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    WLN: T66 BSWM ENJ HXFFF ISZW

    ACTIVE PHARMA INGREDIENTS

    PharmaCompass
    $ API Ref.Price (USD/KG) : 397Xls

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    2D Structure
    Also known as: Ademol, Trifluoromethylthiazide, Flumethiazid, Flumetiazid, 148-56-1, Fludemil
    Molecular Formula
    C8H6F3N3O4S2
    Molecular Weight
    329.3  g/mol
    InChI Key
    RGUQWGXAYZNLMI-UHFFFAOYSA-N
    FDA UNII
    3PA0CDS0M5
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1,1-dioxo-6-(trifluoromethyl)-4H-16,2,4-benzothiadiazine-7-sulfonamide
    2.1.2 InChI
    InChI=1S/C8H6F3N3O4S2/c9-8(10,11)4-1-5-7(2-6(4)19(12,15)16)20(17,18)14-3-13-5/h1-3H,(H,13,14)(H2,12,15,16)
    2.1.3 InChI Key
    RGUQWGXAYZNLMI-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=C(C(=CC2=C1NC=NS2(=O)=O)S(=O)(=O)N)C(F)(F)F
    2.2 Other Identifiers
    2.2.1 UNII
    3PA0CDS0M5
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Ademol

    2.3.2 Depositor-Supplied Synonyms

    1. Ademol

    2. Trifluoromethylthiazide

    3. Flumethiazid

    4. Flumetiazid

    5. 148-56-1

    6. Fludemil

    7. Ademil

    8. Routrax

    9. Trifluomethylthiazide

    10. Nsc 44626

    11. Trifluoromethyl Thiazide

    12. Nsc-44626

    13. 3pa0cds0m5

    14. 6-(trifluoromethyl)-2h-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

    15. 4h-1,2,4-benzothiadiazine-7-sulfonamide, 6-(trifluoromethyl)-, 1,1-dioxide

    16. Flumethiazide (inn)

    17. Flumethiazide [inn]

    18. Flumetiazide [dcit]

    19. Flumethazide

    20. Flumethiazidum

    21. Flumetiazida

    22. Flumetiazide

    23. Flumethiazide [inn:ban]

    24. 2h-1,2,4-benzothiadiazine-7-sulfonamide, 6-(trifluoromethyl)-, 1,1-dioxide

    25. Flumethiazidum [inn-latin]

    26. Flumetiazida [inn-spanish]

    27. Hsdb 2845

    28. Einecs 205-717-4

    29. Unii-3pa0cds0m5

    30. Ademol (tn)

    31. 6-trifluoromethyl-7-sulfamyl-1,2,4-benzothiadiazine 1,1-dioxide

    32. 6-trifluoromethyl-7-sulfamyl-1,2,4-benzothiadiazine-1,1-dioxide

    33. 6-(trifluoromethyl)-1,2,4-benzo-thiadiazine-7-sulfonamide 1,1-dioxide

    34. 6-(trifluoromethyl)-1,4,2-benzothiadiazine-7-sulfonamido 1,1-dioxide

    35. 6-trifluoromethyl-7-sulfamoyl-4h-1,2,4-benzothiadiazine 1,1-dioxide

    36. 6-trifluoromethyl-7-sulfamoyl-4h-1,4,2-benzothiadiazine 1,1-dioxide

    37. 7-sulfamoyl-6-trifluoromethyl-2h-1,2,4-benzothiadiazine 1,1-dioxide

    38. Flumethiazide [mi]

    39. Flumethiazide [hsdb]

    40. Schembl26534

    41. Flumethiazide [vandf]

    42. Flumethiazide [who-dd]

    43. Chembl2105128

    44. Dtxsid60163862

    45. Chebi:135404

    46. Nsc44626

    47. Wln: T66 Bswm Enj Hxfff Iszw

    48. D02453

    49. Q27257858

    50. 6-trifluoromethyl-7-sulfamyl-1,4-benzothiadiazine 1,1-dioxide

    51. 6-(trifluoromethyl)-1,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

    52. 6-(trifluoromethyl)-1,4-benzothiadiazine-7-sulfonamido 1,1-dioxide

    53. 6-trifluoromethyl-7-sulfamoyl-1,2,4-benzothiadiazine-1,1-dioxide

    54. 6-trifluoromethyl-7-sulfamoyl-4h-1,4-benzothiadiazine 1,1-dioxide

    55. 7-sulfamoyl-6-trifluoromethyl-2h-1,4-benzothiadiazine 1,1-dioxide

    56. 1,1-dioxo-6-(trifluoromethyl)-4h-benzo[e][1,2,4]thiadiazine-7-sulfonamide

    57. 2h-1,4-benzothiadiazine-7-sulfonamide, 6-(trifluoromethyl)-, 1,1-dioxide

    58. 4h-1,4-benzothiadiazine-7-sulfonamide, 6-(trifluoromethyl)-, 1,1-dioxide

    59. 1,1-dioxo-6-(trifluoromethyl)-4h-1lambda6,2,4-benzothiadiazine-7-sulfonamide

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 329.3 g/mol
    Molecular Formula C8H6F3N3O4S2
    XLogP3-0.2
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count1
    Exact Mass328.97518251 g/mol
    Monoisotopic Mass328.97518251 g/mol
    Topological Polar Surface Area135 Ų
    Heavy Atom Count20
    Formal Charge0
    Complexity617
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Therapeutic Uses

