e-Drug3D

1282

SILDENAFIL


INN
SILDENAFIL

(has an active metabolite)

cas 139755-83-2
CLASS

GENITO
ERECTILE DYSFUNCTION (THERAPEUTIC)
SPECIFIC PHOSPHODIESTERASE INHIBITORS
VASODILATOR AGENTS
TREATMENT OF PULMONARY ARTERIAL HYPERTENSION (PAH) (DRUG FOR RARE DISEASE IN EUROPE)

ROUTE (list)

ORAL INTRAVENOUS

ATC code

G04BE03

PK parameters

F 41 PERCENT
VD 105 LITER
Cl 18 LITER / HOUR (EQN)
PPB 96 PERCENT
t1/2 4 HOUR

Solubility

3.5 MILLIGRAM / MILLILITER


Target

TARGET PHOSPHODIESTERASE TYPE 5 (PDE5)

DrugCentral

cGMP-specific 3,5-cyclic phosphodiesterase UNIPROT O76074 PDE5A

Download SDF file 5-[2-ethoxy-5-(4-methylpiperazin-1-yl)sulfonylphenyl]-1-methyl-3-propyl-4H-pyrazolo[5,4-e]pyrimidin-7-one

Formula:
C22H30N6O4S

Calculated chemical properties:

MW 474.59
NB_atoms 33
XLogP 1.61
PSA 102.671
NB_HD 1
NB_HA 10
fsp3 0.50
Lipinski(0=no;1=yes) 1

FDA
NDA 020895 (label) INN (SILDENAFIL CITRATE) VIAGRA (VIATRIS) APPROVAL= AP YEAR= 1998
NDA 021845 (label) INN (SILDENAFIL CITRATE) REVATIO (VIATRIS) APPROVAL= AP YEAR= 2005
NDA 022473 (label) INN (SILDENAFIL CITRATE) REVATIO (VIATRIS) APPROVAL= AP YEAR= 2009
NDA 091378 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (APOTEX CORP) APPROVAL= TA YEAR= 2011
NDA 091379 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (APOTEX CORP) APPROVAL= AP YEAR= 2012 DISCONTINUED
NDA 091479 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (TORRENT PHARMS LTD) APPROVAL= AP YEAR= 2012
NDA 201150 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (MYLAN PHARMS INC) APPROVAL= AP YEAR= 2012 DISCONTINUED
NDA 202503 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (WATSON LABS INC) APPROVAL= AP YEAR= 2012
NDA 202597 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (DR REDDYS LABS LTD) APPROVAL= TA YEAR= 2012
NDA 202598 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (CHARTWELL RX) APPROVAL= AP YEAR= 2012
NDA 203109 (label) INN (SILDENAFIL CITRATE) REVATIO (VIATRIS) APPROVAL= AP YEAR= 2012
NDA 078380 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (TEVA PHARMS) APPROVAL= AP YEAR= 2013
NDA 200149 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (ACTAVIS GRP PTC) APPROVAL= AP YEAR= 2013 DISCONTINUED
NDA 200165 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (ACTAVIS PHARMA) APPROVAL= TA YEAR= 2013
NDA 202025 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (AMNEAL PHARMS) APPROVAL= AP YEAR= 2013
NDA 203814 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (MACLEODS PHARMS LTD) APPROVAL= AP YEAR= 2013
NDA 203623 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (HETERO LABS LTD V) APPROVAL= AP YEAR= 2014
NDA 203988 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (EUGIA PHARMA) APPROVAL= AP YEAR= 2015
NDA 203963 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (AUROBINDO PHARMA LTD) APPROVAL= AP YEAR= 2015
NDA 077342 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (TEVA) APPROVAL= AP YEAR= 2016
NDA 204883 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (RUBICON RESEARCH) APPROVAL= AP YEAR= 2016
NDA 202023 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (AMNEAL PHARMS NY) APPROVAL= AP YEAR= 2018
NDA 202659 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (HETERO LABS LTD V) APPROVAL= AP YEAR= 2018
NDA 203962 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (AUROBINDO PHARMA LTD) APPROVAL= AP YEAR= 2018
NDA 204882 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (RUBICON RESEARCH) APPROVAL= AP YEAR= 2018
NDA 206401 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (AJANTA PHARMA LTD) APPROVAL= AP YEAR= 2018
NDA 210394 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (AJANTA PHARMA LTD) APPROVAL= AP YEAR= 2018
NDA 091448 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (TORRENT) APPROVAL= AP YEAR= 2018
NDA 201171 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (MYLAN) APPROVAL= AP YEAR= 2019
NDA 212051 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (CHARTWELL RX) APPROVAL= AP YEAR= 2019
NDA 212260 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (NOVITIUM PHARMA) APPROVAL= AP YEAR= 2019
NDA 211092 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (AMNEAL PHARMS) APPROVAL= AP YEAR= 2019
NDA 212440 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (ALKEM LABS LTD) APPROVAL= AP YEAR= 2019
NDA 212883 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (AJANTA PHARMA LTD) APPROVAL= AP YEAR= 2019
NDA 202506 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (WATSON LABS INC) APPROVAL= AP YEAR= 2020 DISCONTINUED
NDA 208494 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (REYOUNG) APPROVAL= AP YEAR= 2020
NDA 207178 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (APPCO) APPROVAL= AP YEAR= 2020
NDA 205791 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (PERRIGO R AND D) APPROVAL= AP YEAR= 2020 DISCONTINUED
NDA 211534 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (TEVA PHARMS USA) APPROVAL= AP YEAR= 2020
NDA 213032 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (SUNSHINE) APPROVAL= AP YEAR= 2020
NDA 209302 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (UMEDICA) APPROVAL= AP YEAR= 2020
NDA 213041 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (INVAGEN PHARMS) APPROVAL= AP YEAR= 2020
NDA 213014 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (HETERO LABS LTD V) APPROVAL= AP YEAR= 2021
NDA 213814 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (CHARTWELL RX) APPROVAL= AP YEAR= 2021
NDA 212312 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (TRIS PHARMA INC) APPROVAL= AP YEAR= 2021 DISCONTINUED
NDA 215522 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (TARO) APPROVAL= AP YEAR= 2021 DISCONTINUED
NDA 211638 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (LUPIN LTD) APPROVAL= AP YEAR= 2022
NDA 214641 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (MSN) APPROVAL= AP YEAR= 2022
NDA 214773 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (AUROBINDO PHARMA LTD) APPROVAL= AP YEAR= 2022
NDA 215708 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (ZYDUS LIFESCIENCES) APPROVAL= AP YEAR= 2022
NDA 202255 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (MACLEODS PHARMS LTD) APPROVAL= AP YEAR= 2023
NDA 214952 (label) INN (SILDENAFIL CITRATE) LIQREV (CMP DEV LLC) APPROVAL= AP YEAR= 2023 DISCONTINUED
NDA 214556 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (GRANULES) APPROVAL= AP YEAR= 2023 DISCONTINUED
NDA 216383 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (NOVITIUM PHARMA) APPROVAL= AP YEAR= 2023
NDA 218045 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (CADILA PHARMS LTD) APPROVAL= AP YEAR= 2023
NDA 201156 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (JUBILANT GENERICS) APPROVAL= AP YEAR= 2024
NDA 202954 (pdf not found) INN (SILDENAFIL CITRATE) SILDENAFIL CITRATE (JUBILANT GENERICS) APPROVAL= AP YEAR= 2025

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL