For research use only. Not for therapeutic Use.
cis-ent-Tadalafil(CAT: R048521) is a stereoisomer of Tadalafil, a well-known phosphodiesterase type 5 (PDE5) inhibitor used for treating erectile dysfunction and pulmonary arterial hypertension. Unlike the therapeutically approved (6R,12aR)-enantiomer, cis-ent-Tadalafil represents the mirror-image configuration and exhibits distinct pharmacokinetic and pharmacodynamic properties. This compound is primarily used in stereochemistry studies, structure–activity relationship (SAR) exploration, and off-target profiling to better understand the enantioselectivity of PDE5 inhibition. While it may have reduced or altered biological activity compared to the active enantiomer, cis-ent-Tadalafil is a valuable research tool in medicinal chemistry for evaluating the role of chirality in drug efficacy and safety.
| CAS Number | 171596-28-4 |
| Synonyms | (2S,8R)-2-(1,3-benzodioxol-5-yl)-6-methyl-3,6,17-triazatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),11,13,15-tetraene-4,7-dione |
| Molecular Formula | C22H19N3O4 |
| Purity | ≥95% |
| IUPAC Name | (2S,8R)-2-(1,3-benzodioxol-5-yl)-6-methyl-3,6,17-triazatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),11,13,15-tetraene-4,7-dione |
| InChI | InChI=1S/C22H19N3O4/c1-24-10-19(26)25-16(22(24)27)9-14-13-4-2-3-5-15(13)23-20(14)21(25)12-6-7-17-18(8-12)29-11-28-17/h2-8,16,21,23H,9-11H2,1H3/t16-,21+/m1/s1 |
| InChIKey | WOXKDUGGOYFFRN-IERDGZPVSA-N |
| SMILES | CN1CC(=O)N2C(C1=O)CC3=C(C2C4=CC5=C(C=C4)OCO5)NC6=CC=CC=C36 |
| Chemistry Calculators | Dilution Calculator In vivo Formulation Calculator Molarity Calculator Molecular Weight Calculator Reconstitution Calculator |
