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Trimipramine Maleate

Synopsis, Chemistry

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CAPSULE;ORAL - EQ 100MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, CAPSULE;ORAL - EQ 25MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, CAPSULE;ORAL - EQ 50MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

CAPSULE;ORAL - EQ 100MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
CAPSULE;ORAL - EQ 25MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
CAPSULE;ORAL - EQ 50MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

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Also known as: 521-78-8, Trimipramine maleate salt, Surmontil maleate, Trimipramine (maleate), Trimipramine maleate, bp, Trimipramine hydrogen maleate

Molecular Formula

C₂₄H₃₀N₂O₄

Molecular Weight

410.5 g/mol

InChI Key

YDGHCKHAXOUQOS-BTJKTKAUSA-N

FDA UNII

I412286V22

Tricyclic antidepressant similar to IMIPRAMINE, but with more antihistaminic and sedative properties.

1 2D Structure

Trimipramine Maleate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(Z)-but-2-enedioic acid;3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N,2-trimethylpropan-1-amine

2.1.2 InChI

InChI=1S/C20H26N2.C4H4O4/c1-16(14-21(2)3)15-22-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)22;5-3(6)1-2-4(7)8/h4-11,16H,12-15H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

2.1.3 InChI Key

YDGHCKHAXOUQOS-BTJKTKAUSA-N

2.1.4 Canonical SMILES

CC(CN1C2=CC=CC=C2CCC3=CC=CC=C31)CN(C)C.C(=CC(=O)O)C(=O)O

2.1.5 Isomeric SMILES

CC(CN1C2=CC=CC=C2CCC3=CC=CC=C31)CN(C)C.C(=C\C(=O)O)\C(=O)O

2.2 Other Identifiers

2.2.1 UNII

I412286V22

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 10,11 Dihydro-n,n,beta-trimethyl-5h-dibenz(b,f)azepine-5-propanamine

2. Apo Trimip

3. Apo-trimip

4. Apotrimip

5. Beta, Trimipramin

6. Eldoral

7. Herphonal

8. Novo Tripramine

9. Novo-tripramine

10. Novotripramine

11. Nu Trimipramine

12. Nu-trimipramine

13. Nutrimipramine

14. Rhotrimine

15. Stangyl

16. Surmontil

17. Surmontil Maleate

18. Trimeprimine

19. Trimidura

20. Trimineurin

21. Trimineurin Maleate

22. Trimipramin Azu

23. Trimipramin Beta

24. Trimipramin Neurazpharm

25. Trimipramin Stada

26. Trimipramin-neurazpharm

27. Trimipramine

28. Trimipramine Maleate (1:1)

29. Trimipramine Maleate (1:1), (+)-isomer

30. Trimipramine Maleate (1:1), (+-)-isomer

31. Trimipramine Maleate (1:1), (-)-isomer

32. Trimipramine Mesylate

33. Trimipramine Monohydrochloride

34. Trimipramine, (+-)-isomer

35. Trimipramine, (-)-isomer

36. Trimipraminneurazpharm

2.3.2 Depositor-Supplied Synonyms

1. 521-78-8

2. Trimipramine Maleate Salt

3. Surmontil Maleate

4. Trimipramine (maleate)

5. Trimipramine Maleate, Bp

6. Trimipramine Hydrogen Maleate

7. Stangyl

8. (+)-trimipramine Maleate

9. (-)-trimipramine Maleate

10. Nsc-758386

11. Trimipramine Maleate, (+)-

12. Trimipramine Maleate, (-)-

13. 138283-61-1

14. 5-(3-(dimethylamino)-2-methylpropyl)-10,11-dihydro-5h-dibenz(b,f)azepine Maleate (1:1)

15. 269k6498ld

16. D28e1043w5

17. Trimeprimine Maleate

18. I412286v22

19. Trimeprimine Monomaleate

20. Dsstox_cid_25315

21. Dsstox_rid_80796

22. Trimipramini Maleas

23. Dsstox_gsid_45315

24. (z)-but-2-enedioic Acid;3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-n,n,2-trimethylpropan-1-amine

25. 138283-60-0

26. Trimipramium Maleinicum

27. Trimipramine Acid Maleate

28. Chebi:35030

29. 10,11-dihydro-n,n,beta-trimethyl-5h-dibenz(b,f)azepine-5-propanamine (z)-2-butenedioate (1:1)

30. Sr-01000076152

31. Einecs 208-318-3

32. Unii-269k6498ld

33. Trimipraminemaleate

34. Surmontil (tn)

35. Prestwick_1022

36. Trimipramine Maleate [usan:usp:jan]

37. Trimipraminhydrogenmaleat

38. 3-(10,11-dihydro-5h-dibenzo[b,f]azepin-5-yl)-n,n,2-trimethylpropan-1-amine Maleate

39. Ncgc00016483-01

40. Cas-521-78-8

41. Schembl41289

42. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,beta-trimethyl-, (z)-2-butenedioate (1:1)

