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Chemistry

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Also known as: 81403-68-1, Alfuzosin hcl, Uroxatral, Urion, Xatral, Alfoten
Molecular Formula
C19H28ClN5O4
Molecular Weight
425.9  g/mol
InChI Key
YTNKWDJILNVLGX-UHFFFAOYSA-N
FDA UNII
75046A1XTN

Alfuzosin HCl
Alfuzosin Hydrochloride is the hydrochloride salt of alfuzosin, a quinazoline compound with smooth muscle-relaxing activity. Alfuzosin selectively binds to and antagonizes post-synaptic alpha-1-adrenoreceptors in smooth muscle of the prostate, bladder base, bladder neck, prostatic capsule, and prostatic urethra, initiating relaxation of smooth muscle and resulting in improvement of urine flow and the symptoms of benign prostatic hyperplasia (BPH). This agent also blocks alpha-1-adrenoreceptors in peripheral vascular smooth muscle, resulting in vasodilatation and a decrease in peripheral vascular resistance.
1 2D Structure

Alfuzosin HCl

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-[3-[(4-amino-6,7-dimethoxyquinazolin-2-yl)-methylamino]propyl]oxolane-2-carboxamide;hydrochloride
2.1.2 InChI
InChI=1S/C19H27N5O4.ClH/c1-24(8-5-7-21-18(25)14-6-4-9-28-14)19-22-13-11-16(27-3)15(26-2)10-12(13)17(20)23-19;/h10-11,14H,4-9H2,1-3H3,(H,21,25)(H2,20,22,23);1H
2.1.3 InChI Key
YTNKWDJILNVLGX-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CN(CCCNC(=O)C1CCCO1)C2=NC3=CC(=C(C=C3C(=N2)N)OC)OC.Cl
2.2 Other Identifiers
2.2.1 UNII
75046A1XTN
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Alfetim

2. Alfusozine

3. Alfuzosin

4. Alphuzosine

5. Benestan

6. N-(3-((4-amino-6,7-dimethoxy-2-quinazolinyl)methylamino)propyl)tetrahydro-2-furancarboxamide

7. Urion

8. Uroxatral

9. Xatral

2.3.2 Depositor-Supplied Synonyms

1. 81403-68-1

2. Alfuzosin Hcl

3. Uroxatral

4. Urion

5. Xatral

6. Alfoten

7. Alfuzosin (hydrochloride)

8. Sl 77 499-10

9. Sl 77499-10

10. Alfuzosinhydrochloride

11. Sl-77499-10

12. 75046a1xtn

13. Alfuzosin Hydrochloride (uroxatral)

14. Alfetim

15. Sl-77-499-10

16. Dsstox_cid_25514

17. Dsstox_rid_80924

18. Dsstox_gsid_45514

19. N-(3-((4-amino-6,7-dimethoxyquinazolin-2-yl)(methyl)amino)propyl)tetrahydrofuran-2-carboxamide Hydrochloride

20. N-[3-[(4-amino-6,7-dimethoxyquinazolin-2-yl)-methylamino]propyl]oxolane-2-carboxamide;hydrochloride

21. Sl-7749910

22. 81403-68-1 (alfuzosin Hcl), 81403-80-7(alfuzosin).

23. Alfuzosin Hydrochloride [usan]

24. Xatral Retard

25. Xatral Od

26. Xatral Sr

27. Xatral Xl

28. Chebi:32286

29. Uroxatral (tn)

30. N-[3-[(4-amino-6,7-dimethoxy-2-quinazolinyl)methylamino]propyl]tetrahydro-2-furancarboxamide, Monohydrochloride

31. Unii-75046a1xtn

32. N-(3-((4-amino-6,7-dimethoxyquinazolin-2-yl)

33. Sr-01000759345

34. Alfuzosin Hydrochloride (jan/usan)

35. Alfuzosin Hydrochloride [usan:usp]

36. Mfcd00879135

37. Sl-77499

38. Alfuzosin Hydrochloride;

39. Ncgc00016946-01

40. Sl77.0499-10

41. Cas-81403-68-1

42. Sl-77.0499-10

43. Alfuzosin Hydrochloride,(s)

44. Chembl1723

45. Alfuzosin-[d3] Hydrochloride

46. Schembl179910

47. Dtxsid3045514

48. Alfuzosin For Peak Identification

49. Hy-b0192a

50. Alfuzosin For System Suitability A

51. Bcpp000417

52. Hms1569a05

53. Alfuzosin Hydrochloride [mi]

54. Tox21_110701

55. Tox21_500224

56. Alfuzosin Hydrochloride [jan]

57. S1409

58. (methyl)amino)propyl)tetrahydrofuran-2

59. Akos015966770

60. Tox21_110701_1

61. Ac-1116

62. Alfuzosin Hydrochloride [mart.]

63. Bcp9000271

64. Ccg-213373

65. Lp00224

66. Alfuzosin Hydrochloride [usp-rs]

67. Alfuzosin Hydrochloride [who-dd]

68. Ncgc00095152-09

69. Ncgc00260909-01

70. 2-furancarboxamide, N-(3-((4-amino-6,7-dimethoxy-2-quinazolinyl)methylamino)propyl)tetrahydro-, Monohydrochloride (+-)-

