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Chemistry

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Also known as: 17321-77-6, Clomipramine hcl, Anafranil, 3-(3-chloro-10,11-dihydro-5h-dibenzo[b,f]azepin-5-yl)-n,n-dimethylpropan-1-amine hydrochloride, Chlorimipramine hydrochloride, 3-chloroimipramine hydrochloride
Molecular Formula
C19H24Cl2N2
Molecular Weight
351.3  g/mol
InChI Key
WIMWMKZEIBHDTH-UHFFFAOYSA-N
FDA UNII
2LXW0L6GWJ

Clomipramine Hydrochloride
A tricyclic antidepressant similar to IMIPRAMINE that selectively inhibits the uptake of serotonin in the brain. It is readily absorbed from the gastrointestinal tract and demethylated in the liver to form its primary active metabolite, desmethylclomipramine.
1 2D Structure

Clomipramine Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3-(2-chloro-5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine;hydrochloride
2.1.2 InChI
InChI=1S/C19H23ClN2.ClH/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)22;/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H3;1H
2.1.3 InChI Key
WIMWMKZEIBHDTH-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CN(C)CCCN1C2=CC=CC=C2CCC3=C1C=C(C=C3)Cl.Cl
2.2 Other Identifiers
2.2.1 UNII
2LXW0L6GWJ
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Anafranil

2. Chlomipramine

3. Chlorimipramine

4. Clomipramine

5. Clomipramine Maleate (1:1)

6. Clomipramine Monohydrochloride

7. Hydiphen

8. Hydrochloride, Clomipramine

9. Monohydrochloride, Clomipramine

2.3.2 Depositor-Supplied Synonyms

1. 17321-77-6

2. Clomipramine Hcl

3. Anafranil

4. 3-(3-chloro-10,11-dihydro-5h-dibenzo[b,f]azepin-5-yl)-n,n-dimethylpropan-1-amine Hydrochloride

5. Chlorimipramine Hydrochloride

6. 3-chloroimipramine Hydrochloride

7. Chloroimipramine Monohydrochloride

8. Clomipramine (hydrochloride)

9. Clomipramine Monohydrochloride

10. 2lxw0l6gwj

11. Nsc-759323

12. G 34586

13. Mls000028511

14. Chebi:3755

15. G-34586

16. 3-chloro-5-(3-(dimethylamino)propyl)-10,11-dihydro-5h-dibenz(b,f)azepine Monohydrochloride

17. 5h-dibenz(b,f)azepine-5-propanamine, 3-chloro-10,11-dihydro-n,n-dimethyl-, Monohydrochloride

18. Anaphranil

19. Smr000058295

20. Anafranil (tn)

21. 3-(2-chloro-5,6-dihydrobenzo[b][1]benzazepin-11-yl)-n,n-dimethylpropan-1-amine;hydrochloride

22. (3-{5-chloro-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}propyl)dimethylamine Hydrochloride

23. 3-(3-chloro-10,11-dihydro-5h-dibenzo[b,f]azepin-5-yl)-n,n-dimethylpropan-1-aminium Chloride

24. 5h-dibenz[b,f]azepine-5-propanamine, 3-chloro-10,11-dihydro-n,n-dimethyl-, Hydrochloride (1:1)

25. Anafranil Hydrochloride

26. Sr-01000003088

27. Einecs 241-344-3

28. Unii-2lxw0l6gwj

29. Cas-17321-77-6

30. Clomipramine, Hcl

31. Prestwick_72

32. Mfcd00069234

33. Vr-776

34. Cpd000058295

35. I615

36. Opera_id_368

37. Clomipramine Hydrochloride [usan:usp:jan]

38. Dsstox_cid_22633

39. Dsstox_rid_80064

40. Dsstox_gsid_42633

41. Schembl41747

42. Mls001074205

43. Mls002222159

44. Mls002548879

45. Spectrum2300061

46. Regid_for_cid_68539

47. Chembl1200710

48. Clomipramine-[d6] Hydrochloride

49. Dtxsid3042633

50. Clomipramine Hydrochloride- Bio-x

51. Hms1568f20

52. Pharmakon1600-02300061

53. Amy40405

54. Bcp28468

55. Hy-b0457

56. Tox21_301819

57. Tox21_500307

58. Ccg-39492

59. Nsc759323

60. S2541

61. Anafranil Hydrochloride; Chloripramine

62. Akos015895084

63. Clomipramine Hydrochloride (anafranil)

64. Ac-8082

65. Clomipramine Hydrochloride (jp17/usp)

66. Clomipramine Hydrochloride [mi]

67. Ks-1044

68. Lp00307

69. Nc00678

70. Nsc 759323

71. (non-labelled)clomipramine-13c-d3 Hcl

72. Clomipramine Hydrochloride [jan]

73. Clomipramine Hydrochloride [usan]

74. Ncgc00093756-01

75. Ncgc00093756-02

76. Ncgc00093756-03

77. Ncgc00093756-04

78. Ncgc00178275-01

79. Ncgc00178275-02

80. Ncgc00255897-01

81. Ncgc00260992-01

82. 5h-dibenz(b,f)azepine, 10,11-dihydro-3-chloro-5-(3-(dimethylamino)propyl)-, Monohydrochloride

