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Chemistry

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Also known as: 25332-39-2, Trazodone hcl, Desyrel, Bimaran, Molipaxin, Thombran
Molecular Formula
C19H23Cl2N5O
Molecular Weight
408.3  g/mol
InChI Key
OHHDIOKRWWOXMT-UHFFFAOYSA-N
FDA UNII
6E8ZO8LRNM

Trazodone Hydrochloride
A serotonin uptake inhibitor that is used as an antidepressive agent. It has been shown to be effective in patients with major depressive disorders and other subsets of depressive disorders. It is generally more useful in depressive disorders associated with insomnia and anxiety. This drug does not aggravate psychotic symptoms in patients with schizophrenia or schizoaffective disorders. (From AMA Drug Evaluations Annual, 1994, p309)
1 2D Structure

Trazodone Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one;hydrochloride
2.1.2 InChI
InChI=1S/C19H22ClN5O.ClH/c20-16-5-3-6-17(15-16)23-13-11-22(12-14-23)8-4-10-25-19(26)24-9-2-1-7-18(24)21-25;/h1-3,5-7,9,15H,4,8,10-14H2;1H
2.1.3 InChI Key
OHHDIOKRWWOXMT-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1CN(CCN1CCCN2C(=O)N3C=CC=CC3=N2)C4=CC(=CC=C4)Cl.Cl
2.2 Other Identifiers
2.2.1 UNII
6E8ZO8LRNM
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Af 1161

2. Af-1161

3. Af1161

4. Apo Trazodone

5. Apo-trazodone

6. Deprax

7. Desyrel

8. Gen Trazodone

9. Gen-trazodone

10. Molipaxin

11. Novo Trazodone

12. Novo-trazodone

13. Nu Trazodone

14. Nu-trazodone

15. Pms Trazodone

16. Pms-trazodone

17. Ratio Trazodone

18. Ratio-trazodone

19. Ratiotrazodone

20. Thombran

21. Tradozone

22. Trazodon Hexal

23. Trazodon Neuraxpharm

24. Trazodon-neuraxpharm

25. Trazodone

26. Trazodonneuraxpharm

27. Trazon

28. Trittico

2.3.2 Depositor-Supplied Synonyms

1. 25332-39-2

2. Trazodone Hcl

3. Desyrel

4. Bimaran

5. Molipaxin

6. Thombran

7. Trazodone (hydrochloride)

8. Af-1161

9. Trialodine

10. Kb-831

11. Oleptro

12. 19666-36-5

13. 6e8zo8lrnm

14. 2-(3-(4-(3-chlorophenyl)piperazin-1-yl)propyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2h)-one Hydrochloride

15. Nsc-292811

16. Af-1161 (free Base)

17. 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one Hydrochloride

18. 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one;hydrochloride

19. Mls000069698

20. Chebi:9655

21. 1,2,4-triazolo[4,3-a]pyridin-3(2h)-one,2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-,hydrochloride (1:1)

22. 2-(3-(4-(m-chlorophenyl)-1-piperazinyl)propyl)-s-triazolo(4,3-a)pyridin-3(2h)-one Monohydrochloride

23. Trazodone Hydrochloride (desyrel)

24. 1,2,4-triazolo(4,3-a)pyridin-3(2h)-one, 2-(3-(4-(3-chlorophenyl)-1-piperazinyl)propyl)-, Monohydrochloride

25. Devidon

26. Pragmazone

27. Smr000058520

28. Tombran

29. Tritico

30. Triticum

31. Azona

32. 25332-39-2 (hcl)

33. Apo-trazodone

34. Dsstox_cid_24626

35. Dsstox_rid_80361

36. Dsstox_gsid_44626

37. 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2h)-one Hydrochloride

38. Desyrel Dividose

39. 2-(3-(4-(3-chlorophenyl)piperazin-1-yl)propyl)-1,2,4-triazolo(4,3-a)pyridin-3(2h)-one Hydrochloride

40. 2-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-2h,3h-[1,2,4]triazolo[4,3-a]pyridin-3-one Hydrochloride

41. Sr-01000000190

42. Ncgc00016035-02

43. Einecs 246-855-5

44. Unii-6e8zo8lrnm

45. Cas-25332-39-2

46. Nsc 292811

47. Af 1161

48. Trazodone, Hcl

49. 2-[3-[4-(m-chlorophenyl)-1-piperazinyl]propyl]-s-triazolo[4,3-a]pyridin-3(2h)-one Monohydrochloride

50. Prestwick_478

51. Desyrel (tn)

52. Einecs 243-216-2

53. Trazodone Hydrochloride [usan:usp:jan]

54. 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-[1,2,4]triazolo[4,5-a]pyridin-3-one

