Drug/Small Molecule:
isosorbide dinitrate

2D structure

Overview

Generic Names: Dianhydrosorbitol 2,5-dinitrate; Sorbide nitrate; Sorbide, dinitrate; Sorbidnitrate
Trade Names: Cardio 10; Cardis; Carvanil; Carvasin; Cedocard; Claodical; Cornilat; Coronex; Corosorbide; Difutrat; Dilatrate; Dilatrate-SR; Dinitrosorbide; Emoper; Flindix; Harrical; IBD 20; ISD; ISDN; Ismotic; Iso-Bid; Isochron; Isoket; Isorbid; Isordil; Isordil Tembids; Isostat; Isotrate; Korodil; Lomilan; Maycor; Myorexon; Nitrosorbid; Nitrosorbide; Nitrosorbon; Nosim; Resoidan; Rifloc Retard; Rigedal; Sorbangil; Sorbide T.D.; Sorbidilat; Sorbislo; Sorbitrate; Sorbonit; Sorquad; Tinidil; Titradose; Vascardin; Vasodilat; Vasorbate; Xanyl
Brand Mixtures: BiDil (isosorbide dinitrate + hydralazine hydrochloride)
PharmGKB Accession Id: PA450125

Description

A vasodilator used in the treatment of angina pectoris. Its actions are similar to nitroglycerin but with a slower onset of action. PubChem (source: Drug Bank)

Indication

For the prevention of angina pectoris due to coronary artery disease. (source: Drug Bank)

ATC Therapeutic Categories

  • C01DA:Organic nitrates
  • D03AX:Other cicatrizants

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Similar to other nitrites and organic nitrates, isosorbide dinitrate is converted to nitric oxide (NO), an active intermediate compound which activates the enzyme guanylate cyclase (atrial natriuretic peptide receptor A). This stimulates the synthesis of cyclic guanosine 3',5'-monophosphate (cGMP) which then activates a series of protein kinase-dependent phosphorylations in the smooth muscle cells, eventually resulting in the dephosphorylation of the myosin light chain of the smooth muscle fiber. The subsequent release of calcium ions results in the relaxation of the smooth muscle cells and vasodilation. (source: Drug Bank)

Pharmacology

Isosorbide Dinitrate is a moderate to long acting oral organic nitrate used for the relief and prophylactic management of angina pectoris. It relaxes the vascular smooth muscle and consequent dilatation of peripheral arteries and veins, especially the latter. Dilatation of the veins promotes peripheral pooling of blood and decreases venous return to the heart, thereby reducing left ventricular end- diastolic pressure and pulmonary capillary wedge pressure (preload). Arteriolar relaxation reduces systemic vascular resistance, systolic arterial pressure, and mean arterial pressure. (source: Drug Bank)

Food Interactions

Take without regard to meals. Absorption is faster on an empty stomach. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic (source: Drug Bank)

Protein Binding

Very low (source: Drug Bank)

Absorption

Absorption of isosorbide dinitrate after oral dosing is nearly complete, but bioavailability is highly variable (10% to 90%), with extensive first-pass metabolism in the liver. The average bioavailability of isosorbide dinitrate is about 25%. (source: Drug Bank)

Toxicity

Symptoms of overdose include reduced cardiac output and hypotension. (source: Drug Bank)

Isomeric SMILES Code:

C1[C@H]([C@@H]2[C@H](O1)[C@H](CO2)O[N+](=O)[O-])O[N+](=O)[O-] (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
No phenotype data No genotype data Literature annotations available Not annotated
CORIN
  • CO
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Publications

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

Drug Targets

Gene Description
NPR1 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
ergonovine Uncurated Annotation Possible antagonism of action (source: Drug Bank)
methylergonovine Uncurated Annotation Possible antagonism of action (source: Drug Bank)
sildenafil Uncurated Annotation Possible significant hypotension with this combination (source: Drug Bank)
tadalafil Uncurated Annotation Possible significant hypotension with this combination (source: Drug Bank)
vardenafil Uncurated Annotation Possible significant hypotension with this combination (source: Drug Bank)

Curated Information

The following diseases are in curated knowledge about this drug.

  Disease Relationship Evidence
No phenotype data No genotype data Literature annotations available Not annotated
Eye Diseases
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  • PD
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Publications
No phenotype data No genotype data Literature annotations available Not annotated
Heart Failure
  • CO
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Publications
No phenotype data No genotype data Literature annotations available Not annotated
Ischemia
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  • PD
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Publications

Non-Curated Information

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

LinkOuts

DrugBank:
DB00883
KEGG Compound ID:
C07456
KEGG Drug ID:
D00516
PubChem Compound ID:
6883
PubChem Substance ID:
7979661

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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