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629652-72-8

629652-72-8 structure
629652-72-8 structure
  • Name: ent-Tadalafil
  • Chemical Name: (6S,12aS)-tadalafil
  • CAS Number: 629652-72-8
  • Molecular Formula: C22H19N3O4
  • Molecular Weight: 389.40400
  • Catalog: Signaling Pathways Metabolic Enzyme/Protease Phosphodiesterase (PDE)
  • Create Date: 2018-06-19 15:59:05
  • Modify Date: 2025-08-25 18:39:22
  • 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].
Name (6S,12aS)-tadalafil
Synonyms L-Tildenafil
L-Tadalafil
ent-Tadalafil
UNII-HZ6QJN0D4Z
Tadalafil Impurity 12
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
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.
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)
74-89-5 structure

74-89-5

629652-42-2 structure

629652-42-2

~72%

629652-72-8 structure

629652-72-8

Literature: Daugan, Alain; Grondin, Pascal; Ruault, Cecile; Le Monnier de Gouville, Anne-Charlotte; Coste, Herve; Linget, Jean Michel; Kirilovsky, Jorge; Hyafil, Francois; Labaudinieret, Richard Journal of Medicinal Chemistry, 2003 , vol. 46, # 21 p. 4533 - 4542
120-57-0 structure

120-57-0

~%

629652-72-8 structure

629652-72-8

Literature: Journal of Medicinal Chemistry, , vol. 46, # 21 p. 4533 - 4542
4299-70-1 structure

4299-70-1

~%

629652-72-8 structure

629652-72-8

Literature: Journal of Medicinal Chemistry, , vol. 46, # 21 p. 4533 - 4542
171596-43-3 structure

171596-43-3

~%

629652-72-8 structure

629652-72-8

Literature: Journal of Medicinal Chemistry, , vol. 46, # 21 p. 4533 - 4542
74-89-5 structure

74-89-5

629652-40-0 structure

629652-40-0

~18%

629652-72-8 structure

629652-72-8

171596-28-4 structure

171596-28-4

Literature: Bioorganic and Medicinal Chemistry, , vol. 12, # 6 p. 1505 - 1515
14907-27-8 structure

14907-27-8

~%

629652-72-8 structure

629652-72-8

Literature: Bioorganic and Medicinal Chemistry, , vol. 12, # 6 p. 1505 - 1515
171596-42-2 structure

171596-42-2

~%

629652-72-8 structure

629652-72-8

Literature: Bioorganic and Medicinal Chemistry, , vol. 12, # 6 p. 1505 - 1515
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