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Synopsis

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Chemistry

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Also known as: 894-71-3, Nortriptyline hcl, Pamelor, Desmethylamitriptyline hydrochloride, Allegron, Acetexa

Molecular Formula

C₁₉H₂₂ClN

Molecular Weight

299.8 g/mol

InChI Key

SHAYBENGXDALFF-UHFFFAOYSA-N

FDA UNII

00FN6IH15D

A metabolite of AMITRIPTYLINE that is also used as an antidepressive agent. Nortriptyline is used in major depression, dysthymia, and atypical depressions.

1 2D Structure

Nortriptyline

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

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

2.1.2 InChI

InChI=1S/C19H21N.ClH/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19;/h2-5,7-11,20H,6,12-14H2,1H3;1H

2.1.3 InChI Key

SHAYBENGXDALFF-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CNCCC=C1C2=CC=CC=C2CCC3=CC=CC=C31.Cl

2.2 Other Identifiers

2.2.1 UNII

00FN6IH15D

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Allegron

2. Apo Nortriptyline

3. Apo-nortriptyline

4. Aventyl

5. Desitriptyline

6. Desmethylamitriptylin

7. Gen Nortriptyline

8. Gen-nortriptyline

9. Hydrochloride, Nortriptyline

10. Norfenazin

11. Nortrilen

12. Nortriptyline

13. Novo Nortriptyline

14. Novo-nortriptyline

15. Nu Nortriptyline

16. Nu-nortriptyline

17. Pamelor

18. Paxtibi

19. Pms Nortriptyline

20. Pms-nortriptyline

21. Ratio Nortriptyline

22. Ratio-nortriptyline

2.3.2 Depositor-Supplied Synonyms

1. 894-71-3

2. Nortriptyline Hcl

3. Pamelor

4. Desmethylamitriptyline Hydrochloride

5. Allegron

6. Acetexa

7. Altilev

8. Nortriptyline (hydrochloride)

9. Nortrilen

10. Aventyl Hydrochloride

11. Sensival

12. Vividyl

13. Aventyl Allegron

14. Ateben Hydrochloride

15. Nortab Hydrochloride

16. Psychostyl

17. Nortriptylin Hydrochloride

18. Lilly 38489

19. Noramitriptyline Hydrochloride

20. Nortriptyline Monohydrochloride

21. Nsc-169453

22. 3-(10,11-dihydro-5h-dibenzo[a,d]cyclohepten-5-ylidene)-n-methyl-1-propanamine Hydrochloride

23. Mls000069673

24. 00fn6ih15d

25. N 7048

26. Smr000058486

27. Pamelor Hydrochloride

28. 1-propanamine, 3-(10,11-dihydro-5h-dibenzo(a,d)cyclohepten-5-ylidene)-n-methyl-, Hydrochloride

29. Nortriptylene Hydrochloride

30. Norzepine

31. 3-(10,11-dihydro-5h-dibenzo[a,d][7]annulen-5-ylidene)-n-methylpropan-1-amine Hydrochloride

32. Wln: L C676 By&t&j Bu3m1 &gh

33. Nsc78248

34. Nortriptylinehydrochloride

35. Nsc169453

36. Sr-01000000223

37. Cas-894-71-3

38. Mfcd00058024

39. Unii-00fn6ih15d

40. 5-[3-(methylamino)propylidene]dibenzo[a,5]diene Hydrochloride

41. (2)10,d]cycloheptene-.delta.5.gamma.-propylamine, Hydrochloride

42. 5-[(3-(methylamino)propylidene]-10,d]cycloheptene Hydrochloride

43. 5h-dibenzo[a,.gamma.-propylamine, 10,11-dihydro-n-methyl-, Hydrochloride

44. 5h-dibenzo[a,.gamma.-propylamine, 10-11-dihydro-n-methyl-, Hydrochloride

45. 1-propanamine,11-dihydro-5h-dibenzo[a,d]cyclohepten-5-ylidene)-n-methyl-, Hydrochloride

46. Desitriptyline Hcl

47. 3-(5,6-dihydrodibenzo[2,1-b:1',2'-e][7]annulen-11-ylidene)-n-methylpropan-1-amine;hydrochloride

48. Prestwick_366

49. Einecs 212-973-0

50. Pamelor (tn)

51. Nsc 78248

52. Nsc 169453

53. Cpd000058486

54. Elf-101 Hydrochloride

55. En-7048 Hydrochloride

56. Nortriptyline Hydrochloride [usan:usp:jan]

57. Opera_id_1915

58. Dsstox_cid_25109

59. Dsstox_rid_80676

60. Dsstox_gsid_45109

61. Schembl41329

62. Mls001077267

63. Mls002222206

64. Mls006010656

65. Chebi:7641

66. Chembl1201156

67. Dtxsid2045109

68. Regid_for_cid_441358

69. Hms1568d10

70. Nortriptyline Hydrochloride- Bio-x

71. Hy-b1417

72. Nortriptyline For System Suitability

73. Tox21_110048

74. Tox21_500868

75. Nsc-78248

76. S3698

77. 5-(3-(methylamino)propylidene)dibenzo(a,e)cyclohepta(1,5)diene Hydrochloride

78. Akos015889095

79. Ccg-212718

80. Cs-4913

81. Ks-1306

82. Lp00868

83. Nc00522

84. 10,11-dihydro-5-(n-methyl-3-aminopropylidene)-5h-dibenzo[a,d]cycloheptene Hydrochloride

