loading...| Preferred Name |
avanafil |
|
| Synonyms |
4-{[(3-chloro-4-methoxyphenyl)methyl]amino}-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide 4-[(3-chloro-4-methoxybenzyl)amino]-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide Stendra (S)-4-(3-Chloro-4-methoxybenzylamino)-2-(2-hydroxymethylpyrrolidin-1-yl)-N-pyrimidin-2-ylmethyl-5-pyrimidinecarboxamide avanafil C23H26ClN7O3 |
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| ID |
http://purl.obolibrary.org/obo/CHEBI_66876 |
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| AHFScode |
24:12.12 |
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| CASRN |
330784-47-9 |
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| DBBrand |
stendra |
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| DBSynonym |
ta-1790 |
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| Definition |
Avanafil is a new phosphodiesterase-5 inhibitor that is faster acting and more selective than other drugs belonging to the same class. Chemically, it is a derivative of pyrimidine and is only available as the S-enantiomer. FDA approved on April 27, 2012. A carboxamide 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. |
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| has pharmacological target | ||
| has role | ||
| InChI |
InChI=1S/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 |
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| InChIKey |
InChIKey=WEAJZXNPAWBCOA-INIZCTEOSA-N |
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| inhibits | ||
| is metabolised by | ||
| label |
avanafil |
|
| may interact with |
http://purl.obolibrary.org/obo/CHEBI_28787 http://purl.obolibrary.org/obo/CHEBI_10033 http://purl.obolibrary.org/obo/CHEBI_50122 http://purl.obolibrary.org/obo/dinto_DB00199 http://purl.obolibrary.org/obo/CHEBI_7772 http://purl.obolibrary.org/obo/dinto_DB00503 http://purl.obolibrary.org/obo/CHEBI_6062 http://purl.obolibrary.org/obo/CHEBI_6061 http://purl.obolibrary.org/obo/CHEBI_68845 |
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| prefixIRI |
obo2:CHEBI_66876 |
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| prefLabel |
avanafil |
|
| SMILES |
COc1ccc(CNc2nc(ncc2C(=O)NCc2ncccn2)N2CCC[C@H]2CO)cc1Cl COC1=C(Cl)C=C(CNC2=C(C=NC(=N2)N2CCC[C@H]2CO)C(=O)NCC2=NC=CC=N2)C=C1 |
|
| Synonym |
4-{[(3-chloro-4-methoxyphenyl)methyl]amino}-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide 4-[(3-chloro-4-methoxybenzyl)amino]-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide Stendra (S)-4-(3-Chloro-4-methoxybenzylamino)-2-(2-hydroxymethylpyrrolidin-1-yl)-N-pyrimidin-2-ylmethyl-5-pyrimidinecarboxamide avanafil C23H26ClN7O3 |
|
| xref |
Wikipedia:Avanafil CiteXplore:22704456 CiteXplore:20939743 CiteXplore:18197727 Drugs.com:http://www.drugs.com/mtm/avanafil.html CiteXplore:22248153 CiteXplore:18491987 Patent:US6403597 KEGG DRUG:D03217 CiteXplore:22448738 CiteXplore:22759639 National Drug Code Directory:62541-303-30 ChEMBL:1385392 Patent:EP1366760 CASRN:330784-47-9 CiteXplore:21745238 CiteXplore:22788525 CiteXplore:22384456 ChEBI:66876 RxList:http://www.rxlist.com/stendra-drug.htm CiteXplore:22087063 Reaxys:11746013 CiteXplore:21905762 CiteXplore:20637970 Wikipedia:http://en.wikipedia.org/wiki/Avanafil |
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| subClassOf |