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Tadalafil
Systematic (IUPAC) name
(6R-trans)-6-(1,3-benzodioxol-5-yl)- 2,3,6,7,12,12a-hexahydro-2-methyl-pyrazino pyridoindole-1,4-dione
Identifiers
CAS number171596-29-5
ATC codeG04BE08
PubChem110635
DrugBankAPRD00071
ChemSpider99301
Chemical data
FormulaC22H19N3O4 
Mol. mass389.404 g/mol
SMILESeMolecules & PubChem
Pharmacokinetic data
Bioavailabilityvaries
Protein binding94%
MetabolismCYP3A4 (liver)
Half life17.5 hours
Excretionfeces (> 60%), urine (> 30%)
Therapeutic considerations
Pregnancy cat.

B

Legal status

prescription only

Routesoral

Tadalafil is an orally administered drug for treating erectile dysfunction (ED), that initially was developed by the biotechnology company ICOS, and then developed and marketed world-wide as Cialis, by Lilly ICOS, LLC, the joint venture of ICOS Corporation and Eli Lilly and Company. Cialis tablets, in 5 mg, 10 mg, and 20 mg doses, are yellow, film-coated, and almond-shaped.

In December 2003, the Food and Drug Administration approved tadalafil (as Cialis) for sale in the U.S. as the third ED prescription drug after sildenafil (Viagra) and vardenafil (Levitra). Cialis's 36-hour effectiveness earned it the nickname, "The Weekend Pill"; like sildenafil and vardenafil, tadalafil is recommended as an 'as needed' medication. Cialis is the only one of the three that is also offered as a once daily medication. Moreover, besides ED, tadalafil for the treatment of pulmonary arterial hypertension is currently under regulatory review in multiple regions.

In late November 2008, Eli Lilly sold the exclusive rights to commercialize tadalafil for pulmonary arterial hypertension in the United States to United Therapeutics for an upfront payment of $150 million.

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About Cialis

TadalafilSystematic (IUPAC) name(6R-trans)-6-(1,3-benzodioxol-5-yl)- 2,3,6,7,12,12a-hexahydro-2-methyl-pyrazino pyridoindole-1,4-dioneIdentifiersCAS number171596-29-5ATC codeG04BE08PubChem110635DrugBankAPRD00071ChemSpider99301Chemical dataFormulaC2... Read more
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  • Cialis is a medicine taken by mouth for the treatment of erectile dysfunction (ED) in men.Viagra is used for treatment of ED in men. Viagra increases the body`s ability to achieve and maintain an erection during..


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