loading...| Preferred Name |
tadalafil |
|
| Synonyms |
(6R,12aR)-6-(1,3-benzodioxol-5-yl)-2-methyl-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione tadalafil Cialis Adcirca 6-BENZO[1,3]DIOXOL-5-YL-2-METHYL-2,3,6,7,12,12A-HEXAHYDRO-PYRAZINO[1',2':1,6]PYRIDO[3,4-B]INDOLE-1,4-DIONE (6R-trans)-6-(1,3-Benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methyl-pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione (6R,12aR)-2,3,6,7,12,12a-Hexahydro-2-methyl-6-(3,4-(methylenedioxy)phenyl) pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione |
|
| Definitions |
A pyrazinopyridoindole that is 2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione substituted at position 2 by a methyl group and at position 6 by a 1,3-benzodioxol-5-yl group (the 6R,12aR-diastereomer). A phosphodiesterase V inhibitor inhibitor, currently marketed in pill form for treating erectile dysfunction under the name Cialis; and under the name Adcirca for the treatment of pulmonary arterial hypertension. |
|
| ID |
http://purl.obolibrary.org/obo/CHEBI_71940 |
|
| charge |
0 |
|
| database_cross_reference |
PMID:23118430 Reaxys:9589181 Patent:EP2238979 DrugBank:DB00820 LINCS:LSM-4109 PMID:22996758 PMID:22776546 PMID:23346990 PMID:22494518 PMID:23347176 HMDB:HMDB0014958 CAS:171596-29-5 Patent:WO2005068464 Patent:WO2007113243 PMID:22328305 PDBeChem:CIA PMID:22816778 PMID:23190275 PMID:23216015 PMID:23033484 PMID:22982422 PMID:21056623 KEGG:D02008 Patent:EP2107059 PMID:23140258 PMID:23072271 Patent:US2004157847 PMID:22971615 Patent:WO2010049500 PMID:23219525 PMID:23234619 PMID:22014651 Patent:US2003229080 Patent:WO2009144734 Patent:WO2012107549 PMID:21680058 Drug_Central:2553 PMID:23312193 Wikipedia:Tadalafil |
|
| definition |
A pyrazinopyridoindole that is 2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione substituted at position 2 by a methyl group and at position 6 by a 1,3-benzodioxol-5-yl group (the 6R,12aR-diastereomer). A phosphodiesterase V inhibitor inhibitor, currently marketed in pill form for treating erectile dysfunction under the name Cialis; and under the name Adcirca for the treatment of pulmonary arterial hypertension. |
|
| formula |
C22H19N3O4 |
|
| has role | ||
| has_alternative_id |
CHEBI:32177 CHEBI:41488 |
|
| has_exact_synonym |
(6R,12aR)-6-(1,3-benzodioxol-5-yl)-2-methyl-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione |
|
| has_obo_namespace |
chebi_ontology |
|
| has_related_synonym |
tadalafil Cialis Adcirca 6-BENZO[1,3]DIOXOL-5-YL-2-METHYL-2,3,6,7,12,12A-HEXAHYDRO-PYRAZINO[1',2':1,6]PYRIDO[3,4-B]INDOLE-1,4-DIONE (6R-trans)-6-(1,3-Benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methyl-pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione (6R,12aR)-2,3,6,7,12,12a-Hexahydro-2-methyl-6-(3,4-(methylenedioxy)phenyl) pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione |
|
| id |
CHEBI:71940 |
|
| in_subset | ||
| 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-IIBYNOLFSA-N |
|
| label |
tadalafil |
|
| mass |
389.40400 |
|
| monoisotopicmass |
389.13756 |
|
| notation |
CHEBI:71940 |
|
| prefLabel |
tadalafil |
|
| smiles |
[H][C@]12Cc3c([nH]c4ccccc34)[C@H](N1C(=O)CN(C)C2=O)c1ccc2OCOc2c1 |
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| treeView | ||
| subClassOf |