Tadalafil

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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 [1', 2':1,6] pyrido[3,4-b]indole-1,4-dione
Identifiers
CAS number	171596-29-5
ATC code	G04BE08
PubChem	110635
DrugBank	APRD00071
ChemSpider	99301
Chemical data
Formula	C22H19N3O4
Mol. mass	389.404 g/mol
SMILES	eMolecules & PubChem
Pharmacokinetic data
Bioavailability	varies
Protein binding	94%
Metabolism	CYP3A4 (liver)
Half life	17.5 hours
Excretion	feces (> 60%), urine (> 30%)
Therapeutic considerations
Pregnancy cat.	B
Legal status	prescription only
Routes	oral

Tadalafil is a PDE5 inhibitor. It is currently marketed in pill form for treating erectile dysfunction (ED), has recently been approved for the treatment of pulmonary arterial hypertension, and has been used for other conditions. It initially was developed by the biotechnology company ICOS, and then again 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. The approved dose for pulmonary arterial hypertension is 40 mg and will be marketed under the brand name Adcicra.

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