ent-Tadalafil

Modify Date: 2024-01-09 10:05:29

ent-Tadalafil Structure
ent-Tadalafil structure
Common Name ent-Tadalafil
CAS Number 629652-72-8 Molecular Weight 389.40400
Density 1.51±0.1 g/cm3 (20 ºC 760 Torr) Boiling Point N/A
Molecular Formula C22H19N3O4 Melting Point 302-304 ºC
MSDS N/A Flash Point N/A

 Use of ent-Tadalafil


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].

 Names

Name (6S,12aS)-tadalafil
Synonym More Synonyms

 ent-Tadalafil 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
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)

 Synthetic Route

~72%

ent-Tadalafil Structure

ent-Tadalafil

CAS#: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

~%

ent-Tadalafil Structure

ent-Tadalafil

CAS#:629652-72-8

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

~%

ent-Tadalafil Structure

ent-Tadalafil

CAS#:629652-72-8

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

~%

ent-Tadalafil Structure

ent-Tadalafil

CAS#:629652-72-8

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

~18%

ent-Tadalafil Structure

ent-Tadalafil

CAS#:629652-72-8

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

~%

ent-Tadalafil Structure

ent-Tadalafil

CAS#:629652-72-8

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

~%

ent-Tadalafil Structure

ent-Tadalafil

CAS#:629652-72-8

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

 Synonyms

L-Tildenafil
L-Tadalafil
ent-Tadalafil
UNII-HZ6QJN0D4Z
Tadalafil Impurity 12
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