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Details

Stereochemistry ACHIRAL
Molecular Formula C5F12
Molecular Weight 288.0343
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PERFLENAPENT

SMILES

FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F

InChI

InChIKey=NJCBUSHGCBERSK-UHFFFAOYSA-N
InChI=1S/C5F12/c6-1(7,2(8,9)4(12,13)14)3(10,11)5(15,16)17

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/9383597 and http://www.thepharmaletter.com/article/first-approval-for-sonus-echogen

Perflenapent (EchoGen, Sonus Pharmaceuticals, Bothel, WA, USA) is a transpulmonary echocardiographic contrast agent for use in patients with suspected or established cardiovascular disease to provide opacification of cardiac chambers, enhance left ventricular border delineation with resulting improvement in wall motion visualisation. EchoGen comprises liquid droplets of dodecafluoropentane stabilised by polyfluoroalkyl(polyoxyethylene) ethanol and dispersed in an aqueous formulation containing sucrose. Dodecafluoropentane is the chemical name used to reflect the perflenapent/perflisopent mixture. Following activation and administration of EchoGen, dodecafluoropentane microbubbles are formed. EchoGen should only be used in patients where the study without contrast enhancement is inconclusive. The European Commission has approved SONUS Pharmaceuticals' EchoGen (perflenapent emulsion) in all 15 countries of the European Union. EchoGen is a fluorocarbon-based ultrasound contrast agent which has been approved as a transpulmonary echocardiographic contrast agent for use in patients with suspected or established cardiovascular disease who have had previous inconclusive non-contrast studies. Additional approved labeling in the EU states that the use of EchoGen in spectral and color Doppler studies was shown to enhance the visualization of blood flow across mitral, aortic and tricuspid valves in a subset of patients. In 2000 SONUS Pharmaceuticals withdrew the NDA for EchoGen in the USA.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
EchoGen

Approved Use

EchoGen is a transpulmonary echocardiographic contrast agent for use in patients with suspected or established cardiovascular disease to provide opacification of cardiac chambers, enhance left ventricular border delineation with resulting improvement in wall motion visualisation. EchoGen should only be used in patients where the study without contrast enhancement is inconclusive.

Launch Date

1994
PubMed

PubMed

TitleDatePubMed
Radiosensitization of hypoxic tumor cells by dodecafluoropentane: a gas-phase perfluorochemical emulsion.
2002 Jul 1
In vivo droplet vaporization for occlusion therapy and phase aberration correction.
2002 Jun
On the acoustic vaporization of micrometer-sized droplets.
2004 Jul
A respiration-metabolism chamber system and a GC-MS method developed for studying exhalation of perfluorobutane in rats after intravenous injection of the ultrasound contrast agent Sonazoid.
2005 Sep 15
Intravascular fluorocarbon-stabilized microbubbles protect against fatal anemia in rats.
2006
Value of adenosine infusion for infarct size determination using real-time myocardial contrast echocardiography.
2006 Feb 8
Determination of reference ultrasound parameters for model and hydrofluoroalkane propellants using high-resolution ultrasonic spectroscopy.
2008
Towards aberration correction of transcranial ultrasound using acoustic droplet vaporization.
2008 Mar
Elaborating the phase behaviour of ethylene oxide oligomers and analogues in 2H, 3H-perfluoropentane.
2008 Oct 1
Environmental hazards and health risk of common liquid perfluoro-n-alkanes, potent greenhouse gases.
2009 Feb
Comparison of surfactants used to prepare aqueous perfluoropentane emulsions for pharmaceutical applications.
2010 Apr 6
Fluid adsorption in ordered mesoporous solids determined by in situ small-angle X-ray scattering.
2010 Jul 14
Partitioning and phase equilibria of PEGylated excipients in fluorinated liquids.
2010 Mar 15
Patents

Patents

Sample Use Guides

Adults and the Elderly Administer perflenapent (EchoGen) as an intravenous bolus at a dose of 0.05 ml/kg and at a rate of 1 ml/sec.
Route of Administration: Intravenous
Perflenapent (EchoGen) was negative in the in vitro structural aberration assay in human lymphocytes at the clinical dose but gave a positive result at a dose of 5,000 ug/ml (100 times the human dose).
Name Type Language
PERFLENAPENT
INN   MART.   USAN   WHO-DD  
USAN   INN  
Official Name English
DODECAFLUOROPENTANE [EMA EPAR]
Common Name English
PERFLENAPENT [USAN]
Common Name English
PERFLENAPENT [MART.]
Common Name English
NVX-108
Code English
Dodecafluoropentane
EMA EPAR  
Systematic Name English
PERFLUOROPENTANE
Systematic Name English
PENTANE, DODECAFLUORO-
Systematic Name English
ECHOGEN
Brand Name English
Perflenapent [WHO-DD]
Common Name English
perflenapent [INN]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 507515
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
NCI_THESAURUS C390
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
NCI_THESAURUS C798
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
WHO-ATC V08DA03
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
FDA ORPHAN DRUG 497715
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
WHO-VATC QV08DA03
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
EMA ASSESSMENT REPORTS ECHOGEN (WITHDRAWN: ECHOCARDIOGRAPHY)
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
211-647-5
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
PRIMARY
DAILYMED
483AU1Y5CZ
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
PRIMARY
FDA UNII
483AU1Y5CZ
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
PRIMARY
DRUG CENTRAL
4685
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
PRIMARY
PUBCHEM
12675
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
PRIMARY
DRUG BANK
DB11625
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
PRIMARY
EPA CompTox
DTXSID3046613
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
PRIMARY
RXCUI
2474632
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
PRIMARY
EVMPD
SUB12493MIG
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
PRIMARY
SMS_ID
100000089107
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
PRIMARY
WIKIPEDIA
PERFLENAPENT
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
PRIMARY
INN
7528
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
PRIMARY
CAS
678-26-2
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
PRIMARY
CHEBI
39428
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
PRIMARY
USAN
GG-108A
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
PRIMARY
ChEMBL
CHEMBL1899801
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
PRIMARY
NCI_THESAURUS
C87703
Created by admin on Fri Dec 15 15:34:47 GMT 2023 , Edited by admin on Fri Dec 15 15:34:47 GMT 2023
PRIMARY