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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H34N4O3
Molecular Weight 462.5839
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FEDOVAPAGON

SMILES

CN(C)C(=O)[C@@H]1CCCN1C(=O)NCC2=C(C)C=C(C=C2)C(=O)N3CCCCC4=C3C=CC=C4

InChI

InChIKey=RUOLFWZIFNQQGH-DEOSSOPVSA-N
InChI=1S/C27H34N4O3/c1-19-17-21(25(32)30-15-7-6-10-20-9-4-5-11-23(20)30)13-14-22(19)18-28-27(34)31-16-8-12-24(31)26(33)29(2)3/h4-5,9,11,13-14,17,24H,6-8,10,12,15-16,18H2,1-3H3,(H,28,34)/t24-/m0/s1

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including http://adisinsight.springer.com/drugs/800028886

Fedovapagon, also known as VA106483 and VT483, is a potent, nonpeptidic vasopressin V2 receptor agonist. Vasopressin (AVP) is a hormone that stimulates an increase in water permeability through activation of V2 receptors in the kidney. Fedovapagon (VA106483) was discovered by Vantia and currently in Phase II trials for the treatment of nocturia, a common condition that causes sufferers to wake frequently during the night in order to urinate. Fedovapagon has been extensively studied in clinical trials and data, presented at the American Urological Association meeting in 2010, demonstrated a dose-dependent reduction in nocturnal urine volumes and a reliable pharmacodynamic effect on repeated dosing. More recently, data presented in San Diego at the 2012 American Urological Association meeting, showed that fedovapagon was effective from the first night of dosing and that there was no effect following cessation of dosing. Further presentations are planned for the International Continence Society meeting being held in Barcelona in August 2013. These data suggest that fedovapagon has the potential to be an effective and well tolerated antidiuretic for the treatment of nocturia. Fedovapagon is currently being investigated as a new treatment for nocturia in a Phase-II/III clinical trials in USA (PO)(NCT02637960).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
24.0 nM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

One daily dose of 2 mg fedovapagon for 12 weeks
Route of Administration: Oral
Fedovapagon revealed agonist activity (EC=24nM) at human vasopressin V2 receptor expressed in HEK293 cells assessed as increase in intracellular cAMP level by CRE-luciferase reporter gene assay
Name Type Language
FEDOVAPAGON
INN   WHO-DD  
INN  
Official Name English
1,2-PYRROLIDINEDICARBOXAMIDE, N2,N2-DIMETHYL-N1-((2-METHYL-4-((2,3,4,5-TETRAHYDRO-1H-1-BENZAZEPIN-1-YL)CARBONYL)PHENYL)METHYL)-, (2S)-
Systematic Name English
Fedovapagon [WHO-DD]
Common Name English
fedovapagon [INN]
Common Name English
(2S)-N2,N2-DIMETHYL-N1-((2-METHYL-4-(2,3,4,5-TETRAHYDRO-1H-1-BENZAZEPINE-1-CARBONYL)PHENYL)METHYL)PYRROLIDINE-1,2-DICARBOXAMIDE
Systematic Name English
Code System Code Type Description
DRUG BANK
DB11734
Created by admin on Fri Dec 15 22:07:12 GMT 2023 , Edited by admin on Fri Dec 15 22:07:12 GMT 2023
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SMS_ID
300000036981
Created by admin on Fri Dec 15 22:07:12 GMT 2023 , Edited by admin on Fri Dec 15 22:07:12 GMT 2023
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FDA UNII
VX2GBO4I0V
Created by admin on Fri Dec 15 22:07:12 GMT 2023 , Edited by admin on Fri Dec 15 22:07:12 GMT 2023
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PUBCHEM
10298385
Created by admin on Fri Dec 15 22:07:12 GMT 2023 , Edited by admin on Fri Dec 15 22:07:12 GMT 2023
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INN
9303
Created by admin on Fri Dec 15 22:07:12 GMT 2023 , Edited by admin on Fri Dec 15 22:07:12 GMT 2023
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NCI_THESAURUS
C169975
Created by admin on Fri Dec 15 22:07:12 GMT 2023 , Edited by admin on Fri Dec 15 22:07:12 GMT 2023
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CAS
347887-36-9
Created by admin on Fri Dec 15 22:07:12 GMT 2023 , Edited by admin on Fri Dec 15 22:07:12 GMT 2023
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EPA CompTox
DTXSID40188331
Created by admin on Fri Dec 15 22:07:12 GMT 2023 , Edited by admin on Fri Dec 15 22:07:12 GMT 2023
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