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MolPort-000-917-725

MolPort-000-917-725

Synopsis, Chemistry

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26 API Suppliers, 10 USDMF, 5 CEP/COS, 2 JDMF, 5 EU WC, 1 KDMF, 10 NDC API, 16 Listed Suppliers

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1 Drug(s) in Development

1 Drug(s) in Development

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API Reference Price, API Exports, API Imports, FDF Imports

INTERMEDIATES

5 Suppliers

5 Suppliers

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121 Dossiers, 66 FDA Orange Book, 27 Europe, 8 Canada, 3 Australia, 4 South Africa, 13 Listed Dossiers

DRUG PRODUCT COMPOSITION

CAPSULE;ORAL - 25MG, CAPSULE;ORAL - 50MG, CAPSULE;ORAL - 75MG

CAPSULE;ORAL - 25MG
CAPSULE;ORAL - 50MG
CAPSULE;ORAL - 75MG

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16 US Medicaid Prescriptions, 15 Finished Drug Prices

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5 EDQM Standards, 5 USP Standards, 8 Other Ref. Standards

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517.00

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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

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

MolPort-000-917-725

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 Formula	C₁₉H₂₄Cl₂N₂
Molecular Weight	351.3 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	4
Exact Mass	350.1316542 g/mol
Monoisotopic Mass	350.1316542 g/mol
Topological Polar Surface Area	6.5 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	346
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	Anafranil
PubMed Health	Clomipramine (By mouth)
Drug Classes	Antidepressant, Central Nervous System Agent
Drug Label	Anafranil (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 Ingredient	Clomipramine hydrochloride
Dosage Form	Capsule
Route	Oral
Strength	75mg; 25mg; 50mg
Market Status	Prescription
Company	Mallinckrodt

2 of 4
Drug Name	Clomipramine hydrochloride
Drug Label	Clomipramine 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 Ingredient	Clomipramine hydrochloride
Dosage Form	Capsule
Route	Oral
Strength	75mg; 25mg; 50mg
Market Status	Prescription
Company	Teva; Taro; Sandoz; Mylan

3 of 4
Drug Name	Anafranil
PubMed Health	Clomipramine (By mouth)
Drug Classes	Antidepressant, Central Nervous System Agent
Drug Label	Anafranil (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 Ingredient	Clomipramine hydrochloride
Dosage Form	Capsule
Route	Oral
Strength	75mg; 25mg; 50mg
Market Status	Prescription
Company	Mallinckrodt

4 of 4
Drug Name	Clomipramine hydrochloride
Drug Label	Clomipramine 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 Ingredient	Clomipramine hydrochloride
Dosage Form	Capsule
Route	Oral
Strength	75mg; 25mg; 50mg
Market Status	Prescription
Company	Teva; 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