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Chemistry

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Also known as: 58-28-6, Norpramin, Desipramine hcl, Pertofrane, Pertofran, Dmi hydrochloride
Molecular Formula
C18H23ClN2
Molecular Weight
302.8  g/mol
InChI Key
XAEWZDYWZHIUCT-UHFFFAOYSA-N
FDA UNII
1Y58DO4MY1

Desipramine Hydrochloride
A tricyclic dibenzazepine compound that potentiates neurotransmission. Desipramine selectively blocks reuptake of norepinephrine from the neural synapse, and also appears to impair serotonin transport. This compound also possesses minor anticholinergic activity, through its affinity to muscarinic receptors.
1 2D Structure

Desipramine Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N-methylpropan-1-amine;hydrochloride
2.1.2 InChI
InChI=1S/C18H22N2.ClH/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20;/h2-5,7-10,19H,6,11-14H2,1H3;1H
2.1.3 InChI Key
XAEWZDYWZHIUCT-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CNCCCN1C2=CC=CC=C2CCC3=CC=CC=C31.Cl
2.2 Other Identifiers
2.2.1 UNII
1Y58DO4MY1
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Apo Desipramine

2. Apo-desipramine

3. Demethylimipramine

4. Desipramine

5. Desmethylimipramine

6. Hydrochloride, Desipramine

7. Norpramin

8. Novo Desipramine

9. Novo-desipramine

10. Nu Desipramine

11. Nu-desipramine

12. Pertofran

13. Pertofrane

14. Pertrofran

15. Petylyl

16. Pms Desipramine

17. Pms-desipramine

18. Ratio Desipramine

19. Ratio-desipramine

2.3.2 Depositor-Supplied Synonyms

1. 58-28-6

2. Norpramin

3. Desipramine Hcl

4. Pertofrane

5. Pertofran

6. Dmi Hydrochloride

7. Norpolake

8. Nortimil

9. Desmethylimipramine Chloride

10. Nsc-114901

11. Desipramine Monohydrochloride

12. Rmi 9,384a

13. Demethylimipramine Hydrochloride

14. Imipraminedemethyl Hydrochloride

15. Desmethylimipramine Hydrochloride

16. Ex 4355

17. Desmethylimipramine Monohydrochloride

18. G-35020

19. Jb-8181

20. Desimipramine, Hydrochloride

21. Jb 8181

22. N-(gamma-methylaminopropyl)iminodibenzyl Hydrochloride

23. G 35020

24. Ex-4355

25. 58-28-6 (hcl)

26. 10,11-dihydro-5-(3-(methylamino)propyl)-5h-dibenz(b,f)azepine Monohydrochloride

27. Mls000028418

28. 1y58do4my1

29. Chebi:4449

30. Rmi-9384a

31. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n-methyl-, Monohydrochloride

32. Gmi

33. Pertofrin

34. Petylyl

35. Smr000036827

36. 10,11-dihydro-5-(3-(methylamino)propyl)-5h-dibenz(b,f)azepine Hydrochloride

37. Dsstox_cid_26942

38. Dsstox_rid_82024

39. Dsstox_gsid_46942

40. 3-(10,11-dihydro-5h-dibenzo[b,f]azepin-5-yl)-n-methylpropan-1-amine Hydrochloride

41. [3-(10,11-dihydro-5h-dibenzo[b,f]azepin-5-yl)propyl]methylamine Hydrochloride

42. 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-n-methylpropan-1-amine;hydrochloride

43. Cas-58-28-6

44. Sr-01000003060

45. Ncgc00015340-02

46. Einecs 200-373-1

47. Nsc 114901

48. Iren

49. Unii-1y58do4my1

50. Pertrofan

51. Norpramin (tn)

52. Prestwick_706

53. Mfcd00058108

54. Desipramin Hydrochloride

55. Cpd000036827

56. Desipramine Hydrochloride [usan:usp:jan]

57. Opera_id_943

58. Epitope Id:224551

59. 10,f]azepine Hydrochloride

60. 5h-dibenz(b,f)azepine, 10,11-dihydro-5-(3-(methylamino)propyl)-, Hydrochloride

