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CasNo: 330784-47-9
Molecular Formula: C23H26ClN7O3
Appearance: White solid
Description |
Avanafil is a PDE5 inhibitor approved for erectile dysfunction by the FDA on April 27, 2012 and by EMA on June 21, 2013. Avanafil is sold under the brand names Stendra and Spedra. |
Chemical Properties |
White Solid |
Originator |
Mitsubishi Tanabe Pharma Corporation (Japan) |
Uses |
Avanafil is used to treat men who have erectile dysfunction (also called sexual impotence). Avanafil belongs to a group of medicines called phosphodiesterase 5 (PDE5) inhibitors. These medicines prevent an enzyme called phosphodiesterase type-5 from working too quickly. Clinical studies of avanafil (the active ingredient in Stendra) and sildenafil (the active ingredient in Viagra) show that both medications are very effective at treating erectile dysfunction for most men. Despite being a relatively new medication, Stendra is backed up by several large-scale studies of men with ED. |
Brand name |
Zepeed |
InChI:InChI=1/C23H26ClN7O3/c1-34-19-6-5-15(10-18(19)24)11-27-21-17(22(33)28-13-20-25-7-3-8-26-20)12-29-23(30-21)31-9-2-4-16(31)14-32/h3,5-8,10,12,16,32H,2,4,9,11,13-14H2,1H3,(H,28,33)(H,27,29,30)/t16-/m0/s1
The invention discloses a method of prep...
The invention provides a preparation met...
The present invention discloses a pharma...
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4-[(3-chloro-4-methoxybenzyl)amino]-2-methanesulfonyl-N-(2-pyrimidinylmethyl)-5-pyrimidinecarboxamide
(S)-1-Pyrrolidin-2-yl-methanol
avanafil
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; In chloroform; at 50 ℃; Temperature;
|
90.5% |
With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; at 20 ℃; for 5h;
|
87.5% |
With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; Temperature; Green chemistry;
|
87% |
4-[(3-chloro-4-methoxybenzyl)amino]-2-methanesulfonyl-N-(2-pyrimidinylmethyl)-5-pyrimidinecarboxamide; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;
(S)-1-Pyrrolidin-2-yl-methanol; In N,N-dimethyl-formamide; at 20 ℃; for 4h; Reagent/catalyst; Solvent; Temperature;
|
74% |
at 20 - 120 ℃;
|
|
With triethylamine; In ethyl acetate; at 20 - 30 ℃;
|
0.7 g |
4-{[(3-chloro-4-methoxyphenyl)methyl]amino}-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]pyrimidine-5-carboxylic acid
2-aminomethylpyrimidine
avanafil
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide; 1-hydroxy-1,2,3-benzotriazine-4(3H)-one; In N,N-dimethyl-formamide; at 0 ℃; Temperature;
|
99% |
With 5, 10, 15, 20-tetrakis[4-(dihydroxyboryl)phenyl]-21H,23H-porphine; In toluene; for 16h; Time; Reflux; Green chemistry;
|
91.2% |
With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dimethyl sulfoxide; at 20 ℃; for 4h;
|
90% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 8h;
|
4-{[(3-chloro-4-methoxyphenyl)methyl]amino}-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]pyrimidine-5-carboxylic acid
2-aminomethylpyrimidine
4-[(3-chloro-4-methoxybenzyl)amino]-2-(methylsulfanyl)pyrimidine-5-carboxylic acid
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
(S)-2-(2-hydroxymethyl-1-pyrrolidinyl)-4-(3-chloro-4-hydroxybenzylamino)-5-[N-(2-pyrimidylmethyl)carbamoyl]pyrimidine