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    Piretanide

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    GLOBAL SALES INFORMATION

    REF. STANDARDS & IMPURITIES

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    2D Structure
    Also known as: 55837-27-9, Tauliz, 4-phenoxy-3-pyrrolidin-1-yl-5-sulfamoylbenzoic acid, Eurelix, Hoe 118, 4-phenoxy-3-(pyrrolidin-1-yl)-5-sulfamoylbenzoic acid
    Molecular Formula
    C17H18N2O5S
    Molecular Weight
    362.4  g/mol
    InChI Key
    UJEWTUDSLQGTOA-UHFFFAOYSA-N
    FDA UNII
    DQ6KK6GV93
    Piretanide is a sulfamoylbenzoic acid belonging to the class of loop diuretics. Piretanide is structurally related to furosemide and bumetanide.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-phenoxy-3-pyrrolidin-1-yl-5-sulfamoylbenzoic acid
    2.1.2 InChI
    InChI=1S/C17H18N2O5S/c18-25(22,23)15-11-12(17(20)21)10-14(19-8-4-5-9-19)16(15)24-13-6-2-1-3-7-13/h1-3,6-7,10-11H,4-5,8-9H2,(H,20,21)(H2,18,22,23)
    2.1.3 InChI Key
    UJEWTUDSLQGTOA-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1CCN(C1)C2=C(C(=CC(=C2)C(=O)O)S(=O)(=O)N)OC3=CC=CC=C3
    2.2 Other Identifiers
    2.2.1 UNII
    DQ6KK6GV93
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 4-phenoxy-3-pyrrolidin-1-yl-5-sulfamoylbenzoic Acid

    2. Hoe 118

    2.3.2 Depositor-Supplied Synonyms

    1. 55837-27-9

    2. Tauliz

    3. 4-phenoxy-3-pyrrolidin-1-yl-5-sulfamoylbenzoic Acid

    4. Eurelix

    5. Hoe 118

    6. 4-phenoxy-3-(pyrrolidin-1-yl)-5-sulfamoylbenzoic Acid

    7. Hoe-118

    8. Benzoic Acid, 3-(aminosulfonyl)-4-phenoxy-5-(1-pyrrolidinyl)-

    9. S 73 4118

    10. 4-phenoxy-3-(1-pyrrolidinyl)-5-sulfamoylbenzoic Acid

    11. Dq6kk6gv93

    12. Ncgc00016878-01

    13. Arlix

    14. Cas-55837-27-9

    15. Dsstox_cid_3488

    16. Dsstox_rid_77050

    17. Dsstox_gsid_23488

    18. S-734118

    19. S-73-4118

    20. Piretanido [spanish]

    21. Piretanido

    22. Piretanidum

    23. Piretanidum [inn-latin]

    24. Piretanido [inn-spanish]

    25. Arelix (tn)

    26. Einecs 259-852-9

    27. Unii-dq6kk6gv93

    28. Brn 5633965

    29. Piretanide [usan:inn:ban:jan]

    30. Piretanide-[d4]

    31. S 734118

    32. 3-(aminosulfonyl)-4-phenoxy-5-(1-pyrrolidinyl)-benzoic Acid

    33. Piretanide [mi]

    34. Piretanide [inn]

    35. Piretanide [jan]

    36. Acide Phenoxy-4-(1-pyrrolidinyl)-3-sulfamoyl-5 Benzoique [french]

    37. Prestwick0_001047

    38. Prestwick1_001047

    39. Prestwick2_001047

    40. Prestwick3_001047

    41. Piretanide [usan]

    42. Piretanide [mart.]

    43. Piretanide [who-dd]

    44. Schembl49473

    45. Bspbio_000974

    46. Mls002154123

    47. Piretanide (jan/usan/inn)

    48. Spbio_002907

    49. Bpbio1_001072

    50. Chembl349803

    51. Gtpl4742

    52. Dtxsid2023488

    53. Chebi:32015

    54. Piretanide For System Suitability

    55. Acide Phenoxy-4-(1-pyrrolidinyl)-3-sulfamoyl-5 Benzoique

    56. Piretanide [ep Monograph]

    57. Hms1571a16

    58. Hms2098a16

    59. Hms2230g15

    60. Hms3372o22

    61. Hms3715a16

    62. Zinc3812930

    63. Tox21_110661

    64. Akos015895445

    65. Tox21_110661_1

    66. Ccg-221047

    67. Db02925

    68. Ncgc00016878-02

    69. Ncgc00016878-04

    70. Smr001233430

    71. Hy-119816

    72. Ab00514020

    73. Cs-0078068

    74. Ft-0673944

    75. 2-methyl-2-propylpropane-1,3-diyl Dicarbamate

    76. D01634

    77. 837p279

    78. A924106

    79. Sr-01000838837

    80. 4-phenoxy-3-(pyrrolidinyl)-5-sulfamoylbenzoic Acid

    81. Q3905617

    82. Sr-01000838837-2

    83. W-105543

    84. 3-(1-pyrrolidinyl)-4-phenoxy-5-sulphamylbenzoic Acid

    85. Brd-k87990216-001-03-7

    86. 4-phenoxy-3-(1-pyrrolidinyl)-5-sulphamoylbenzoic Acid

    87. F2173-0688

    88. 3-(aminosulfonyl)-4-(phenyloxy)-5-pyrrolidin-1-ylbenzoic Acid

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 362.4 g/mol
    Molecular Formula C17H18N2O5S
    XLogP32.2
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count5
    Exact Mass362.09364285 g/mol
    Monoisotopic Mass362.09364285 g/mol
    Topological Polar Surface Area118 Ų
    Heavy Atom Count25
    Formal Charge0
    Complexity564
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Diuretics

    Agents that promote the excretion of urine through their effects on kidney function. (See all compounds classified as Diuretics.)

    Sodium Potassium Chloride Symporter Inhibitors

    Agents that inhibit SODIUM-POTASSIUM-CHLORIDE SYMPORTERS which are concentrated in the thick ascending limb at the junction of the LOOP OF HENLE and KIDNEY TUBULES, DISTAL. They act as DIURETICS. Excess use is associated with HYPOKALEMIA and HYPERGLYCEMIA. (See all compounds classified as Sodium Potassium Chloride Symporter Inhibitors.)

    4.2 ATC Code

    C - Cardiovascular system

    C03 - Diuretics

    C03C - High-ceiling diuretics

    C03CA - Sulfonamides, plain

    C03CA03 - Piretanide