85. 5-(3-methylaminopropylidene)-10,11-dihydro-5h-dibenzo(a,d)cycloheptene Hydrochloride

86. Nortriptyline Hydrochloride [mi]

87. Ncgc00014483-01

88. Ncgc00094192-01

89. Ncgc00094192-02

90. Ncgc00261553-01

91. Nortriptyline Hydrochloride [jan]

92. 10,11-dihydro-n-methyl-5h-dibenzo(a,d)cycloheptene-delta(sup 5,gamma)-propylamine Hydrochloride

93. Bn164160

94. Nortriptyline Hydrochloride [hsdb]

95. Nortriptyline Hydrochloride [usan]

96. Nortriptyline Hydrochloride [mart.]

97. Nortriptyline Hydrochloride [vandf]

98. Nortriptyline Hydrochloride [usp-rs]

99. Nortriptyline Hydrochloride [who-dd]

100. Eu-0100868

101. Ft-0673146

102. Ft-0673147

103. N0957

104. Nortriptyline Hydrochloride (jp17/usp/inn)

105. En300-26665

106. D00816

107. F19641

108. N 7261

109. Nortriptyline Hydrochloride [orange Book]

110. Nortriptyline Hydrochloride [ep Monograph]

111. Nortriptyline Hydrochloride [usp Monograph]

112. Nortriptyline Hydrochloride, >=98% (tlc), Powder

113. Sr-01000000223-2

114. Sr-01000000223-7

115. W-109609

116. Q27231345

117. Nortriptyline Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

118. Nortriptyline Hydrochloride, British Pharmacopoeia (bp) Reference Standard

119. Nortriptyline Hydrochloride, European Pharmacopoeia (ep) Reference Standard

120. 3-(10,11-2h-5h-dibenzo[a,d][7]annulen-5-ylidene)-n-methyl-1-propanaminium Chloride

121. 3-(10,11-dihydro-5h-dibenzo[a,d][7]annulen-5-ylidene)-n-methylpropan-1-aminehydrochloride

122. Nortriptyline For System Suitability, European Pharmacopoeia (ep) Reference Standard

123. Nortriptyline Hydrochloride, United States Pharmacopeia (usp) Reference Standard

124. 10,11-dihydro-n-methyl-5h-dibenzo(a,d)cycloheptene-d(sup5,.gamma.)-propylamine Hydrochloride

125. 1001637-77-9

126. 5h-dibenzo(a,d)cycloheptene-delta(sup 5),gamma-propylamine, 10-11-dihydro-n-methyl-, Hydrochloride

127. Nortriptyline 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 Formula	C₁₉H₂₂ClN
Molecular Weight	299.8 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	3
Exact Mass	299.1440774 g/mol
Monoisotopic Mass	299.1440774 g/mol
Topological Polar Surface Area	12 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	307
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	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Nortriptyline hydrochloride
PubMed Health	Nortriptyline (By mouth)
Drug Classes	Antidepressant
Drug Label	Nortriptyline hydrochloride is 1-Propanamine, 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-methyl-, hydrochloride. The structural formula is represented below:C19H21NHCl M.W. 299.84Nortriptyline Hydrochloride Capsules USP (equivalent to 1...
Active Ingredient	Nortriptyline hydrochloride
Dosage Form	Capsule; Solution
Route	Oral
Strength	eq 50mg base; eq 75mg base; eq 10mg base/5ml; eq 10mg base; eq 25mg base
Market Status	Prescription
Company	Teva; Pharm Assoc; Taro; Watson Labs; Mylan

2 of 4
Drug Name	Pamelor
Drug Label	Pamelor (nortriptyline HCl) is 1-propanamine, 3-(10,11-dihydro-5H-dibenzo[a,d] cyclohepten-5-ylidene)-N-methyl-, hydrochloride.The structural formula is as follows:...
Active Ingredient	Nortriptyline hydrochloride
Dosage Form	Capsule
Route	Oral
Strength	eq 50mg base; eq 75mg base; eq 10mg base; eq 25mg base
Market Status	Prescription
Company	Mallinckrodt

3 of 4
Drug Name	Nortriptyline hydrochloride
PubMed Health	Nortriptyline (By mouth)
Drug Classes	Antidepressant
Drug Label	Nortriptyline hydrochloride is 1-Propanamine, 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-methyl-, hydrochloride. The structural formula is represented below:C19H21NHCl M.W. 299.84Nortriptyline Hydrochloride Capsules USP (equivalent to 1...
Active Ingredient	Nortriptyline hydrochloride
Dosage Form	Capsule; Solution
Route	Oral
Strength	eq 50mg base; eq 75mg base; eq 10mg base/5ml; eq 10mg base; eq 25mg base
Market Status	Prescription
Company	Teva; Pharm Assoc; Taro; Watson Labs; Mylan