55. Opera_id_850

56. Schembl61754

57. 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2h)-one Hydrochloride

58. Mls000758230

59. Mls001148260

60. Mls001424009

61. Spectrum1503121

62. Chembl1200798

63. Dtxsid8044626

64. Hms1568l06

65. Hms1922g09

66. Pharmakon1600-01503121

67. Trazodone Hydrochloride (jan/usp)

68. Bcp04922

69. Hy-b0478

70. Tox21_110286

71. Tox21_302685

72. Tox21_501159

73. Trazodone Hydrochloride [mi]

74. Ccg-40299

75. Nsc292811

76. Nsc758393

77. Trazodone Hydrochloride [jan]

78. Trazodone Hydrochloride [hsdb]

79. Trazodone Hydrochloride [usan]

80. Akos015897762

81. Tox21_110286_1

82. Ac-6779

83. Ks-5100

84. Lp01159

85. Nc00046

86. Nsc-758393

87. Trazodone Hydrochloride [mart.]

88. Trazodone Hydrochloride [vandf]

89. Trazodone Hydrochloride [usp-rs]

90. Trazodone Hydrochloride [who-dd]

91. Trazodone Hydrochloride Impurity Standard

92. Ncgc00016035-13

93. Ncgc00094420-01

94. Ncgc00094420-02

95. Ncgc00094420-03

96. Ncgc00094420-04

97. Ncgc00256807-01

98. Ncgc00261844-01

99. 2-(3-(4-(3-chlorophenyl)piperazin-1-y)propyl)-1,2,4-triazolo(4,3-a)pyridine-3(2h)-one Hydrochloride

100. S-triazolo(4,3-a)pyridin-3(2h)-one, 2-(3-(4-(m-chlorophenyl)-1-piperazinyl)propyl)-, Monohydrochloride

101. Eu-0101159

102. Ft-0659024

103. Ft-0675364

104. S2582

105. Trazodone Hydrochloride [orange Book]

106. D00820

107. D97808

108. T 6154

109. Trazodone Hydrochloride [usp Monograph]

110. Trazodone Hydrochloride, >=99% (hplc), Powder

111. 332t392

112. A813950

113. A817789

114. A924854

115. 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-

116. J-015941

117. Sr-01000000190-2

118. Sr-01000000190-8

119. Wln: T56 Anvnnj C3- At6n Dntj Dr Cg &gh

120. Q27108459

121. 1,2,4-triazolo[4,3-a]pyridin-3(2h)-one Hydrochloride

122. Z1550675462

123. Trazodone Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

124. Trazodone Hydrochloride, United States Pharmacopeia (usp) Reference Standard

125. S-triazolo[4, 2-[3-[4-(m-chlorophenyl)-1-piperazinyl]propyl]-, Monohydrochloride

126. S-trizolo[4, 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-, Hydrochloride

127. 1,2,4-triazolo[4,3-a]pyridin-3(2h)-one, 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-, Hydrochloride (1:1)

128. 1,4-triazolo[4,3-a]pyridin-3(2h)-one, 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-, Monohydrochloride

129. 2-(3-(4-(3-chlorophenyl)piperazin-1-yl)propyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2h)-onehydrochloride

130. 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one Hydrochloride

131. 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one;hydron;chloride

132. 2-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}[1,2,4]triazolo[4,3-a]pyridin-3(2h)-one Hydrochloride

133. Trazodone 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 408.3 g/mol
Molecular Formula C19H23Cl2N5O
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass407.1279658 g/mol
Monoisotopic Mass407.1279658 g/mol
Topological Polar Surface Area42.4 Ų
Heavy Atom Count27
Formal Charge0
Complexity611
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 NameOleptro
PubMed HealthTrazodone (By mouth)
Drug ClassesAntidepressant
Drug LabelOleptro (trazodone hydrochloride) is a triazolopyridine. It is a white, odorless crystalline powder which is freely soluble in water.Chemical Name: 2-[3-[4-(m-Chlorophenyl)-1-piperazinyl]propyl]-s-triazolo[4,3-a]pyridin-3(2H)-one monohydrochloride St...
Active IngredientTrazodone hydrochloride
Dosage FormTablet, extended release
RouteOral
Strength150mg; 300mg
Market StatusPrescription
CompanyAngelini Pharma

2 of 4  
Drug NameTrazodone hydrochloride
Drug LabelTrazodone HCl is an antidepressant chemically unrelated to tricyclic, tetracyclic, or other known antidepressant agents. Trazodone HCl is a triazolopyridine derivative designated as 2-[3-[4-(m-Chlorophenyl)-1-piperazinyl]propyl]s-triazolo[4,3-a]-pyri...
Active IngredientTrazodone hydrochloride
Dosage FormTablet
RouteOral
Strength150mg; 300mg; 100mg; 50mg
Market StatusPrescription
CompanyMylan Pharms; Apotex; Teva Pharms Usa; Torrent Pharms; Mutual Pharm; Vintage; Alvogen; Pliva