    ...AVAILABLE AS TABLETS FOR ORAL ADMIN. ...GIVEN IN DIVIDED DAILY DOSES FOR TREATMENT OF HYPERTENSION, BUT SINGLE DAILY DOSE MAY BE PREFERABLE FOR MOBILIZATION OF EDEMA FLUID. ... LESS COMMON USAGES...INCL TREATMENT OF DIABETES INSIPIDUS & MGMNT OF HYPERCALCIURIA IN PT WITH...URINARY CALCULI... /BENZOTHIADIAZIDES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 832

    THIAZIDES HAVE THEIR GREATEST USEFULNESS AS DIURETICS IN MGMNT OF EDEMA OF CHRONIC CARDIAC DECOMPENSATION. EDEMA DUE TO CHRONIC HEPATIC OR RENAL DISEASE ALSO RESPONDS FAVORABLY. WHEN EMPLOYED IN HYPERTENSIVE DISEASE, WITH OR WITHOUT OVERT EDEMA, THESE AGENTS HAVE HYPOTENSIVE ACTION... /BENZOTHIADIAZIDES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 832

    4.2 Drug Warning

    PLASMA POTASSIUM CONCN SHOULD BE DETERMINED PERIODICALLY IN PT WHO RECEIVE THIAZIDE DIURETICS FOR EXTENDED PERIODS. ...TO AVOID NEGATIVE POTASSIUM BALANCE, THIAZIDES ARE OFTEN PRESCRIBED IN COMBINATION WITH POTASSIUM CHLORIDE. /BENZOTHIADIAZIDES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 832

    WHEN CARDIAC DECOMPENSATION OR HYPERTENSION IS ACCOMPANIED BY SIGNIFICANT IMPAIRMENT OF RENAL FUNCTION, THIAZIDES SHOULD BE ADMIN WITH CAUTION BECAUSE OF THEIR CAPACITY TO AGGRAVATE RENAL INSUFFICIENCY.

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 832

    5 Pharmacology and Biochemistry
    5.1 Absorption, Distribution and Excretion

    THIAZIDES ARE ABSORBED FROM GASTROINTESTINAL TRACT & OWE THEIR USEFULNESS LARGELY TO THEIR EFFECTIVENESS BY ORAL ROUTE. ABSORPTION IS RELATIVELY RAPID. ... DRUG PASSES READILY THROUGH PLACENTAL BARRIER TO FETUS. ... MOST COMPD ARE RAPIDLY EXCRETED WITHIN 3-6 HR. /BENZOTHIADIAZIDES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 831

    5.2 Mechanism of Action

    INHIBITION OF CARBONIC ANHYDRASE DECR CONCN OF HYDROGEN ION AVAILABLE FOR EXCHANGE. DECR HYDROGEN-ION CONCN LEADS TO NATRIURESIS & THEREFORE DIURESIS. USE OF CARBONIC ANHYDRASE INHIBITOR DOES NOT GREATLY ALTER CHLORIDE EXCRETION. HOWEVER, THERE MAY BE MARKED POTASSIUM LOSS WITH RESULTING HYPOKALEMIA. /DIURETICS/

    Evaluations of Drug Interactions. 2nd ed. and supplements. Washington, DC: American Pharmaceutical Assn., 1976, 1978., p. 418

    DOMINANT ACTION OF THIAZIDES IS TO INCR RENAL EXCRETION OF SODIUM & CHLORIDE & ACCOMPANYING VOL OF WATER. UNLIKE BOTH MERCURIALS & CARBONIC ANHYDRASE INHIBITORS, ACTION OF THIAZIDES IS VIRTUALLY INDEPENDENT OF ACID-BASE BALANCE. THIAZIDES ALSO EVOKE SIGNIFICANT AUGMENTATION OF POTASSIUM EXCRETION... /BENZOTHIADIAZIDES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 830

    THIAZIDES ARE...SECRETED INTO TUBULAR FLUID BY ACTIVE PROCESS LOCATED IN PROXIMAL SEGMENT. ... THIAZIDES INHIBIT REABSORPTION OF SODIUM & ITS ATTENDANT ANION, CHLORIDE, IN DISTAL SEGMENT. ... AUGMENTED EXCRETION OF.../POTASSIUM/ RESULTS FROM ITS INCR SECRETION BY DISTAL TUBULE. /BENZOTHIADIAZIDES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 830