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Tamsulosin Hydrochloride
Also known as: 106463-17-6, Flomax, Tamsulosin hcl, Omnic, Pradif, Harnal
Molecular Formula
C20H29ClN2O5S
Molecular Weight
445.0  g/mol
InChI Key
ZZIZZTHXZRDOFM-XFULWGLBSA-N
FDA UNII
11SV1951MR

A sulfonamide derivative and adrenergic alpha-1 receptor antagonist that is used to relieve symptoms of urinary obstruction caused by BENIGN PROSTATIC HYPERPLASIA.
1 2D Structure

Tamsulosin Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
5-[(2R)-2-[2-(2-ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide;hydrochloride
2.1.2 InChI
InChI=1S/C20H28N2O5S.ClH/c1-4-26-17-7-5-6-8-18(17)27-12-11-22-15(2)13-16-9-10-19(25-3)20(14-16)28(21,23)24;/h5-10,14-15,22H,4,11-13H2,1-3H3,(H2,21,23,24);1H/t15-;/m1./s1
2.1.3 InChI Key
ZZIZZTHXZRDOFM-XFULWGLBSA-N
2.1.4 Canonical SMILES
CCOC1=CC=CC=C1OCCNC(C)CC2=CC(=C(C=C2)OC)S(=O)(=O)N.Cl
2.1.5 Isomeric SMILES
CCOC1=CC=CC=C1OCCN[C@H](C)CC2=CC(=C(C=C2)OC)S(=O)(=O)N.Cl
2.2 Other Identifiers
2.2.1 UNII
11SV1951MR
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonamide

2. Flomax

3. Ly 253352

4. Ly-253352

5. Tamsulosin

6. Ym 617

7. Ym-617

2.3.2 Depositor-Supplied Synonyms

1. 106463-17-6

2. Flomax

3. Tamsulosin Hcl

4. Omnic

5. Pradif

6. Harnal

7. Urolosin

8. Secotex

9. Josir

10. Alna

11. Omic

12. Omix

13. Ym617

14. Ly253351

15. Amsulosin Hydrochloride

16. Tamsulosin (hydrochloride)

17. (r)-5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonamide Hydrochloride

18. R-(-)-ym-12617

19. Ym 617

20. Ym-12617-1

21. Ym-617

22. Ly-253351

23. Chebi:9399

24. (-)-(r)-5-(2-((2-(o-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonamide Monohydrochloride

25. 11sv1951mr

26. 5-[(2r)-2-[[2-(2-ethoxyphenoxy)ethyl]amino]propyl]-2-methoxybenzenesulfonamide Hydrochloride

27. 5-[(2r)-2-[2-(2-ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide;hydrochloride

28. 5-[(r)-2-[2-(2-ethoxyphenoxy)ethylamino]propyl]]-2-methoxybenzenesulfonamide Hydrochloride

29. R-(-)-5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonamide Hydrochloride

30. Expros

31. Flomax (tn)

32. Dsstox_cid_26628

33. Dsstox_rid_81777

34. Dsstox_gsid_46628

35. 128332-25-2

36. Benzenesulfonamide, 5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxy-, Monohydrochloride, (r)-

37. (r)-5-(2-(2-(2-ethoxyphenoxy)ethylamino)propyl)-2-methoxybenzenesulfonamide Hydrochloride

38. (-)-(r)-5-(2-((2-(o-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzene Sulfonamide Monohydrochloride

39. Cas-106463-17-6

40. Tamsulosine Hydrochloride

41. Ncgc00167442-01

42. Mfcd00922997

43. (r)-tamsulosin Hydrochloride

44. Unii-11sv1951mr

45. Tamsulosin.hcl

46. Harnalidge Ocas

47. Flomax Mr

48. Alnaocas

49. 5-[(2r)-2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl]-2-methoxybenzenesulfonamide Hydrochloride

50. Flomax Hydrochloride

51. Harnal (tn)

52. Tamsulosin Hydrochloride [usan:usp:jan]

53. Tamsulosina Hydrochloride

54. Tamsulosinum Hydrochloride

55. (-)-ly 253352

56. Schembl23428

57. Tamsulosin Hydrochloride,(s)

58. Mls003899197

59. Racemic Tamsulosin Hydrochloride

60. Chembl1200914

61. Dtxsid2046628

62. Hy-b0661a

63. 5-[(2rs)-2-[[2-(2-ethoxyphenoxy)ethyl]amino]propyl]-2-methoxybenzenesulfonamide Hydrochloride (tamsulosin Racemate Hydrochloride)

