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tadalafil |
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CHEBI:71940 |
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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. |
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![](images/goldenstar.gif) ![](images/goldenstar.gif)
This entity has been manually annotated by the ChEBI Team.
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Anonymous
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CHEBI:41488, CHEBI:32177
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Molfile
XML
SDF
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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 |
WOXKDUGGOYFFRN-IIBYNOLFSA-N |
[H][C@]12Cc3c([nH]c4ccccc34)[C@H](N1C(=O)CN(C)C2=O)c1ccc2OCOc2c1 |
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EC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor
An EC 3.1.4.* (phosphoric diester hydrolase) inhibitor that blocks the action of 3',5'-cyclic-GMP phosphodiesterase (EC 3.1.4.35).
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vasodilator agent
A drug used to cause dilation of the blood vessels.
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View more via ChEBI Ontology
(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
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(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
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ChemIDplus
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(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
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ChemIDplus
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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
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PDBeChem
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Adcirca
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KEGG DRUG
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Cialis
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KEGG DRUG
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171596-29-5
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CAS Registry Number
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ChemIDplus
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171596-29-5
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CAS Registry Number
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KEGG DRUG
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9589181
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Reaxys Registry Number
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Reaxys
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21056623
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21680058
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