Structure via PubChem · Public domain (PubChem)
bumetanide
Sign in to saveAlso known as PF 1593, Ro 10-6338, 3-butylamino-4-(phenoxy)-5-sulfamoylbenzoic acid, 3-(aminosulfonyl)-5-(butylamino)-4-phenoxybenzoic acid
Bumetanide, sold under the brand name Bumex among others, is a medication used to treat swelling and high blood pressure. This includes swelling as a result of heart failure, liver failure, or kidney problems. It may work for swelling when other medications have not. For high blood pressure it is not a preferred treatment. It is taken by mouth, or by injection into a vein or muscle. Effects generally begin within an hour and last for about six hours.
Chemical data
- Formula
- C17H20N2O5S
- Molecular weight
- 364.4 g/mol
- IUPAC name
- 3-(butylamino)-4-phenoxy-5-sulfamoylbenzoic acid
- SMILES
- CCCCNC1=C(C(=CC(=C1)C(=O)O)S(=O)(=O)N)OC2=CC=CC=C2
- InChIKey
- MAEIEVLCKWDQJH-UHFFFAOYSA-N
- XLogP
- 2.8
- Polar surface area
- 127 Ų
- H-bond donors
- 3
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1983
- Admin. routes
- oral, parenteral
- Indications
- congestive heart failure, kidney disease, nephrotic syndrome, heart failure
via ChEMBL · EBI
Research
3,697 papers- Bumetanide: A review of its neuroplasticity and behavioral effects after stroke.Restorative neurology and neuroscience · 2019
- Bumetanide Nasal Spray: First Approval.Clinical drug investigation · 2026
- Bumetanide nasal spray: a novel approach to enhancing diuretic response and advancing ambulatory heart failure care?Heart failure reviews · 2025
- Efficacy of bumetanide in animal models of ischemic stroke: a systematic review and meta-analysis.Aging · 2024
- Bumetanide for Autism Spectrum Disorder in Children: A Review of Randomized Controlled Trials.The Annals of pharmacotherapy · 2019
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 364.109293
- Manufacturer
- Pfizer
- Has use
- medication
Show 10 more facts
- chemical formula
- C₁₇H₂₀N₂O₅S
- medical condition treated
- liver cirrhosis
- World Health Organisation international non-proprietary name
- bumetanide
- canonical SMILES
- CCCCNC1=C(C(=CC(=C1)C(=O)O)S(=O)(=O)N)OC2=CC=CC=C2
- subject has role
- diuretic
- MCN code
- 2935.90.95
- defined daily dose
- 1
- Commons category
- Bumetanide
- legal status (medicine)
- boxed warning
- significant drug interaction
- streptomycin
Sources (7)
via Wikidata · CC0
~5 min read
Encyclopedic overview
9 sectionsContents
- Medical uses
- Side effects
- Pharmacology
- Pharmacodynamics
- Synthesis
- Society and culture
- Research
- References
- External links
Bumetanide, sold under the brand name Bumex among others, is a medication used to treat swelling and high blood pressure. This includes swelling as a result of heart failure, liver failure, or kidney problems. It may work for swelling when other medications have not. For high blood pressure it is not a preferred treatment. It is taken by mouth, or by injection into a vein or muscle. Effects generally begin within an hour and last for about six hours.
Common side effects include dizziness, low blood pressure, low blood potassium, muscle cramps, and kidney problems. Other serious side effects may include hearing loss and low blood platelets. Blood tests are recommended regularly for those on treatment. Safety during pregnancy and breastfeeding is unclear. Bumetanide is a loop diuretic and works by decreasing the reabsorption of sodium by the kidneys.
Excerpted from Wikipedia’s “bumetanide” article, available under the CC BY-SA 4.0 licence.