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Substance Name: Tadalafil [USAN:INN:BAN]
RN: 171596-29-5
UNII: 742SXX0ICT
InChIKey: WOXKDUGGOYFFRN-IIBYNOLFSA-N

Note

  • A carboline derivative and PHOSPHODIESTERASE 5 INHIBITOR that is used primarily to treat ERECTILE DYSFUNCTION; BENIGN PROSTATIC HYPERPLASIA and PRIMARY PULMONARY HYPERTENSION.

Molecular Formula

  • C22-H19-N3-O4

Molecular Weight

  • 389.4091
 

Classification Codes

  • Cardiovascular Agents
  • Enzyme Inhibitors
  • Phosphodiesterase 5 Inhibitors
  • Phosphodiesterase Inhibitors
  • Treatment of Male Erectile and Female Sexual Dysfunction
  • Urological Agents
  • Vasodilator Agents

Names and Synonyms

Name of Substance

  • Tadalafil
  • Tadalafil [USAN:INN:BAN]

MeSH Heading

  • Tadalafil

Synonyms

  • (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)-2,3,6,7,12,12a-Hexahydro-2-methyl-6-(3,4-methylenedioxyphenyl)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
  • Adcirca
  • Cialis
  • GF 196960
  • HSDB 7303
  • IC 351
  • IC351
  • ICOS 351
  • Tadalafil
  • Tadalafil Lilly
  • UNII-742SXX0ICT

Systematic Names

  • Pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione, 6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methyl-, (6R,12aR)-
  • Pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione, 6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methyl-, (6R-trans)-

Registry Numbers

CAS Registry Number

  • 171596-29-5

FDA UNII

  • 742SXX0ICT

System Generated Number

  • 0171596295

Structure Descriptors

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

Smiles

CN1CC(=O)N2[C@H](Cc3c([nH]c4ccccc34)[C@H]2c5ccc6OCOc6c5)C1=O