ent-Tadalafil

Names

[ Name ]:
ent-Tadalafil

[Synonym ]:
L-Tildenafil
L-Tadalafil
ent-Tadalafil
UNII-HZ6QJN0D4Z
Tadalafil Impurity 12

Biological Activity

[Description]:

ent-Tadalafil (ent-IC-351), compound (6S,12aS), is a inactive cis-enantiomer of compound (6R,12aS). compound (6R,12aS) is a potent PDE5 inhibitor with an IC50 of 0.090 μM, while ent-Tadalafil is inactive at concentrations up to 10 µM[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Metabolic Enzyme/Protease >> Phosphodiesterase (PDE)

[Target]

PDE5:10 μM (IC50)

[References]

[1]. Daugan A, et al. The discovery of tadalafil: a novel and highly selective PDE5 inhibitor. 2: 2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione analogues.J Med Chem. 2003 Oct 9;46(21):4533-42.

Chemical & Physical Properties

[ Density]:
1.51±0.1 g/cm3 (20 ºC 760 Torr)

[ Melting Point ]:
302-304 ºC

[ Molecular Formula ]:
C₂₂H₁₉N₃O₄

[ Molecular Weight ]:
389.40400

[ Exact Mass ]:
389.13800

[ PSA ]:
74.87000

[ LogP ]:
2.08710

[ Water Solubility ]:
Insuluble (8.6E-3 g/L) (25 ºC)

ent-Tadalafil

Names

Biological Activity

Chemical & Physical Properties

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds