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furosemide

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furosemide

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Also known as dihydroflumethiazide, methforylthiazidine, 4-chloro-N-(2-furylmethyl)-5-sulfamoylanthranilic acid, 4-chloro-N-furfuryl-5-sulfamoylanthranilic acid, 2-furfurylamino-4-chloro-5-sulfamoylbenzoic acid, 4-chloro-5-sulfamoyl-N-furfuryl-anthranilic acid

Furosemide, sold under the brand name Lasix among others, is a loop diuretic medication used to treat edema due to heart failure, liver scarring, or kidney disease. Furosemide may also be used for the treatment of high blood pressure. It can be taken intravenously or orally. When given intravenously, furosemide typically takes effect within five minutes; when taken orally, it typically metabolizes within an hour.

OverviewAI-generated

Furosemide is a chemical compound with the formula C₁₂H₁₁ClN₂O₅S. Its IUPAC name is 4-chloro-2-(furan-2-ylmethylazaniumyl)-5-sulfamoylbenzoate. The substance has a melting point of 206 and a mass of 330.008. It is assigned the MCN code 2935.90.21.

Chemical properties include a weight of 330.74, an xlogp of 2.7, and a topological polar surface area of 138. The molecule contains two hydrogen bond donors and six hydrogen bond acceptors, with a charge of 0. The defined daily dose for furosemide is 40.

The compound is referenced by 1,290 other encyclopedia articles. A search for furosemide in PubMed yields a count of 19,215 entries.

Synthesized by Vinony from 20 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Key facts

Drug.ChEBI
47426
Drug.ChEMBL
35
Drug.Watchedfields
changed
Drug.verifiedrevid
461114978
Drug.image
Furosemide.svg
Drug.image_class
skin-invert-image
Drug.image2
Furosemide-1Z9Y-3D-balls.png
Drug.image_class2
bg-transparent
Drug.tradename
Lasix, Furoscix, others
Drug.MedlinePlus
a682858
Drug.DailyMedID
Furosemide
Drug.pregnancy_AU
C
Drug.routes_of_administration
Oral (PO), intravenous (IV), intramuscular (IM), subcutaneous (SC)
Drug.ATC_prefix
C03
Drug.ATC_suffix
CA01
Drug.legal_AU
S4
Drug.legal_UK
POM
Drug.legal_US
Rx-only

via Wikipedia infobox

Chemical data

Formula
C12H11ClN2O5S
Molecular weight
330.74 g/mol
IUPAC name
4-chloro-2-(furan-2-ylmethylazaniumyl)-5-sulfamoylbenzoate
SMILES
C1=COC(=C1)C[NH2+]C2=CC(=C(C=C2C(=O)[O-])S(=O)(=O)N)Cl
InChIKey
ZZUFCTLCJUWOSV-UHFFFAOYSA-N
XLogP
2.7
Polar surface area
138 Ų
H-bond donors
2
H-bond acceptors
6
Formal charge
0

via PubChem

Research

19,215 papers

via PubMed

~14 min read

Encyclopedic overview

13 sections
Contents
  • Medical uses
  • Kidney disease
  • Other information
  • Adverse effects
  • Interactions
  • Mechanism of action
  • Pharmacokinetics
  • Names
  • Veterinary uses
  • Horses
  • References
  • Further reading
  • External links

Furosemide, sold under the brand name Lasix among others, is a loop diuretic medication used to treat edema due to heart failure, liver scarring, or kidney disease. Furosemide may also be used for the treatment of high blood pressure. It can be taken intravenously or orally. When given intravenously, furosemide typically takes effect within five minutes; when taken orally, it typically metabolizes within an hour.

Common side effects include orthostatic hypotension (decrease in blood pressure while standing, and associated lightheadedness), tinnitus (ringing in the ears), and photosensitivity (sensitivity to light). Potentially serious side effects include electrolyte abnormalities, low blood pressure, and hearing loss. It is recommended that serum electrolytes (especially potassium), serum carbon dioxide|, creatinine, BUN levels, and liver and kidney functioning be monitored in patients taking furosemide. It is also recommended to be alert for the occurrence of any potential blood dyscrasias.

Excerpted from Wikipedia’s “furosemide” article, available under the CC BY-SA 4.0 licence.

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