83. Bc164325

84. Clomipramine Hydrochloride [mart.]

85. Clomipramine Hydrochloride [vandf]

86. Clomipramine Hydrochloride [usp-rs]

87. Clomipramine Hydrochloride [who-dd]

88. Eu-0100307

89. Ft-0623989

90. Sw196384-4

91. C 7291

92. Clomipramine Hydrochloride [green Book]

93. Clomipramine Hydrochloride [orange Book]

94. D00811

95. Mls-0090819.0001

96. Clomipramine Hydrochloride [ep Monograph]

97. 321c776

98. Clomipramine Hydrochloride [usp Monograph]

99. Clomipramine Hydrochloride, >=98% (hplc), Powder

100. Sr-01000003088-2

101. Sr-01000003088-4

102. Sr-01000003088-5

103. Sr-01000003088-9

104. Q27106187

105. Clomipramine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

106. Clomipramine Hydrochloride, British Pharmacopoeia (bp) Reference Standard

107. 3-chloro-10,11-dihydro-n,n-dimethyl-5h-dibenz(z)[b,f]azepine-5-propanamine Hydrochloride

108. Clomipramine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

109. Clomipramine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

110. 3-(3-chloro-10,11-dihydro-5h-dibenzo[b,f]azepin-5-yl)-n,n-dimethylpropan-1-amine Hcl

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

112. Clomipramine Hydrochloride, For Microbiological Assay, European Pharmacopoeia (ep) Reference Standard

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 351.3 g/mol
Molecular Formula C19H24Cl2N2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count4
Exact Mass350.1316542 g/mol
Monoisotopic Mass350.1316542 g/mol
Topological Polar Surface Area6.5 Ų
Heavy Atom Count23
Formal Charge0
Complexity346
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 NameAnafranil
PubMed HealthClomipramine (By mouth)
Drug ClassesAntidepressant, Central Nervous System Agent
Drug LabelAnafranil (clomipramine hydrochloride) Capsules USP is an antiobsessional drug that belongs to the class (dibenzazepine) of pharmacologic agents known as tricyclic antidepressants. Anafranil is available as capsules of 25, 50, and 75 mg for oral a...
Active IngredientClomipramine hydrochloride
Dosage FormCapsule
RouteOral
Strength75mg; 25mg; 50mg
Market StatusPrescription
CompanyMallinckrodt

2 of 4  
Drug NameClomipramine hydrochloride
Drug LabelClomipramine hydrochloride capsules USP are an antiobsessional drug that belongs to the class (dibenzazepine) of pharmacologic agents known as tricyclic antidepressants. Clomipramine hydrochloride is available as capsules of 25, 50 and 75 mg for oral...
Active IngredientClomipramine hydrochloride
Dosage FormCapsule
RouteOral
Strength75mg; 25mg; 50mg
Market StatusPrescription
CompanyTeva; Taro; Sandoz; Mylan

3 of 4  
Drug NameAnafranil
PubMed HealthClomipramine (By mouth)
Drug ClassesAntidepressant, Central Nervous System Agent
Drug LabelAnafranil (clomipramine hydrochloride) Capsules USP is an antiobsessional drug that belongs to the class (dibenzazepine) of pharmacologic agents known as tricyclic antidepressants. Anafranil is available as capsules of 25, 50, and 75 mg for oral a...
Active IngredientClomipramine hydrochloride
Dosage FormCapsule
RouteOral
Strength75mg; 25mg; 50mg
Market StatusPrescription
CompanyMallinckrodt

4 of 4  
Drug NameClomipramine hydrochloride
Drug LabelClomipramine hydrochloride capsules USP are an antiobsessional drug that belongs to the class (dibenzazepine) of pharmacologic agents known as tricyclic antidepressants. Clomipramine hydrochloride is available as capsules of 25, 50 and 75 mg for oral...
Active IngredientClomipramine hydrochloride
Dosage FormCapsule
RouteOral
Strength75mg; 25mg; 50mg
Market StatusPrescription
CompanyTeva; Taro; Sandoz; Mylan

4.2 Drug Indication

As an aid in the treatment of separation related disorders in dogs manifested by destruction and inappropriate elimination (defecation and urination) and only in combination with behavioural modification techniques.


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.)


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
Tricyclic Antidepressant [EPC]
5.3 ATC Code

QN06AA04


API Reference Price

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05-Jan-2021
29-Aug-2024
KGS
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DOSAGE - CAPSULE;ORAL - 25MG

USFDA APPLICATION NUMBER - 19906

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DOSAGE - CAPSULE;ORAL - 50MG

USFDA APPLICATION NUMBER - 19906

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DOSAGE - CAPSULE;ORAL - 75MG

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