3 of 4  
Drug NameOleptro
PubMed HealthTrazodone (By mouth)
Drug ClassesAntidepressant
Drug LabelOleptro (trazodone hydrochloride) is a triazolopyridine. It is a white, odorless crystalline powder which is freely soluble in water.Chemical Name: 2-[3-[4-(m-Chlorophenyl)-1-piperazinyl]propyl]-s-triazolo[4,3-a]pyridin-3(2H)-one monohydrochloride St...
Active IngredientTrazodone hydrochloride
Dosage FormTablet, extended release
RouteOral
Strength150mg; 300mg
Market StatusPrescription
CompanyAngelini Pharma

4 of 4  
Drug NameTrazodone hydrochloride
Drug LabelTrazodone HCl is an antidepressant chemically unrelated to tricyclic, tetracyclic, or other known antidepressant agents. Trazodone HCl is a triazolopyridine derivative designated as 2-[3-[4-(m-Chlorophenyl)-1-piperazinyl]propyl]s-triazolo[4,3-a]-pyri...
Active IngredientTrazodone hydrochloride
Dosage FormTablet
RouteOral
Strength150mg; 300mg; 100mg; 50mg
Market StatusPrescription
CompanyMylan Pharms; Apotex; Teva Pharms Usa; Torrent Pharms; Mutual Pharm; Vintage; Alvogen; Pliva

4.2 Drug Indication

Treatment of insomnia


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Anxiety Agents

Agents that alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here. (See all compounds classified as Anti-Anxiety Agents.)


Antidepressive Agents, Second-Generation

A structurally and mechanistically diverse group of drugs that are not tricyclics or monoamine oxidase inhibitors. The most clinically important appear to act selectively on serotonergic systems, especially by inhibiting serotonin reuptake. (See all compounds classified as Antidepressive Agents, Second-Generation.)


Selective Serotonin Reuptake Inhibitors

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


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Serotonin Reuptake Inhibitor [EPC]

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","supplierCountry":"INDIA","foreign_port":"LAEM CHABANG","customer":"MAITHILI LIFE SCIENCES ","customerCountry":"INDIA","quantity":"40.00","actualQuantity":"40","unit":"KGS","unitRateFc":"92","totalValueFC":"3733.5","currency":"USD","unitRateINR":"7751","date":"15-Jan-2024","totalValueINR":"310040","totalValueInUsd":"3733.5","indian_port":"JNPT","hs_no":"29335990","bill_no":"9673454","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"LAEM CHABANG","supplierAddress":"3 SOITIWANON 3 YAEK 9,TAMBON TALADKHWAN,AMPHUR MUANG NONTHABURI, NONTHABURI 11000 Laem Chabang, , THAILAN THAILAND","customerAddress":"PLOT NO.HIG-117, KPHB PHASE VI,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1705257000,"product":"TRAZODONE HYDROCHLORIDE USP(RE-IMPORT)S\/BILL NO. 9793934 DT.05.05.2023 BATCH NO. TDZ(B)23002","address":"PLOT NO.HIG-117, KPHB PHASE VI,","city":"HYDERABAD. AP.","supplier":"GOODMAN CHEMICALS CO. ","supplierCountry":"INDIA","foreign_port":"LAEM CHABANG","customer":"MAITHILI LIFE SCIENCES ","customerCountry":"INDIA","quantity":"500.00","actualQuantity":"500","unit":"KGS","unitRateFc":"92","totalValueFC":"46668.8","currency":"USD","unitRateINR":"7751","date":"15-Jan-2024","totalValueINR":"3875500","totalValueInUsd":"46668.8","indian_port":"JNPT","hs_no":"29335990","bill_no":"9673454","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"LAEM CHABANG","supplierAddress":"3 SOITIWANON 3 YAEK 9,TAMBON TALADKHWAN,AMPHUR MUANG NONTHABURI, NONTHABURI 11000 Laem Chabang, , THAILAN THAILAND","customerAddress":"PLOT NO.HIG-117, KPHB PHASE VI,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q2","strtotime":1716489000,"product":"RE-IMPORT - ACTIVE PHARMACEUTICAL INGREDIENT TRAZODONE HYDROCHLORIDE USP 2023 - FOC (S.B NO.8614461 \/ DT: 25.03.2024(BAT","address":"PLOT NO.HIG-117, KPHB PHASE VI,","city":"HYDERABAD. AP.","supplier":"GOODMAN CHEMICALS CO. ","supplierCountry":"INDIA","foreign_port":"LAEM CHABANG","customer":"MAITHILI LIFE SCIENCES ","customerCountry":"INDIA","quantity":"125.00","actualQuantity":"125","unit":"KGS","unitRateFc":"91.5","totalValueFC":"11617.6","currency":"USD","unitRateINR":"7718","date":"24-May-2024","totalValueINR":"964753.13","totalValueInUsd":"11617.6","indian_port":"Madras Sea","hs_no":"29335990","bill_no":"3653442","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"LAEM CHABANG","supplierAddress":"3 SOITIWANON 3 YEAK 9, TAMBON TALADKHWAN, AMPHUR MUANG NONTHABURI NONTHABURI 11000 Thailand","customerAddress":"PLOT NO.HIG-117, KPHB PHASE VI,"}]
15-Feb-2021
27-Aug-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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