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QuickView for indapamide (compound)

Summary
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PubChem

PubChem Compound 3702

PubChem Compound 3702

Name:	Indapamide
PubChem Compound ID:	3702
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.
Molecular formula:	C₁₆H₁₆ClN₃O₃S
Molecular weight:	365.835 g/mol
Synonyms:	RHC 2555; SE-1520; Cormil; NINDS_000508; Tandix; KBio2_006533; KBioGR_000393; Benzamide, 3-(aminosulfonyl)-4-chloro-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)- (9CI); Indapamida [INN-Spanish]; EINECS 248-012-7. show more » RHC 2555; SE-1520; Cormil; NINDS_000508; Tandix; KBio2_006533; KBioGR_000393; Benzamide, 3-(aminosulfonyl)-4-chloro-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)- (9CI); Indapamida [INN-Spanish]; EINECS 248-012-7; SPBio_001019; 26807-65-8; Indapamide (JAN/USP); Benzamide, 3-(aminosulfonyl)-4-chloro-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)-; KBio1_000508; Indapamide; Indapamide [USAN:BAN:INN:JAN]; BRN 1604026; Natrix; Damide; Benzamide, 3-(aminosulfonyl)-4-chloro-N-(2,3-dihydro-2-methyl-1H-indol-l-yl)-; Lozol (TN); Spectrum3_000467; Natrix (TN); Indaflex; Lozol; 5-20-06-00348 (Beilstein Handbook Reference); KBio3_001394; BENZAMIDE, 4-CHLORO-N-(2-METHYL-1-INDOLINYL)-3-SULFAMOYL-; Indamol; 49564-58-1; SMR000058829; Ipamix; SE 1520; USV 2555; Spectrum2_000980; Spectrum4_000017; Tertensif; KBio2_003965; Noranat; Indapamidum [INN-Latin]; 3-(Aminosulfonyl)-4-chloro-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)benzamide; Spectrum_000917; Natrilix; Bajaten; Veroxil; MLS000028554; Pressurai; Arifon; KBio2_001397; Fludex; D00345; KBioSS_001397; 4-Chloro-N-(2-methyl-1-indolinyl)-3-sulfamoylbenzamide; DivK1c_000508 show less «

DrugBank

Identification

Name:	Indapamide
Name (isomeric):	DB00808
Drug Type:	small molecule
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.
Synonyms:	Indapamida [INN-Spanish]; Indapamidum [INN-Latin]
Brand:	Idapamide, Arifon, Cormil, Natrix, Tandix, Indamol, Veroxil, Ipamix, Bajaten, Nu-Indapamide, Lozide, Natrilix, Pressurai, Fludex, Tertensif, Novo-Indapamide, Lozol, Noranat, Apo-Indapamide
Category:	Diuretics, Antihypertensive Agents
CAS number:	26807-65-8

Pharmacology

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 (appropriate only in the management of edema of pathologic origin during pregnancy when clearly needed). Also used for the management of edema as a result of various causes.
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 no... show more » 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. show less «
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.
Absorption:	Rapidly absorbed from gastrointestinal tract.
Protein binding:	71-79%
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.
Route of elimination:	Indapamide is an extensively metabolized drug, with only about 7% of the total dose administered, recovered in the urine as unchanged drug during the first 48 hours after administration.
Half Life:	14 hours (biphasic)
Toxicity:	Side effects include electrolyte imbalance (potassium or salt depletion due to too much fluid loss), nausea, stomach disorders, vomiting, weakness
Affected organisms:	Humans and other mammals

Interactions

Food interaction:

Take without regard to meals. Magnesium, potassium and zinc needs increased.

Drug interaction:

Digitoxin	Possible electrolyte variations and arrhythmias
Thiothixene	May cause additive QTc-prolonging effects. Increased risk of ventricular arrhythmias. Consider alternate therapy. Thorough risk:benefit assessment is required prior to co-administration.
Trandolapril	The thiazide diuretic, Indapamide, may increase the hypotensive effect of Trandolapril. Indapamide may also increase the nephrotoxicity of Trandolapril. Monitor for postural hypotension at initiation of concomitant therapy and renal dysfunction during chronic therapy.
Vorinostat	Additive QTc prolongation may occur. Consider alternate therapy or monitor for QTc prolongation as this can lead to Torsade de Pointes (TdP).
Digoxin	Possible electrolyte variations and arrhythmias

Digitoxin	Possible electrolyte variations and arrhythmias
Thiothixene	May cause additive QTc-prolonging effects. Increased risk of ventricular arrhythmias. Consider alternate therapy. Thorough risk:benefit assessment is required prior to co-administration.
Trandolapril	The thiazide diuretic, Indapamide, may increase the hypotensive effect of Trandolapril. Indapamide may also increase the nephrotoxicity of Trandolapril. Monitor for postural hypotension at initiation of concomitant therapy and renal dysfunction during chronic therapy.
Vorinostat	Additive QTc prolongation may occur. Consider alternate therapy or monitor for QTc prolongation as this can lead to Torsade de Pointes (TdP).
Digoxin	Possible electrolyte variations and arrhythmias
Ziprasidone	Additive QTc-prolonging effects may increase the risk of severe arrhythmias. Concomitant therapy is contraindicated.
Artemether	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Deslanoside	Possible electrolyte variations and arrhythmias
Tacrolimus	Additive QTc-prolongation may occur increasing the risk of serious ventricular arrhythmias. Concomitant therapy should be used with caution.
Lumefantrine	Additive QTc-prolongation may occur. Concomitant therapy should be avoided.
Dofetilide	Increased risk of cardiotoxicity and arrhythmias
Toremifene	Additive QTc-prolongation may occur, increasing the risk of serious ventricular arrhythmias. Consider alternate therapy. A thorough risk:benefit assessment is required prior to co-administration.
Zuclopenthixol	Additive QTc prolongation may occur. Consider alternate therapy or use caution and monitor for QTc prolongation as this can lead to Torsade de Pointes (TdP).
Trimipramine	Additive QTc-prolongation may occur, increasing the risk of serious ventricular arrhythmias. Concomitant therapy should be used with caution.
Diazoxide	Significant hyperglycemic effect
Lithium	The thiazide diuretic, indapamide, may increase serum levels of lithium.
Treprostinil	Additive hypotensive effect. Monitor antihypertensive therapy during concomitant use.
Voriconazole	Additive QTc prolongation may occur. Consider alternate therapy or monitor for QTc prolongation as this can lead to Torsade de Pointes (TdP).

Targets

Potassium voltage-gated channel subfamily KQT member 1

Potassium voltage-gated channel subfamily E member 1

Enzymes

Cytochrome P450 3A4