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xipamide

Structure via PubChem · Public domain (PubChem)

EntityQ600951· pop 14· linked from 84 articles

Also known as BE-1293, Diurexan®, MJF-10938

Xipamide () is a sulfonamide diuretic drug marketed by Eli Lilly under the trade names Aquaphor (in Germany) and Aquaphoril (in Austria). It is used for the treatment of oedema and hypertension.

Chemical data

Formula
C15H15ClN2O4S
Molecular weight
354.8 g/mol
IUPAC name
4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-5-sulfamoylbenzamide
SMILES
CC1=C(C(=CC=C1)C)NC(=O)C2=CC(=C(C=C2O)Cl)S(=O)(=O)N
InChIKey
MTZBBNMLMNBNJL-UHFFFAOYSA-N
XLogP
2.9
Polar surface area
118 Ų
H-bond donors
3
H-bond acceptors
5
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule
Indications
cardiovascular disease

via ChEMBL · EBI

Wikidata facts

Mass
354.044106
Has use
medication
Show 5 more facts
chemical formula
C₁₅H₁₅ClN₂O₄S
canonical SMILES
CC1=C(C(=CC=C1)C)NC(=O)C2=CC(=C(C=C2O)Cl)S(=O)(=O)N
subject has role
diuretic
defined daily dose
20
Commons category
Xipamide
Sources (3)

via Wikidata · CC0

~4 min read

Encyclopedic overview

12 sections
Contents
  • Mechanism of action
  • Uses
  • Pharmacokinetics
  • Dosage
  • Adverse effects
  • Contraindications
  • Interactions
  • Not recommended combinations
  • Combinations requiring special precautions
  • Interactions not included in the product information
  • Banned use in sport
  • References

Xipamide () is a sulfonamide diuretic drug marketed by Eli Lilly under the trade names Aquaphor (in Germany) and Aquaphoril (in Austria). It is used for the treatment of oedema and hypertension.

== Mechanism of action == Like the structurally related thiazide diuretics, xipamide acts on the kidneys to reduce sodium reabsorption in the distal convoluted tubule. This increases the osmolarity in the lumen, causing less water to be reabsorbed by the collecting ducts. This leads to increased urinary output. Unlike the thiazides, xipamide reaches its target from the peritubular side (blood side).

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