furosemide   

GtoPdb Ligand ID: 4839

Synonyms: dihydroflumethiazide | frusemide | Lasix® | methforylthiazidine
furosemide is an approved drug (FDA (1966))
Compound class: Synthetic organic
Comment: Furosemide is a loop diuretic drug.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 131.01
Molecular weight 330.01
XLogP 1.2
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC(=O)c1cc(c(cc1NCc1ccco1)Cl)S(=O)(=O)N
Isomeric SMILES OC(=O)c1cc(c(cc1NCc1ccco1)Cl)S(=O)(=O)N
InChI InChI=1S/C12H11ClN2O5S/c13-9-5-10(15-6-7-2-1-3-20-7)8(12(16)17)4-11(9)21(14,18)19/h1-5,15H,6H2,(H,16,17)(H2,14,18,19)
InChI Key ZZUFCTLCJUWOSV-UHFFFAOYSA-N
No information available.
Summary of Clinical Use
Furosemide is used to treat edema associated with chronic heart failure, liver cirrhosis and renal disease. Furosemide is also used in the treatment of hypertension, either alone or in combination with other agents.
Mechanism Of Action and Pharmacodynamic Effects
Furosemide inhibits SLC12A1 (sodium-(potassium)-chloride cotransporter 2) and reduces water reabsorption in the thick ascending limb of the loop of Henle, thereby increasing urine output.