZoloft
Drug LabelZOLOFT (sertraline hydrochloride) is a selective serotonin reuptake inhibitor (SSRI) for oral administration. It has a molecular weight of 342.7. Sertraline hydrochloride has the following chemical name: (1S-cis)-4-(3,4-dichlorophenyl)-1,2,3,4-tetr...
Active IngredientSertraline hydrochloride
Dosage FormTablet; Concentrate
RouteOral
Strengtheq 100mg base; eq 50mg base; eq 20mg base/ml; eq 25mg base
Market StatusPrescription
CompanyPfizer

3 of 4  
Drug NameSertraline hydrochloride
PubMed HealthSertraline (By mouth)
Drug ClassesAntidepressant, Central Nervous System Agent
Drug LabelSertraline is a selective serotonin reuptake inhibitor (SSRI) for oral administration. It has a molecular weight of 342.7. Sertraline hydrochloride has the following chemical name: (1S-cis)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphtha...
Active IngredientSertraline hydrochloride
Dosage FormTablet; Concentrate
Routeoral; Oral
Strengtheq 100mg base; 200mg; eq 50mg base; 150mg; eq 150mg base; eq 200mg base; eq 20mg base/ml; eq 25mg base
Market StatusTentative Approval; Prescription
CompanyMylan Pharms; Wockhardt; Ranbaxy; Sun Pharm Inds (in); Teva; Apotex; Aurobindo Pharma; Torrent Pharms; Lupin; Prosam Labs; Invagen Pharms; Cipla; Hikma Pharms; Watson Labs; Austarpharma; Zydus Pharms Usa; Mylan

4 of 4  
Drug NameZoloft
Drug LabelZOLOFT (sertraline hydrochloride) is a selective serotonin reuptake inhibitor (SSRI) for oral administration. It has a molecular weight of 342.7. Sertraline hydrochloride has the following chemical name: (1S-cis)-4-(3,4-dichlorophenyl)-1,2,3,4-tetr...
Active IngredientSertraline hydrochloride
Dosage FormTablet; Concentrate
RouteOral
Strengtheq 100mg base; eq 50mg base; eq 20mg base/ml; eq 25mg base
Market StatusPrescription
CompanyPfizer

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Selective Serotonin Reuptake Inhibitors

Compounds that specifically inhibit the reuptake of serotonin in the brain. (See all compounds classified as Selective Serotonin Reuptake Inhibitors.)


Antidepressive Agents

Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems. (See all compounds classified as Antidepressive Agents.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Serotonin Reuptake Inhibitor [EPC]; Serotonin Uptake Inhibitors [MoA]; Cytochrome P450 2D6 Inhibitors [MoA]; Serotonin Reuptake Inhibitor [EPC]