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    Xipamide

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

    DIGITAL CONTENT

    REF. STANDARDS & IMPURITIES

    PharmaCompass
    $ API Ref.Price (USD/KG) : 363Xls

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    2D Structure
    Also known as: 14293-44-8, 4-chloro-n-(2,6-dimethylphenyl)-2-hydroxy-5-sulfamoylbenzamide, Diurexan, Xipamid, Aquaphor, Diurex (lacer)
    Molecular Formula
    C15H15ClN2O4S
    Molecular Weight
    354.8  g/mol
    InChI Key
    MTZBBNMLMNBNJL-UHFFFAOYSA-N
    FDA UNII
    4S9EY0NUEC
    A sulfamoylbenzamide analog of CLOPAMIDE. It is diuretic and saluretic with antihypertensive activity. It is bound to PLASMA PROTEINS, thus has a delayed onset and prolonged action.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-5-sulfamoylbenzamide
    2.1.2 InChI
    InChI=1S/C15H15ClN2O4S/c1-8-4-3-5-9(2)14(8)18-15(20)10-6-13(23(17,21)22)11(16)7-12(10)19/h3-7,19H,1-2H3,(H,18,20)(H2,17,21,22)
    2.1.3 InChI Key
    MTZBBNMLMNBNJL-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=C(C(=CC=C1)C)NC(=O)C2=CC(=C(C=C2O)Cl)S(=O)(=O)N
    2.2 Other Identifiers
    2.2.1 UNII
    4S9EY0NUEC
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Xipamid

    2.3.2 Depositor-Supplied Synonyms

    1. 14293-44-8

    2. 4-chloro-n-(2,6-dimethylphenyl)-2-hydroxy-5-sulfamoylbenzamide

    3. Diurexan

    4. Xipamid

    5. Aquaphor

    6. Diurex (lacer)

    7. Aquaphor (diuretic)

    8. Mjf 10,938

    9. Be 1293

    10. 4-chloro-5-sulfamoyl-2',6'-salicyloxylidide

    11. Mjf-10938

    12. Benzamide, 5-(aminosulfonyl)-4-chloro-n-(2,6-dimethylphenyl)-2-hydroxy-

    13. Be-1293

    14. 4s9ey0nuec

    15. 2',6'-salicyloxylidide, 4-chloro-5-sulfamoyl-

    16. 4-chlor-5-sulfamoyl-2',6'-salicyloxylidid

    17. Xipamide (usan)

    18. Ncgc00182543-01

    19. Aquaphoril

    20. Xipamide [usan]

    21. Zipix

    22. Aquaphor(tm), Original Formula Ointment Base

    23. Dsstox_cid_3744

    24. Dsstox_rid_77179

    25. Dsstox_gsid_23744

    26. Chronexan

    27. Xipamida

    28. Xipamidum

    29. Xipamidum [inn-latin]

    30. Xipamida [inn-spanish]

    31. Xipamide [usan:inn:ban]

    32. Cas-14293-44-8

    33. Einecs 238-216-4

    34. Unii-4s9ey0nuec

    35. Mjf 10938

    36. Brn 2778357

    37. Lumitens

    38. 4-chlor-5-sulfamoyl-2',6'-salicyloxylidid [german]

    39. Xipamide [inn]

    40. Xipamide [mi]

    41. Xipamide [mart.]

    42. Xipamide [who-dd]

    43. Schembl43532

    44. Chembl517199

    45. Gtpl7900

    46. Dtxsid5023744

    47. Chebi:135499

    48. Zinc538538

    49. 4-chloro-n-(2,6-dimethylphenyl)-2-hydroxy-5-sulfamoyl-benzamide

    50. Bei-1293

    51. Tox21_112975

    52. 5-(aminosulfonyl)-4-chloro-n-(2,6-dimethylphenyl)-2-hydroxybenzamide

    53. Ac-911

    54. Mfcd00865927

    55. S5076

    56. Akos015889012

    57. Tox21_112975_1

    58. Ccg-268092

    59. Cs-w023041

    60. Db13803

    61. Ds-1401

    62. Hy-w042301

    63. Ncgc00182543-02

    64. Ft-0659690

    65. Ft-0675876

    66. X0079

    67. 4-chloro-5-sulfamoyl-2',6'-salicyloxilidide

    68. 4-chloro-5-sulfamoyl-2?,6?-salicyloxylidide

    69. D06341

    70. 293x448

    71. A807988

    72. Q600951

    73. Q-201936

    74. 4-chloro-n-(2,6-dimethylphenyl)-2-hydroxy-5-sulphamoylbenzamide

    75. 4-chloro-n-(2,6-dimethylphenyl)-2-hydroxy-5-sulfamoyl-benzamide;xipamide

    76. 5-(aminosulfonyl)-4-chloro-n-(2,6-dimethylphenyl)-2-hydroxy-benzamide

    77. 5-(aminosulfonyl)-4-chloro-n-(2,6-dimethylphenyl)-2-hydroxybenzamide #

    78. Benzamide,5-(aminosulfonyl)-4-chloro-n-(2,6-dimethylphenyl)-2-hydroxy-

    2.4 Create Date
    2005-03-27
    3 Chemical and Physical Properties
    Molecular Weight 354.8 g/mol
    Molecular Formula C15H15ClN2O4S
    XLogP32.9
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count3
    Exact Mass354.0441058 g/mol
    Monoisotopic Mass354.0441058 g/mol
    Topological Polar Surface Area118 Ų
    Heavy Atom Count23
    Formal Charge0
    Complexity526
    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.)

    Antihypertensive Agents

    Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

    4.2 ATC Code

    C - Cardiovascular system

    C03 - Diuretics

    C03B - Low-ceiling diuretics, excl. thiazides

    C03BA - Sulfonamides, plain

    C03BA10 - Xipamide