61. Chembl1696

62. Schembl41992

63. Mls000038088

64. Mls001056757

65. Mls002222246

66. Mls002548871

67. Spectrum1500227

68. Regid_for_cid_65327

69. 10,f]azepine Monohydrochloride

70. Desmethylimipramine-hydrochloride

71. Dtxsid9046942

72. Hms1569e07

73. Hms1920c22

74. Pharmakon1600-01500227

75. Bcp29731

76. Ex-a3768

77. Hy-b1272

78. Tox21_110129

79. Tox21_500358

80. Ccg-38909

81. Desipramine Hydrochloride (jan/usp)

82. Nsc114901

83. Nsc756719

84. S5485

85. Desipramine Hydrochloride [mi]

86. Akos015994722

87. Tox21_110129_1

88. Cs-8201

89. Desipramine Hydrochloride [jan]

90. Ks-1296

91. Lp00358

92. Nc00681

93. Nsc-756719

94. 5h-dibenz(b,f)azepine, 10,11-dihydro-5-(3-(methylamino)propyl)-, Monohydrochloride

95. 5h-dibenz[b,f]azepine-5-propanamine, 10,11-dihydro-n-methyl-,monohydrochloride

96. Desipramine Hydrochloride [usan]

97. Desipramine Hydrochloride [mart.]

98. Desipramine Hydrochloride [vandf]

99. Ncgc00015340-14

100. Ncgc00093794-01

101. Ncgc00093794-02

102. Ncgc00093794-03

103. Ncgc00093794-04

104. Ncgc00093794-05

105. Ncgc00261043-01

106. Ac-33180

107. Desipramine Hydrochloride [usp-rs]

108. Desipramine Hydrochloride [who-dd]

109. Db-053177

110. Wln: T C676 Bn&t&j B3m1 &gh

111. B7261

112. Eu-0100358

113. Ft-0603109

114. Ft-0666023

115. D 3900

116. D00812

117. Desipramine Hydrochloride [ep Monograph]

118. Desipramine Hydrochloride [orange Book]

119. Desipramine Hydrochloride [usp Monograph]

120. 5-(4-isopropoxyphenyl)-5-oxopentanoicacid

121. Desipramine Hydrochloride, >=98% (tlc), Powder

122. Sr-01000003060-2

123. Sr-01000003060-8

124. Q27106387

125. N-(.gamma.-methylaminopropyl)iminodibenzyl Hydrochloride

126. 5h-dibenz[b, 10,11-dihydro-n-methyl-, Monohydrochloride

127. 5-(3-methylaminopropyl)-5h-dibenz[b,f]azepine Hydrochloride

128. Desipramine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

129. 5h-dibenz[b, 10,11-dihydro-5-[3-(methylamino)propyl]-, Hydrochloride

130. 5h-dibenz[b, 10,11-dihydro-5-[3-(methylamino)propyl]-, Monohydrochloride

131. Desipramine Hydrochloride Solution, Drug Standard, 1.0 Mg/ml In Methanol

132. Desipramine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

133. 10,11-dihydro-n-methyl-5h-dibenz[b,f]azepine-5-propanamine Monohydrochloride

134. 10-11-dihydro-n-methyl-5h-dibenz(z)[b,f]azepine-5-propanamine Hydrochloride

135. 5h-dibenz[b,f]azepine-5-propanamine, 10,11-dihydro-n-methyl-,monohcl

136. Desipramine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

137. Desipramine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

138. Desipramine 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 302.8 g/mol
Molecular Formula C18H23ClN2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count4
Exact Mass302.1549764 g/mol
Monoisotopic Mass302.1549764 g/mol
Topological Polar Surface Area15.3 Ų
Heavy Atom Count21
Formal Charge0
Complexity267
Isotope Atom Count0
Defined Atom Stereocenter Count0
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 NameDesipramine hydrochloride
PubMed HealthDesipramine (By mouth)
Drug ClassesAntidepressant, CNS Stimulant
Drug LabelNORPRAMIN (desipramine hydrochloride USP) is an antidepressant drug of the tricyclic type, and is chemically: 5H-Dibenz[b]azepine-5-propanamine,10,11-dihydro-N-methyl-, monohydrochloride....
Active IngredientDesipramine hydrochloride
Dosage FormTablet
RouteOral
Strength75mg; 100mg; 25mg; 50mg; 10mg; 150mg
Market StatusPrescription
CompanyActavis Elizabeth; Sandoz

