171596-27-3

171596-27-3 structure

Name: 12-epi-TadalafilTadalafil
Chemical Name: (6R,12aS)-2,3,6,7,12,12a-hexahydro-2-methyl-6-(3,4-methylenedioxyphenyl)-pyrazino[2',1':6,1]pyrido[3,4-b]indole-1,4-dione
CAS Number: 171596-27-3
Molecular Formula: C₂₂H₁₉N₃O₄
Molecular Weight: 389.40
Catalog: Signaling Pathways Metabolic Enzyme/Protease Phosphodiesterase (PDE)
Create Date: 2018-08-31 19:16:30
Modify Date: 2026-06-30 21:08:45
cis-Tadalafil is a PDE5 inhibitor (IC50: 0.09 μM). cis-Tadalafil can be used for research of cardiovascular diseases[1].

Name	(6R,12aS)-2,3,6,7,12,12a-hexahydro-2-methyl-6-(3,4-methylenedioxyphenyl)-pyrazino[2',1':6,1]pyrido[3,4-b]indole-1,4-dione
Synonyms	12aS)- Lilly (6R,12aS)-6-(benzo[d][1,3]dioxol-5-yl)-2-methyl-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione Tadalafil imer Pyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione,6-(1,3- benzodioxol-5-yl)-2,3,6,7,12, 12a-hexahydro-2-Methyl-,(6R, 12aS) 6R,12S-Tadalafil Calais Impurity A (6R,12aS)-6-(Benzo[d][1,3]dioxol-5-yl)-2-methyl-2,3,12,12a-tetrahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4(6H,7H)-dione Tadalafil impurity a control (-)-Tadalafil (6R ,12aS) diastereomer A（LB） Tildenafil Impurity A Tadalafil (6R ,12aS)- Lilly\|\|\|Tadalafil specified impurity A\|\|\|(-)-Tadalafil (6R ,12aS) diastereomer 12-i-Tadalafil Tadalafil impurity 1/Tadalafil Impurity A/ (6R,12aS)-6-(benzo[d][1,3]dioxol-5-yl)-2-methyl-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione Tadalafil-001-6R12S Tadanafil Impurity A 6R,12S-Tadalafil Impurity A) 6R,12S-Tadalafil(Impurity A) Tadalafil Impurity A ((6R,12S)-Tadalafil) Tadalafil-001 Tadanafil Impurity A ((6R, 12S)-Tadanafil) is-Tadalafil Tadalafil specified impurity A Tadalafil (6R 12-i-TadalafilTadalafil (6R,12aS) PYR403 cis-Tadalafil Tadalafil, (6R ,12aS) 12aS) diastereomer Cis-Tildenafil UNII-E319TQ0B6R (6R,12aS)-6-(1,3-Benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methylpyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione Tadalafil IMpurity: IMpurity H Tadalafil impurity 3(Isomer) Tadalafil Impurity 13 Tadalafil Impurity 13 (Tadalafil Impurity A) Tadalafil Impurity A/ Tadalafil Related Compund C (Tadalafil (6R,12aS)-Isomer) Tadalafil (6R ,12aS)- Lilly Tadalafil IMpurity A (cis-tadalafil) TDF-A Tadalafil impurity 1 cis-ent-Tadalafil Tadalafil Impurity A (6R,12S-Tadalafil) Tadanafil or impurity A (6R,12aS)-6-(1,3-Benzodioxol-5-yl)-2-methyl-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b (6R,12aS)-6-(1,3-benzodioxol-5-yl)-2-Methyl-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dione

Description	cis-Tadalafil is a PDE5 inhibitor (IC50: 0.09 μM). cis-Tadalafil can be used for research of cardiovascular diseases[1].
Related Catalog	Research Areas >> Cardiovascular Disease Signaling Pathways >> Metabolic Enzyme/Protease >> Phosphodiesterase (PDE)
Target	PDE5:0.09 μM (IC50)
In Vitro	cis-Tadalafil (Compound 12b) 抑制 PDE5，IC50 为 0.09 μM[1]。
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	295-296 ºC
Molecular Formula	C₂₂H₁₉N₃O₄
Molecular Weight	389.40
Exact Mass	389.13800
PSA	74.87000
LogP	2.08710
Water Solubility	Insuluble (8.6E-3 g/L) (25 ºC)