Avanafil Basic information
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Product Name: |
Avanafil |
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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 |
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CAS: |
330784-47-9 |
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MF: |
C23H26ClN7O3 |
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MW: |
483.95 |
Avanafil Chemical Properties
| Melting point | 150-152°C |
| density | 1.372 |
| storage temp. | Sealed in dry,Store in freezer, under -20°C |
| solubility | DMSO (Slightly), Methanol (Slightly, Heated) |
| form | Solid |
| pka | 11.84±0.46(Predicted) |
| color | White to Off-White |
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 |
| Uses |
Avanafil is a highly selective PDE5 inhibitor with IC50 of 1 nM. A phosphodiesterase (PDE5) inhibitor, used to treat erectile dysfunction. |
Avanafil (Avanafil) is a TOE5 receptor inhibitor that improves erectile function by enhancing the vasodilatory effect through the N0 / cyclic guanosine phosphate pathway. The drug has higher selectivity for TOE5 and higher safety profile, so a lower incidence of visual impairment, back pain, and muscle pain in arvanafil, and no effect of arvanafil on retinal function in clinical trials. Another characteristic of the drug is its rapid onset and short half-life. Because ED patients often suffer from other systemic diseases such as diabetes and cardiovascular diseases, they need to take other treatments for a long time. The short half-life reduces the probability of the drug interacting with other drugs in the body.
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