2 of 4  
Drug NameNorpramin
Drug LabelNORPRAMIN (desipramine hydrochloride USP) is an antidepressant drug of the tricyclic type, and is chemically: 5H-Dibenz[b]azepine-5-propanamine,10,11-dihydro-N-methyl-, monohydrochloride....
Active IngredientDesipramine hydrochloride
Dosage FormTablet
RouteOral
Strength25mg; 150mg; 75mg; 100mg; 50mg; 10mg
Market StatusPrescription
CompanySanofi Aventis Us

3 of 4  
Drug NameDesipramine hydrochloride
PubMed HealthDesipramine (By mouth)
Drug ClassesAntidepressant, CNS Stimulant
Drug LabelNORPRAMIN (desipramine hydrochloride USP) is an antidepressant drug of the tricyclic type, and is chemically: 5H-Dibenz[b]azepine-5-propanamine,10,11-dihydro-N-methyl-, monohydrochloride....
Active IngredientDesipramine hydrochloride
Dosage FormTablet
RouteOral
Strength75mg; 100mg; 25mg; 50mg; 10mg; 150mg
Market StatusPrescription
CompanyActavis Elizabeth; Sandoz

4 of 4  
Drug NameNorpramin
Drug LabelNORPRAMIN (desipramine hydrochloride USP) is an antidepressant drug of the tricyclic type, and is chemically: 5H-Dibenz[b]azepine-5-propanamine,10,11-dihydro-N-methyl-, monohydrochloride....
Active IngredientDesipramine hydrochloride
Dosage FormTablet
RouteOral
Strength25mg; 150mg; 75mg; 100mg; 50mg; 10mg
Market StatusPrescription
CompanySanofi Aventis Us

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.)


Enzyme Inhibitors

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)


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]

API Reference Price

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TU\/IV-RD\/507\/2023 VALID TILL 31.03.2026","address":"ALEMBIC ROAD","city":"GUJARAT","supplier":"PCAS","supplierCountry":"FINLAND","foreign_port":"HELSINKI","customer":"ALEMBIC PHARMACEUTICALS LIMITED","customerCountry":"INDIA","quantity":"10.00","actualQuantity":"10","unit":"KGS","unitRateFc":"1000","totalValueFC":"10098","currency":"USD","unitRateINR":"84850","date":"17-Oct-2024","totalValueINR":"848500","totalValueInUsd":"10098","indian_port":"Bombay Air","hs_no":"29280090","bill_no":"6168675","productDescription":"API","marketType":"REGULATED MARKET","country":"FINLAND","selfForZScoreResived":"Pharma Grade","supplierPort":"HELSINKI","supplierAddress":"MESSUKENTANKATU 8,20210 TURKU SDNF SDNF FINLAND","customerAddress":"ALEMBIC ROAD"}]
02-Dec-2021
17-Oct-2024
KGS
overview
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Average Price (USD/KGS)

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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DRUG PRODUCT COMPOSITIONS

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DOSAGE - TABLET;ORAL - 100MG

USFDA APPLICATION NUMBER - 14399

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DOSAGE - TABLET;ORAL - 10MG

USFDA APPLICATION NUMBER - 14399

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DOSAGE - TABLET;ORAL - 150MG

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DOSAGE - TABLET;ORAL - 25MG

USFDA APPLICATION NUMBER - 14399

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DOSAGE - TABLET;ORAL - 50MG

USFDA APPLICATION NUMBER - 14399

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DOSAGE - TABLET;ORAL - 75MG

USFDA APPLICATION NUMBER - 14399

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