| Name | Avanafil |
|---|---|
| Synonyms | 4-[[(3-Chloro-4-Methoxyphenyl)Methyl] aMino]-2-[(2S)-2-(hydroxyMethyl)-1-pyrrolidinyl]-N-(2-pyriMidinylMethyl)-5-pyriMidinecarboxaMide; 4-((3-chloro-4-Methoxybenzyl)aMino)-2-(2-(hydroxyMethyl)pyrrolidin-1-yl)-N-(pyriMidin-2-ylMethyl)pyriMidine-5-carboxaMide;Avanafil PDE5 inhibitor;vanafil; (S)-4-((3-Chloro-4-Methoxybenzyl)aMino)-2-(2-(hydroxyMethyl)pyrrolidin-1-yl)-N-(pyriMidin-2-ylMethyl)pyriMidine-5-carboxaMide;Avanafil 4-[(3-Chloro-4-methoxybenzyl)amino]-2-[2-(hydroxymethyl)-1-pyrrolidinyl]-N-(2-pyrimidinylmethyl)-5-pyrimidinecarboxamide; avanfil; (S)-4-((3-Chloro-4-methoxybenzyl)amino)-2-(2-(hydroxymethyl)pyrrolidin-1-yl)-N-(pyrimidin-2-yl |
| CAS NO | 330784-47-9 |
| Molecular Weight | 483.95 |
| Molecular Formula | C23H26ClN7O3 |
| Product Categories | Avanafil;Inhibitor;Intermediates & Fine Chemicals;Pharmaceuticals;API;Aromatics;Chiral Reagents;Heterocycles;Inhibitors |
| Mol File | 330784-47-9.mol |
| Avanafil Chemical Properties | |
|---|---|
| Melting point | 150-152°C |
| density | 1.372 |
| pka | 11.84±0.46(Predicted) |
| storage temp. | Refrigerator |
| CAS DataBase Reference | 330784-47-9(CAS DataBase Reference) |
| Safety Information | |
|---|---|
| HS Code |
29339900 |
| Avanafil Usage And Synthesis | |
|---|---|
| Description | Avanafil (Zepeed) was approved by the Korean Health Ministry for the treatment of erectile dysfunction (ED) in August 2011. Avanafil is a highly selective type 5 phosphodiesterase (PDE5) inhibitor. Avanafil is reported to be the most selective PDE5 inhibitor on the market. The onset of Tmax and half-life also varies among the marketed PDE5 inhibitors. Sildenafil has a Tmax at 1 h and a half-life of 3–5 h. Vardenafil is somewhat similar with a Tmax of 0.6 h and a half-life of 4–6 h. Tadalafil has the longest half-life among the marketed drugs with a half-life of 17 h. Avanafil has a fast onset of action reaching Tmax in 0.6 h with a half-life of 1.2 h. A synthesis of avanafil (TA-1790) is described in the patent literature. The main elimination route of avanafil is through the bile and feces. Avanafil was also found to be reabsorbed through enterohepatic recirculation. |
| Chemical Properties | White Solid |
| Originator | Mitsubishi Tanabe Pharma Corporation (Japan) |
| Uses | Avanafil is a highly selective PDE5 inhibitor with IC50 of 1 nM |
| Uses | A phosphodiesterase (PDE5) inhibitor, used to treat erectile dysfunction. |
| Definition | ChEBI: A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 4-[(3-chloro-4-methoxybenzyl)amino]-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]pyrimidine-5-carboxylic acid with the amino group of pyrimidin-2-ylmethylamine Used for treatment of erectile dysfunction. |
| Package method |
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