Discuss This Drug

tadalafil

CHEBI:CHEBI_71940

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.

Chemical Information

Molecular Formula
C22H19N3O4
Molecular Mass
389.40400
Charge
0
SMILES
[H][C@]12Cc3c([nH]c4ccccc34)[C@H](N1C(=O)CN(C)C2=O)c1ccc2OCOc2c1
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

Alternative Names

  • (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
  • (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
  • 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
  • Adcirca
  • Cialis
  • tadalafil

Treatment Applications

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000
358263
oboInOwl#hasDbXref
Wikipedia:Tadalafil
core#notation
CHEBI:71940

Additional References

Wikipedia:Tadalafil

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT FOR HUMAN PRESCRIPTION COMPOUNDING
dosage_form
GRANULE
application_number
ANDA210572
product_ndc
68071-3545
package_ndc
71335-2363-3
labeler_name
Synergene Active Ingredients Private Limited
route
ORAL
spl_id
24112f43-4040-098c-e063-6294a90aae5a
listing_expiration_date
20241231
marketing_start_date
20090216
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
358263
oboInOwl#hasDbXref
Wikipedia:Tadalafil
oboInOwl#hasAlternativeId
CHEBI:41488
oboInOwl#id
CHEBI:71940
brand_name
TADLIQ
brand_name_base
TADLIQ
generic_name
Tadalafil Common Blend
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_71942
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
active_ingredient_strength
20 mg/5mL
active_ingredient_name
TADALAFIL
nui
N0000020026
upc
0382804041305
spl_set_id
6c680b37-d515-4fc2-83e6-411f1017e18c
core#notation
CHEBI:71940
pharm_class_epc
Phosphodiesterase 5 Inhibitor [EPC]
pharm_class
Phosphodiesterase 5 Inhibitors [MoA]
pharm_class_moa
Phosphodiesterase 5 Inhibitors [MoA]
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
package_marketing_start_date
16-FEB-09
package_description
10 TABLET, FILM COATED in 1 BOTTLE (71205-502-10)
manufacturer_name
NuCare Pharmaceuticals,Inc..
rxcui
2613569
unii
742SXX0ICT
has_treatment
http://purl.obolibrary.org/obo/DOID_4762
rdf-schema#range
https://w3id.org/def/predibionto#has_drug_111917
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect33390
owl#annotatedSource
t280078
owl#someValuesFrom
t3933136