71. As-14240

72. Alfuzosin Hydrochloride [orange Book]

73. Ft-0630890

74. Sw196913-4

75. Alfuzosin Hydrochloride [ep Monograph]

76. Alfuzosin Hydrochloride [usp Monograph]

77. D01692

78. T71347

79. Alfuzosin Hydrochloride, >=98% (hplc), Solid

80. 403a681

81. A840121

82. Sr-01000759345-5

83. Q27114856

84. Alfuzosin Hydrochloride, European Pharmacopoeia (ep) Reference Standard

85. Alfuzosin Hydrochloride, United States Pharmacopeia (usp) Reference Standard

86. Alfuzosin For Peak Identification, European Pharmacopoeia (ep) Reference Standard

87. Alfuzosin For System Suitability A, European Pharmacopoeia (ep) Reference Standard

88. Alfuzosin For System Suitability, European Pharmacopoeia (ep) Reference Standard

89. Alfuzosin Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

90. (+/-)-n-(3-((4-amino-6,7-dimethoxy-2-quinazolinyl)methylamino)propyl)tetrahydro-2-furamide Monohydrochloride

91. 2-furancarboxamide, (+/-)-n-(3-((4-amino-6,7-dimethoxy-2-quinazolinyl)methylamino)propyl)tetrahydro-, Monohydrochloride

92. 4-amino-6,7-dimethoxy-2-[methyl[3-[(tetrahydro-2-furoyl)amino]propyl]amino]quinazoline Hydrochloride

93. N-(3-((4-amino-6,7-dimethoxyquinazolin-2-yl)(methyl)amino)-propyl)tetrahydrofuran-2-carboxamide Hydrochloride

94. N-[3-[(4-amino-6,7-dimethoxy-2-quinazolinyl)(methyl)amino]propyl]tetrahydro-2-furancarboxamide Hydrochloride

95. N-[3-[(4-amino-6,7-dimethoxy-2-quinazolinyl)methylamino]propyl]tetrahydro-2-furancarboxamide Hydrochloride

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 425.9 g/mol
Molecular Formula C19H28ClN5O4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count8
Exact Mass425.1829821 g/mol
Monoisotopic Mass425.1829821 g/mol
Topological Polar Surface Area112 Ų
Heavy Atom Count29
Formal Charge0
Complexity511
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
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 NameAlfuzosin hydrochloride
Drug LabelEach alfuzosin hydrochloride extended-release tablet contains 10 mg alfuzosin hydrochloride as the active ingredient. Alfuzosin hydrochloride is a white to off-white powder that melts at 231 to 233C. It is freely soluble in water, sparingly solub...
Active IngredientAlfuzosin hydrochloride
Dosage FormTablet, extended release
RouteOral
Strength10mg
Market StatusPrescription
CompanyWockhardt; Teva Pharms; Apotex; Aurobindo Pharma; Torrent Pharms; Invagen Pharms; Sun Pharma Global; Mylan

2 of 4  
Drug NameUroxatral
PubMed HealthAlfuzosin (By mouth)
Drug ClassesBenign Prostatic Hypertrophy Agent
Drug LabelEach UROXATRAL extended-release tablet contains 10 mg alfuzosin hydrochloride as the active ingredient. Alfuzosin hydrochloride is a white to off-white crystalline powder that melts at approximately 240C. It is freely soluble in water, sparingly so...
Active IngredientAlfuzosin hydrochloride
Dosage FormTablet, extended release
RouteOral
Strength10mg
Market StatusPrescription
CompanyCovis Pharma Sarl

3 of 4  
Drug NameAlfuzosin hydrochloride
Drug LabelEach alfuzosin hydrochloride extended-release tablet contains 10 mg alfuzosin hydrochloride as the active ingredient. Alfuzosin hydrochloride is a white to off-white powder that melts at 231 to 233C. It is freely soluble in water, sparingly solub...
Active IngredientAlfuzosin hydrochloride
Dosage FormTablet, extended release
RouteOral
Strength10mg
Market StatusPrescription
CompanyWockhardt; Teva Pharms; Apotex; Aurobindo Pharma; Torrent Pharms; Invagen Pharms; Sun Pharma Global; Mylan

4 of 4  
Drug NameUroxatral
PubMed HealthAlfuzosin (By mouth)
Drug ClassesBenign Prostatic Hypertrophy Agent
Drug LabelEach UROXATRAL extended-release tablet contains 10 mg alfuzosin hydrochloride as the active ingredient. Alfuzosin hydrochloride is a white to off-white crystalline powder that melts at approximately 240C. It is freely soluble in water, sparingly so...
Active IngredientAlfuzosin hydrochloride
Dosage FormTablet, extended release
RouteOral
Strength10mg
Market StatusPrescription
CompanyCovis Pharma Sarl

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]

API Reference Price

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08-Jan-2021
31-Aug-2024
KGS
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