vardenafil

Also known as Levitra®, Vardenafilum, Vardénafil, 2-{2-ethoxy-5-[(4-ethylpiperazin-1-yl)sulfonyl]phenyl}-5-methyl-7-propylimidazo[5,1-F][1,2,4]triazin-4(1H)-one

thumb|Vardenafil 4 tablets Blister 20 mg Vardenafil, sold under the brand name Levitra among others, is a medication that is used for treating erectile dysfunction. It is a PDE5 inhibitor. It is taken by mouth.

Chemical data

Formula: C23H32N6O4S
Molecular weight: 488.6 g/mol
IUPAC name: 2-[2-ethoxy-5-(4-ethylpiperazin-1-yl)sulfonylphenyl]-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one
SMILES: CCCC1=NC(=C2N1N=C(NC2=O)C3=C(C=CC(=C3)S(=O)(=O)N4CCN(CC4)CC)OCC)C
InChIKey: SECKRCOLJRRGGV-UHFFFAOYSA-N
XLogP: 2.5
Polar surface area: 118 Å²
H-bond donors: 1
H-bond acceptors: 8
Formal charge: 0

via PubChem

Wikidata facts

Mass: 488.221

Show 4 more facts

chemical formula: C₂₃H₃₂N₆O₄S
Commons category: Vardenafil
canonical SMILES: CCCC1=NC(=C2N1NC(=NC2=O)C3=C(C=CC(=C3)S(=O)(=O)N4CCN(CC4)CC)OCC)C
defined daily dose: 10

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Article

6 sections

Contents

Medical uses
Adverse reactions
Interactions
History
Tainted supplements
References

==Medical uses== Vardenafil's indications and contraindications are the same as with other PDE5 inhibitors; it is closely related in function to sildenafil citrate (Viagra) and tadalafil (Cialis). The difference between the vardenafil molecule and sildenafil citrate is a nitrogen atom's position and the change of sildenafil's piperazine ring methyl group to an ethyl group. Tadalafil is structurally different from both sildenafil and vardenafil. Vardenafil's relatively short effective time is comparable to but somewhat longer than sildenafil's. Despite the structural differences between vardenafil and sildenafil, they both show similar ocular side effects due to their similar selectivity overlap with PDE6, an enzyme found in the eye.