Drug/Small Molecule:
indapamide

2D structure

Overview

Generic Names: Indapamida [INN-Spanish]; Indapamidum [INN-Latin]
Trade Names: Apo-Indapamide; Arifon; Bajaten; Cormil; Damide; Fludex; Gen-Indapamide; Idapamide; Indaflex; Indamol; Ipamix; Lozide; Lozol; Natrilix; Natrix; Noranat; Novo-Indapamide; Nu-Indapamide; Pressurai; Tandix; Tertensif; Veroxil
PharmGKB Accession Id: PA449975

Description

A benzamide-sulfonamide-indole. It is called a thiazide-like diuretic but structure is different enough (lacking the thiazo-ring) so it is not clear that the mechanism is comparable. PubChem (source: Drug Bank)

Indication

For the treatment of hypertension, alone or in combination with other antihypertensive drugs as well as for the treatment of salt and fluid retention associated with congestive heart failure or edema from pregnancy. (source: Drug Bank)

ATC Therapeutic Category

  • C03BA:Sulfonamides, plain

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Indapamide blocks the slow component of delayed rectifier potassium current (IKs) without altering the rapid component (IKr) or the inward rectifier current. Specifically it blocks or antagonizes the action the proteins KCNQ1 and KCNE1. Indapamide is also thought to stimulate the synthesis of the vasodilatory hypotensive prostaglandin PGE2. (source: Drug Bank)

Pharmacology

Indapamide is an antihypertensive and a diuretic. It contains both a polar sulfamoyl chlorobenzamide moiety and a lipid- soluble methylindoline moiety. Indapamide bears a structural similarity to the triazide diuretics which are known to decrease vascular smooth muscle reactivity. However, it differs chemically from the thiazides in that it does not possess the thiazide ring system and contains only one sulfonamide group. Indapamide appears to cause vasodilation, probably by inhibiting the passage of calcium and other ions (sodium, potassium) across membranes. This same effect may cause hypokalcemia in susceptible individuals. Indapamide has also been shown to cause uterine myometrial relaxation in experimental animals. Overall, indapamide has an extra-renal antihypertensive action resulting in a decrease in vascular hyperreactivity and a reduction in total peripheral and arteriolar resistance. (source: Drug Bank)

Food Interactions

Take without regard to meals. Magnesium, potassium and zinc needs increased. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Primarily hepatic. Indapamide is an extensively metabolized drug with only about 7+ACU- of the total dose administered, recovered in the urine as unchanged drug during the first 48 hours after administration. (source: Drug Bank)

Protein Binding

71-79% (source: Drug Bank)

Absorption

Rapidly absorbed from gastrointestinal tract. (source: Drug Bank)

Toxicity

Side effects include electrolyte imbalance (potassium or salt depletion due to too much fluid loss), nausea, stomach disorders, vomiting, weakness (source: Drug Bank)

Isomeric SMILES Code:

CC1Cc2ccccc2N1NC(=O)c3ccc(c(c3)S(=O)(=O)N)Cl (source: Drug Bank)

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
KCNE1 Uncurated Annotation (source: Drug Bank)
KCNQ1 Uncurated Annotation (source: Drug Bank)

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
amantadine Uncurated Annotation The diuretic increases the adverse effect of amantadine (source: Drug Bank)
diazoxide Uncurated Annotation Significant hyperglycemic effect (source: Drug Bank)
digitoxin Uncurated Annotation Possible electrolyte variations and arrhythmias (source: Drug Bank)
digoxin Uncurated Annotation Possible electrolyte variations and arrhythmias (source: Drug Bank)
dofetilide Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
lithium Uncurated Annotation The thiazide diuretic increases serum levels of lithium (source: Drug Bank)

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

Additional Datasets

These datasets are minimally curated and are sorted alphabetically by title.

  1. The Connectivity Map: using gene-expression signatures to connect small molecules, genes, and disease

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00808
KEGG Drug ID:
D00345
PubChem Compound ID:
3702
PubChem Substance ID:
7847411

Common Searches

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

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