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It initially was developed by the biotechnology company ICOS, and then again developed and marketed world-wide by Lilly ICOS, LLC, the joint venture of ICOS Corporation and Eli Lilly and Company.

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Tadalafil Systematic ( IUPAC) name (6 R- trans)-6-(1,3-benzodioxol-5-yl)- hexahydro-2-methyl-pyrazino pyrido indole dione Clinical data Trade names Cialis AHFS/ monograph Medline Plus a604008 Prescription only Routes Oral Pharmacokinetic data Bioavailability varies Protein binding 94% Metabolism CYP3A4 (liver) Half-life 17.5 hours Excretion feces (60%), urine (30%) Identifiers CAS number 171596-29-5 Y ATC code G04 BE08 Pub Chem CID 110635 Drug Bank DB00820 Chem Spider 99301 Y UNII 742SXX0ICT Y KEGG D02008 Y Ch EBI CHEBI:71940 Y Ch EMBL CHEMBL779 Y PDB land ID CIA ( PDBe, RCSB PDB) Chemical data Formula C 22 H 19 N 3 O 4 Molecular mass 389.404 g/mol SMILES O=C1N(CC(N2[[email protected]@H]1CC3=C([[email protected]]2C4=CC5=C(OCO5)C=C4)[N]C6=C3C=CC=C6)=O)C v In Ch I In Ch I=1S/C22H19N3O4/c1-24-10-19(26)25-16(22(24)27)9-14-13-4-2-3-5-15(13)23-20(14)21(25)12-6-7-17-18(8-12)29-11-28-17/h2-8,16,21,23H,9-11H2,1H3/t16-,21-/m1/s1 Adcirca for the treatment of pulmonary arterial hypertension. a combination of BPH and erectile dysfunction (ED) when the conditions coincide.

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Brand Cialis was developed by the pharmaceutical company LILLY and contains Tadalafil as its main component.

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