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Details

Stereochemistry ACHIRAL
Molecular Formula C47H62N12O11S2
Molecular Weight 1035.199
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LODENAFIL CARBONATE

SMILES

CCCC1=NN(C)C2=C1N=C(NC2=O)C3=CC(=CC=C3OCC)S(=O)(=O)N4CCN(CCOC(=O)OCCN5CCN(CC5)S(=O)(=O)C6=CC=C(OCC)C(=C6)C7=NC8=C(N(C)N=C8CCC)C(=O)N7)CC4

InChI

InChIKey=MVYUCRDXZXLFSB-UHFFFAOYSA-N
InChI=1S/C47H62N12O11S2/c1-7-11-35-39-41(54(5)52-35)45(60)50-43(48-39)33-29-31(13-15-37(33)67-9-3)71(63,64)58-21-17-56(18-22-58)25-27-69-47(62)70-28-26-57-19-23-59(24-20-57)72(65,66)32-14-16-38(68-10-4)34(30-32)44-49-40-36(12-8-2)53-55(6)42(40)46(61)51-44/h13-16,29-30H,7-12,17-28H2,1-6H3,(H,48,50,60)(H,49,51,61)

HIDE SMILES / InChI

Molecular Formula C47H62N12O11S2
Molecular Weight 1035.199
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Lodenafil carbonate, a novel phosphodiesterase 5 inhibitor developed in Brazil. Lodenafil carbonate is a prodrug that is metabolized with formation of the active compound, lodenafil. Lodenafil carbonate participated in phase III clinical trial for erectile dysfunction and showed a satisfactory efficacy-safety profile.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: O76074
Gene ID: 8654.0
Gene Symbol: PDE5A
Target Organism: Homo sapiens (Human)
PubMed

PubMed

TitleDatePubMed
Pharmacological characterization of a novel phosphodiesterase type 5 (PDE5) inhibitor lodenafil carbonate on human and rabbit corpus cavernosum.
2008 Sep 4
Efficacy and tolerability of lodenafil carbonate for oral therapy of erectile dysfunction: a phase III clinical trial.
2010 May
Lodenafil treatment in the monocrotaline model of pulmonary hypertension in rats.
2014 Jul-Aug

Sample Use Guides

lodenafil carbonate (LC) 40 mg or LC 80 mg and followed for 4 weeks
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:43:26 UTC 2023
Edited
by admin
on Sat Dec 16 01:43:26 UTC 2023
Record UNII
29X84F932D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LODENAFIL CARBONATE
INN   WHO-DD  
INN  
Official Name English
7H-PYRAZOLO(4,3-D)PYRIMIDIN-7-ONE, 5,5'-(CARBONYLBIS(OXY-2,1-ETHANEDIYL-4,1-PIPERAZINEDIYLSULFONYL(6-ETHOXY-3,1-PHENYLENE)))BIS(1,6-DIHYDRO-1-METHYL-3-PROPYL-
Common Name English
Lodenafil Carbonate [WHO-DD]
Common Name English
BIS(2-(4-(4-ETHOXY-3-(1-METHYL-7-OXO-3-PROPYL-4,7-DIHYDRO-1H-PYRAZOLO(4,3-D)PYRIMIDIN-5-YL)PHENYLSULFONYL)PIPERAZIN-1-YL)ETHYL) CARBONATE
Common Name English
HELLEVA
Brand Name English
lodenafil carbonate [INN]
Common Name English
1-PIPERAZINEETHANOL, 4-((3-(4,7-DIHYDRO-1-METHYL-7-OXO-3-PROPYL-1H-PYRAZOLO(4,3-D)PYRIMIDIN-5-YL)-4-ETHOXYPHENYL)SULFONYL)-, CARBONATE (2:1) (ESTER)
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID70192906
Created by admin on Sat Dec 16 01:43:26 UTC 2023 , Edited by admin on Sat Dec 16 01:43:26 UTC 2023
PRIMARY
NCI_THESAURUS
C166559
Created by admin on Sat Dec 16 01:43:26 UTC 2023 , Edited by admin on Sat Dec 16 01:43:26 UTC 2023
PRIMARY
EVMPD
SUB33668
Created by admin on Sat Dec 16 01:43:26 UTC 2023 , Edited by admin on Sat Dec 16 01:43:26 UTC 2023
PRIMARY
SMS_ID
100000127612
Created by admin on Sat Dec 16 01:43:26 UTC 2023 , Edited by admin on Sat Dec 16 01:43:26 UTC 2023
PRIMARY
MESH
C532120
Created by admin on Sat Dec 16 01:43:26 UTC 2023 , Edited by admin on Sat Dec 16 01:43:26 UTC 2023
PRIMARY
DRUG BANK
DB11927
Created by admin on Sat Dec 16 01:43:26 UTC 2023 , Edited by admin on Sat Dec 16 01:43:26 UTC 2023
PRIMARY
CAS
398507-55-6
Created by admin on Sat Dec 16 01:43:26 UTC 2023 , Edited by admin on Sat Dec 16 01:43:26 UTC 2023
PRIMARY
FDA UNII
29X84F932D
Created by admin on Sat Dec 16 01:43:26 UTC 2023 , Edited by admin on Sat Dec 16 01:43:26 UTC 2023
PRIMARY
INN
8674
Created by admin on Sat Dec 16 01:43:26 UTC 2023 , Edited by admin on Sat Dec 16 01:43:26 UTC 2023
PRIMARY
PUBCHEM
135431100
Created by admin on Sat Dec 16 01:43:26 UTC 2023 , Edited by admin on Sat Dec 16 01:43:26 UTC 2023
PRIMARY
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METABOLITE ACTIVE -> PRODRUG
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ACTIVE MOIETY