64. Tox21_112446

65. Eu-617

66. S4729

67. (r)-tamsulosin Hydrochloride- Bio-x

68. Tamsulosin Hydrochloride (jp17/usp)

69. Tamsulosin Hydrochloride [jan]

70. Akos015895342

71. Akos015995287

72. Tox21_112446_1

73. Bs-1019

74. Ccg-269178

75. Tamsulosin Hydrochloride [usan]

76. (-)-ly253352

77. Tamsulosin Hydrochloride [mart.]

78. Tamsulosin Hydrochloride [vandf]

79. Ncgc00167442-03

80. Tamsulosin Hydrochloride [usp-rs]

81. Tamsulosin Hydrochloride [who-dd]

82. Bt164440

83. Smr002543366

84. Bcp0726000042

85. Tamsulosin Hydrochloride, >=98% (hplc)

86. T2749

87. Y-617

88. Tamsulosin Hydrochloride [orange Book]

89. A14936

90. D01024

91. Jalyn Component Tamsulosin Hydrochloride

92. Tamsulosin Hydrochloride [ep Monograph]

93. Tamsulosin Hydrochloride [usp Impurity]

94. Tamsulosin Hydrochloride [usp Monograph]

95. 463t176

96. A801444

97. Tamsulosin Hydrochloride Component Of Jalyn

98. Q-201777

99. (r)-(-)-ym12617;ly253351

100. (r)-5-(2-(2-(2-ethoxyphenoxy)ethylamino)propyl)-2

101. Q27108379

102. Tamsulosin Hydrochloride, British Pharmacopoeia (bp) Reference Standard

103. Tamsulosin Hydrochloride, European Pharmacopoeia (ep) Reference Standard

104. (r)-5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonamide Hcl

105. 5-((2r)-2-(2-(2-ethoxyphenoxy)ethylamino)propyl)-2-methoxybenzene-sulfonamide Hcl

106. 5-[(r)-2-[2-(2-ethoxyphenoxy)ethylamino]propyl]]-2-methoxybenzenesulfonamidehydrochloride

107. Tamsulosin Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

108. Tamsulosin Hydrochloride, United States Pharmacopeia (usp) Reference Standard

109. (r)-5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonamide Monohydrochloride

110. 5-[(2r)-2-[[2-(-ethoxyphenoxy)ethyl]amino]propyl]-2-methoxybenzenesulfonamide Hydrochloride;tamsulosin Hcl

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 445.0 g/mol
Molecular Formula C20H29ClN2O5S
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count11
Exact Mass444.1485709 g/mol
Monoisotopic Mass444.1485709 g/mol
Topological Polar Surface Area108 Ų
Heavy Atom Count29
Formal Charge0
Complexity539
Isotope Atom Count0
Defined Atom Stereocenter Count1
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 NameFlomax
PubMed HealthTamsulosin (By mouth)
Drug ClassesBenign Prostatic Hypertrophy Agent
Drug LabelTamsulosin hydrochloride is an antagonist of alpha1A adrenoceptors in the prostate.Tamsulosin hydrochloride is (-)-(R)-5-[2-[[2-(o-Ethoxyphenoxy) ethyl]amino]propyl]-2-methoxybenzenesulfonamide, monohydrochloride. Tamsulosin hydrochloride is a white...
Active IngredientTamsulosin hydrochloride
Dosage FormCapsule
RouteOral
Strength0.4mg
Market StatusPrescription
CompanyBoehringer Ingelheim

2 of 4  
Drug NameTamsulosin hydrochloride
Drug LabelTamsulosin hydrochloride is an antagonist of alpha1A adrenoceptors in the prostate.Tamsulosin hydrochloride is (-)-(R)-5-[2-[[2-(o-Ethoxyphenoxy) ethyl]amino]propyl]-2-methoxybenzenesulfonamide, monohydrochloride. Tamsulosin hydrochloride is a white...
Active IngredientTamsulosin hydrochloride
Dosage FormCapsule
Routeoral; Oral
Strength0.4mg
Market StatusTentative Approval; Prescription
CompanySynthon Pharms; Anchen Pharms; Wockhardt; Ranbaxy; Aurobindo Pharma; Sun Pharm Inds; Sandoz; Teva Pharms; Zydus Pharms Usa; Mylan; Impax Labs

3 of 4  
Drug NameFlomax
PubMed HealthTamsulosin (By mouth)
Drug ClassesBenign Prostatic Hypertrophy Agent
Drug LabelTamsulosin hydrochloride is an antagonist of alpha1A adrenoceptors in the prostate.Tamsulosin hydrochloride is (-)-(R)-5-[2-[[2-(o-Ethoxyphenoxy) ethyl]amino]propyl]-2-methoxybenzenesulfonamide, monohydrochloride. Tamsulosin hydrochloride is a white...
Active IngredientTamsulosin hydrochloride
Dosage FormCapsule
RouteOral
Strength0.4mg
Market StatusPrescription
CompanyBoehringer Ingelheim

4 of 4  
Drug NameTamsulosin hydrochloride
Drug LabelTamsulosin hydrochloride is an antagonist of alpha1A adrenoceptors in the prostate.Tamsulosin hydrochloride is (-)-(R)-5-[2-[[2-(o-Ethoxyphenoxy) ethyl]amino]propyl]-2-methoxybenzenesulfonamide, monohydrochloride. Tamsulosin hydrochloride is a white...
Active IngredientTamsulosin hydrochloride
Dosage FormCapsule
Routeoral; Oral
Strength0.4mg
Market StatusTentative Approval; Prescription
CompanySynthon Pharms; Anchen Pharms; Wockhardt; Ranbaxy; Aurobindo Pharma; Sun Pharm Inds; Sandoz; Teva Pharms; Zydus Pharms Usa; Mylan; Impax Labs

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Urological Agents

Drugs used in the treatment of urological conditions and diseases such as URINARY INCONTINENCE and URINARY TRACT INFECTIONS. (See all compounds classified as Urological Agents.)


Adrenergic alpha-1 Receptor Antagonists

Drugs that bind to and block the activation of ADRENERGIC ALPHA-1 RECEPTORS. (See all compounds classified as Adrenergic alpha-1 Receptor Antagonists.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
alpha-Adrenergic Blocker [EPC]; Adrenergic alpha-Antagonists [MoA]
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  • CAPSULE;ORAL - 0.4MG
  • CAPSULE;ORAL - 0.5MG;0.4MG
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