43. Mls001056765

44. Spectrum1503117

45. Chembl1200948

46. Dtxsid2045315

47. Unii-d28e1043w5

48. Hms500e15

49. Trimipramine Maleate (jan/usp)

50. Trimipramine Maleate [mi]

51. Hms1570b13

52. Hms1922g07

53. Hms2092l08

54. Hms2097b13

55. Hms2233h17

56. Hms3263h13

57. Hms3714b13

58. Pharmakon1600-01503117

59. Trimipramine Maleate [jan]

60. Unii-i412286v22

61. Trimipramine Maleate [usan]

62. Hy-b1213

63. Trimipramine For Peak Identification

64. Tox21_110449

65. Tox21_501156

66. Trimipramine Maleate [vandf]

67. Ccg-39308

68. Nsc758386

69. Trimipramine Maleate [mart.]

70. Trimipramine Maleate [usp-rs]

71. Trimipramine Maleate [who-dd]

72. Akos026750012

73. Tox21_110449_1

74. Cs-4840

75. Lp01156

76. Nsc 758386

77. 5h-dibenz(b,f)azepine, 10,11-dihydro-5-(3-(dimethylamino)-2-methylpropyl)-, Maleate (1:1)

78. Ncgc00016013-06

79. Ncgc00094418-01

80. Ncgc00094418-02

81. Ncgc00094418-03

82. Ncgc00094418-04

83. Ncgc00094418-05

84. Ncgc00261841-01

85. 1217260-65-5

86. Bs-17213

87. Smr000326720

88. Trimipramine Maleate [orange Book]

89. Trimipramine Maleate [ep Monograph]

90. Trimipramine Maleate [usp Monograph]

91. Eu-0101156

92. Sw197096-3

93. D02408

94. T 3146

95. Sr-01000076152-1

96. Sr-01000076152-4

97. Sr-01000076152-6

98. Q27116374

99. Trimipramine Maleate 1.0 Mg/ml In Methanol (as Free Base)

100. 10,11-dihydro-n,n,beta-trimethyl-5h-dibenz[b,f]azepine-5-propanamine(2z)-2-butenedioate

101. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,.beta.-trimethyl-, (+)-, (2z)-2-butenedioate (1:1)

102. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,.beta.-trimethyl-, (+)-, (z)-2-butenedioate (1:1)

103. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,.beta.-trimethyl-, (-)-, (2z)-2-butenedioate (1:1)

104. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,.beta.-trimethyl-, (-)-, (z)-2-butenedioate (1:1)

105. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,.beta.-trimethyl-, (z)-2-butenedioate (1:1)

106. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,beta-trimethyl-, (+)-, (2z)-2-butenedioate (1:1)

107. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,beta-trimethyl-, (+)-, (z)-2-butenedioate (1:1)

108. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,beta-trimethyl-, (-)-, (2z)-2-butenedioate (1:1)

109. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,beta-trimethyl-, (-)-, (z)-2-butenedioate (1:1)

110. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,beta-trimethyl-, (2z)-2-butenedioate (1:1)

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₃₀N₂O₄
Molecular Weight	410.5 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	6
Exact Mass	410.22055744 g/mol
Monoisotopic Mass	410.22055744 g/mol
Topological Polar Surface Area	81.1 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	436
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Surmontil
PubMed Health	Trimipramine (By mouth)
Drug Classes	Antidepreant
Drug Label	SURMONTIL (trimipramine maleate) is 5-(3-dimethylamino-2-methylpropyl)-10,11-dihydro-5H-dibenz (b,f) azepine acid maleate (racemic form). Molecular Formula: C20H26N2 C4H4O4 Molecular Weight: 410.5SURMONTIL capsules contain trimipramine maleate eq...
Active Ingredient	Trimipramine maleate
Dosage Form	Capsule
Route	Oral
Strength	eq 100mg base; eq 50mg base; eq 25mg base
Market Status	Prescription
Company	Odyey Pharms

2 of 4
Drug Name	Trimipramine maleate
Drug Label	Trimipramine maleate is 5-(3-dimethylamino-2-methylpropyl)-10, 11-dihydro-5H-dibenz (b,f) azepine acid maleate (racemic form). Molecular Formula: C20H26N2 C4H4O4 Molecular Weight: 410.5Trimipramine maleate capsules contain tr...
Active Ingredient	Trimipramine maleate
Dosage Form	Capsule
Route	Oral
Strength	eq 100mg base; eq 50mg base; eq 25mg base
Market Status	Prescription
Company	Mikah Pharma

3 of 4
Drug Name	Surmontil
PubMed Health	Trimipramine (By mouth)
Drug Classes	Antidepreant
Drug Label	SURMONTIL (trimipramine maleate) is 5-(3-dimethylamino-2-methylpropyl)-10,11-dihydro-5H-dibenz (b,f) azepine acid maleate (racemic form). Molecular Formula: C20H26N2 C4H4O4 Molecular Weight: 410.5SURMONTIL capsules contain trimipramine maleate eq...
Active Ingredient	Trimipramine maleate
Dosage Form	Capsule
Route	Oral
Strength	eq 100mg base; eq 50mg base; eq 25mg base
Market Status	Prescription
Company	Odyey Pharms

4 of 4
Drug Name	Trimipramine maleate
Drug Label	Trimipramine maleate is 5-(3-dimethylamino-2-methylpropyl)-10, 11-dihydro-5H-dibenz (b,f) azepine acid maleate (racemic form). Molecular Formula: C20H26N2 C4H4O4 Molecular Weight: 410.5Trimipramine maleate capsules contain tr...
Active Ingredient	Trimipramine maleate
Dosage Form	Capsule
Route	Oral
Strength	eq 100mg base; eq 50mg base; eq 25mg base
Market Status	Prescription
Company	Mikah Pharma

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]