| Identification | Back Directory | [Name]
Nortadalafil | [CAS]
171596-36-4 | [Synonyms]
Nortadalafil
DeMethyltadalafil
N-demethyltadalafil
Tadalafil IMpurity J
N-DesMethyl Tadalafil
Tadalafil Impurity 21
Demethyltadalafil impurity
Tadalafil IMpurity:IMpurity C
Tadanafil N-desmethyl impurity
Nortadalafil/Demethyl Tadalafil
N-Desmethyl tadalafil in methanol
Tetrahydropalmatine Solution, 100ppm
Nortadalafil Solution in Methanol, 100μg/mL
Tadalafil Impurity 21(N-Desmethyl Tadalafil)
(6R,12aR)-6-(1,3-Benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione
(6R-trans)-6-(1,3-Benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione
(6R,12aR)-6-(Benzo[d][1,3]dioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione
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-, (6R,12aR)-
(6R,12aR)-6-(1,3-Benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione, N-DesMethyl Tadalafil
(6R,12aR)-6-(Benzo[d][1,3]dioxol-5-yl)-2,3,12,12a-tetrahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4(6H,7H)-dione? (Tadalafil Impurity) | [Molecular Formula]
C21H16N3O4 | [MDL Number]
MFCD19443817 | [MOL File]
171596-36-4.mol | [Molecular Weight]
374.369 |
| Chemical Properties | Back Directory | [Melting point ]
285-290℃ (methanol ) | [Boiling point ]
718.6±60.0 °C(Predicted) | [density ]
1.55±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly, Sonicated) | [form ]
Solid | [pka]
13.53±0.40(Predicted) | [color ]
White to Pale Yellow |
| Hazard Information | Back Directory | [Uses]
A N-desmethyl analogue of the human PDE5 inhibitor Tadalafil (T004500). A potential antiplasmodial drug. | [Biological Activity]
the cgmp-specific pde5 is the major pde isozyme in the corpus cavernosum, and controls penile erection. the pde5 inhibitors used in the clinic amplify the no-ccmp pathway and enhance the normal process leading to penile erection.nortadalafil is demethyl tadalafil, which is a pde5 inhibitor currently marketed in pill form for treating erectile dysfunction under the name cialis and for the treatment of pulmonary arterial hypertension under the name adcirca. | [in vitro]
tadalafil has been identified as a highly potent pde5 inhibitor (ic50 = 5 nm) with high selectivity for pde5 vs pde1-4 and pde6. it displays 85-fold greater selectivity vs pde6 than sildenafil [1]. | [in vivo]
tadalafil showed profound and long-lasting blood pressure lowering activity (30 mmhg/>7 h) in the spontaneously hypertensive rat model after oral administration (5 mg/kg) [1]. | [target]
PDE5 | [IC 50]
n/a for nortadalafil; 5 nm for tadalafil | [References]
[1] daugan a, grondin p, ruault c, le monnier de gouville ac, coste h, linget jm, kirilovsky j, hyafil f, labaudinière r. 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;46(21):4533-42.
[2] porst h, hell-momeni k, büttner h. chronic pde-5 inhibition in patients with erectile dysfunction - a treatment approach using tadalafil once-daily. expert opin pharmacother. 2012 jul;13(10):1481-94. doi: 10.1517/14656566.2012.693162. |
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