(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride Tadalafil Impurity 25 (Mixture of Diastereomers) Tadalafil Impuirty 16 Tadalafil Impurity 62 Tadalafil Impurity 39

Tadalafil Impurity 11 Tadalafil EP IMpurity G (1S,3S)-1-(1,3-Benzodioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic Acid Methyl Ester BENZHYDRYL 6,6-DIHYDROPENICILLIC ACID 1-OXIDE[TAZOBACTAM INTERMEDIATE] Tadalafil Impurity 5

Tadalafil Impurity 35 Tadalafil Impurity 45 Tadalafil Impurity 49 HCl QBWNUEJPRUVNTD-FOIQADDNSA-N PEAK E

(6R,trans)-6-(3,4-dihydroxyphenyl)-2,3,6,7,12,12a-hexahydro-2-Methyl-pyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione Piperonyl aldehyde Tadalafil Impurity 44