4 of 4
Drug Name	Pamelor
Drug Label	Pamelor (nortriptyline HCl) is 1-propanamine, 3-(10,11-dihydro-5H-dibenzo[a,d] cyclohepten-5-ylidene)-N-methyl-, hydrochloride.The structural formula is as follows:...
Active Ingredient	Nortriptyline hydrochloride
Dosage Form	Capsule
Route	Oral
Strength	eq 50mg base; eq 75mg base; eq 10mg base; eq 25mg base
Market Status	Prescription
Company	Mallinckrodt

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Antidepressive Agents, Tricyclic

Substances that contain a fused three-ring moiety and are used in the treatment of depression. These drugs block the uptake of norepinephrine and serotonin into axon terminals and may block some subtypes of serotonin, adrenergic, and histamine receptors. However, the mechanism of their antidepressant effects is not clear because the therapeutic effects usually take weeks to develop and may reflect compensatory changes in the central nervous system. (See all compounds classified as Antidepressive Agents, Tricyclic.)

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

Tricyclic Antidepressant [EPC]

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RIVOLTANA KM 6\/720053 RODANO (MI), ITALY","customerAddress":"206, DEVAVRATA,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1721413800,"product":"NORTRIPTYLINE HYDROCHLORIDE","address":"PIRAMAL ANANTA, PIRAMAL AGASTYA PARK","city":"KURLA, MUMBAI","supplier":"DIPHARMA","supplierCountry":"ITALY","foreign_port":"MILAN - MALPENSA","customer":"PIRAMAL PHARMA SOLUTIONS","customerCountry":"INDIA","quantity":"290.00","actualQuantity":"290","unit":"KGS","unitRateFc":"315","totalValueFC":"92397.9","currency":"USD","unitRateINR":"26633.3","date":"20-Jul-2024","totalValueINR":"7723642.5","totalValueInUsd":"92397.9","indian_port":"Bombay Air","hs_no":"29420090","bill_no":"4609884","productDescription":"API","marketType":"REGULATED MARKET","country":"ITALY","selfForZScoreResived":"Pharma Grade","supplierPort":"MILAN - MALPENSA","supplierAddress":"VIA BISSONE , 5 20021 BARANZATE (MI) ITALY Milano, , ItalySDNF Italy","customerAddress":"PIRAMAL ANANTA, PIRAMAL AGASTYA PARK"}]

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country	Total Quantity (KGS)	Average Price (USD/KGS)	Number of Transactions

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Nortriptyline Hydrochloride

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CHEMISTRY

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ACTIVE PHARMA INGREDIENTS

16 API Suppliers

10 USDMF

4 CEP/COS

1 JDMF

4 EU WC

10 NDC API

9 Listed Suppliers

$ API Reference Price

DEVELOPMENTS

2 Drugs in Development

INTERMEDIATES

6 Intermediates Suppliers

FINISHED DOSAGE FORMULATIONS

73 FDF Dossiers

43 FDA Orange Book

8 Europe

4 Canada

4 Australia

14 Listed Dossiers

RELATED EXCIPIENT COMPANIES

1 Rochem International Inc

6 SPI Pharma

8 DKSH

3 Faran Shimi Pharmaceutical

7 Gangwal Healthcare

3 Nanjing Well Pharmaceutical

4 ACG Worldwide

1 Actylis

3 Anhui Sunhere Pharmaceutical Excipients Co.,Ltd

6 BASF

2 Finar

2 Gangwal Chemicals

2 Ingredion Pharma Solutions

1 Kerry

3 Lonza Capsugel

5 Microlex e.U

3 Pluviaendo

1 Prachin Chemical

1 Qualicaps

17 Roquette

2 Seppic

2 Shanghai Shenmei Pharmaceutical Technology Co., Ltd

1 Shijiazhuang Huaxu Pharmaceutical

1 Sigachi Industries

1 Valens Pharmachem

1 Vasa Pharmachem

1 Zhejiang Huakang Pharmaceutical

EXCIPIENTS BY APPLICATIONS

29 Fillers, Diluents & Binders

13 Direct Compression

12 Lubricants & Glidants

11 Coating Systems & Additives

11 Film Formers & Plasticizers

10 Taste Masking

9 Thickeners and Stabilizers

8 Empty Capsules

7 Co-Processed Excipients

6 Topical

5 Chewable & Orodispersible Aids

4 Emulsifying Agents

4 Disintegrants & Superdisintegrants

4 Parenteral

4 Granulation

3 Controlled & Modified Release

3 Solubilizers

3 Coloring Agents

1 Soft Gelatin

1 API Stability Enhancers

1 Surfactant & Foaming Agents

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1 DATA COMPILATION #PharmaFlow

9 NEWS #PharmaBuzz

GLOBAL SALES INFORMATION