Hydroflumethiazide

Hydroflumethiazide
Clinical data

AHFS/Drugs.com	Micromedex Detailed Consumer Information
ATC code	C03AA02 (WHO)
Identifiers
IUPAC name 1,1-Dioxo-6-(trifluoromethyl)-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide
CAS Number	135-09-1^Y
PubChem (CID)	3647
IUPHAR/BPS	7197
DrugBank	DB00774^Y
ChemSpider	3521^Y
UNII	501CFL162R^Y
KEGG	D00654^Y
ChEMBL	CHEMBL1763^Y
ECHA InfoCard	100.004.704
Chemical and physical data
Formula	C₈H₈F₃N₃O₄S₂
Molar mass	331.29 g/mol
3D model (Jmol)	Interactive image
SMILES FC(F)(F)c2c(cc1c(NCNS1(=O)=O)c2)S(=O)(=O)N
InChI InChI=1S/C8H8F3N3O4S2/c9-8(10,11)4-1-5-7(2-6(4)19(12,15)16)20(17,18)14-3-13-5/h1-2,13-14H,3H2,(H2,12,15,16)^Y Key:DMDGGSIALPNSEE-UHFFFAOYSA-N^Y
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Hydroflumethiazide (or Saluron) is a diuretic.

Synthesis

Hydroflumethiazide synthesis:^[1]^[2]^[3] Numerous patents, e.g., Lund et al., U.S. Patent 3,254,076 (1966 to Lövens Kemiske Fabrik).

↑ Holdrege, C. T.; Babel, R. B.; Cheney, L. C. (1959). "Synthesis of Trifluoromethylated Compounds Possessing Diuretic Activity1". Journal of the American Chemical Society. 81 (18): 4807. doi:10.1021/ja01527a015.
↑ Close, W. J.; Swett, L. R.; Brady, L. E.; Short, J. H.; Vernsten, M. (1960). "Synthesis of Potential Diuretic Agents. I. Derivatives of 7-Sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-Dioxide". Journal of the American Chemical Society. 82 (5): 1132. doi:10.1021/ja01490a028.
↑ Novello, F. C.; Bell, S. C.; Abrams, E. L. A.; Ziegler, C.; Sprague, J. M. (1960). "Diuretics: 1,2,4-Benzothiadiazine-1,1-dioxides". The Journal of Organic Chemistry. 25 (6): 970. doi:10.1021/jo01076a028.

Symporter inhibitors

Na⁺-Cl⁻	Thiazides: Bendroflumethiazide Chlorothiazide Cyclopenthiazide Cyclothiazide Hydrochlorothiazide Hydroflumethiazide Methyclothiazide Polythiazide Trichlormethiazide; Others: Chlortalidone (chlorthalidone) Metolazone

Na⁺-K⁺-Cl⁻	Bumetanide Furosemide

CA inhibitors (at PT)	Acetazolamide

Loop (Na-K-Cl at AL)	Furosemide^# Bumetanide Etacrynic acid Etozolin Muzolimine Ozolinone Piretanide Tienilic acid Torasemide

Thiazides (Na-Cl at DCT, Calcium-sparing)	Altizide Bendroflumethiazide Chlorothiazide Cyclopenthiazide Cyclothiazide Epitizide Hydrochlorothiazide^# Hydroflumethiazide Mebutizide Methyclothiazide Polythiazide Trichlormethiazide

Thiazide-likes (primarily DCT)	Quinethazone Clopamide Chlortalidone Mefruside Clofenamide Metolazone Meticrane Xipamide Indapamide Clorexolone Fenquizone

ESC blockers	Amiloride^# Triamterene Benzamil

Aldosterone antagonists	Spirolactones: Spironolactone^# Eplerenone Potassium canrenoate Canrenone Non-steroidal: Finerenone

Other

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