PERFLEXANE

US Previously Marketed

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6F14
Molecular Weight	338.0418
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=ZJIJAJXFLBMLCK-UHFFFAOYSA-N

InChI=1S/C6F14/c7-1(8,3(11,12)5(15,16)17)2(9,10)4(13,14)6(18,19)20

HIDE SMILES / InChI

Description
Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2002/21191lbl.pdf
Curator's Comment: description was created based on several sources, including: http://www.ncbi.nlm.nih.gov/books/NBK25382/

Perflexane is a contrast agent for ultrasound Imaging. The mechanism of action of perflexane is an ultrasound contrast activity. Perflexane is a fluorinated hydrocarbon and gaseous substance used as an imaging contrast agent in the echocardiogram. After administration in microsphere form, perflexane increases ultrasound reflectivity of blood. This leads to an improvement of ultrasound signaling. Perflexane-lipid microspheres (AFO150) is a preparation of perfluorocarbon (PFC)-based micro bubbles it was approved by the Food and Drug Administration in 2002 for clinical use in echocardiograms to opacify the left ventricular chamber and to improve the delineation of the left ventricular endocardial border. However, AFO150 is not currently available for clinical applications.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Heart diseases 12 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2002/21191lbl.pdf	Diagnostic		Approved 8429	IMAGENT Approved Use in subjects with suboptimal echocardiograms to opacify the left ventricular chamber and to improve the delineation of the left ventricular endocardial border Launch Date 2004

C_max

Value	Dose	Co-administered	Analyte	Population
26.3 ng/mL OTHER GOV https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21-191_Imagent_medr_P4.pdf	20 μg/kg bw single, intravenous dose: 20 μg/kg bw route of administration: Intravenous experiment type: SINGLE co-administered:		PERFLEXANE blood	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
11.3 ng × h/mL OTHER GOV https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21-191_Imagent_medr_P4.pdf	20 μg/kg bw single, intravenous dose: 20 μg/kg bw route of administration: Intravenous experiment type: SINGLE co-administered:		PERFLEXANE blood	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
5.7 h OTHER GOV https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21-191_Imagent_medr_P4.pdf	20 μg/kg bw single, intravenous dose: 20 μg/kg bw route of administration: Intravenous experiment type: SINGLE co-administered:		PERFLEXANE blood	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
5.3 h DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2002/21191lbl.pdf	20 μg/kg bw single, intravenous dose: 20 μg/kg bw route of administration: Intravenous experiment type: SINGLE co-administered:		PERFLEXANE plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY550683	https://www.001chemical.com/chem/355-42-0
3B Scientific (Wuhan) Corp	3B3-083437	http://www.3bsc.com/index/pro_info.php?id=125230
AA Blocks	AA007ALU	https://www.aablocks.com/goods/Goods/detail?id=AA007ALU
AEchem Scientific Corp., USA	AE047074	http://www.aechemsc.com/info_products/AE047074.php
AK Scientific, Inc. (AKSCI)	1448AE	http://www.aksci.com/item_detail.php?cat=1448AE
Aaron Chemicals	AR007BDM	http://www.aaronchem.com/355-42-0
Acadechem	ACDS-034202	http://www.acadechemical.com/product/108901
Achemica	ACMC-1CLKH	http://www.achemica.com/prodinfo/?id=104908
Acros Organics	AC123791000	https://www.fishersci.com/shop/products/perfluoro-compound-fc-72-acros-organics-1/AC123791000
Acros Organics	AC123792500	https://www.fishersci.com/shop/products/perfluoro-compound-fc-72-acros-organics-2/AC123792500
Alfa Aesar	15812	https://www.alfa.com/en/catalog/015812/
Alfa Chemistry	ACM355420	https://www.alfa-chemistry.com/tetradecafluorohexane-a-mixture-of-perfluorinated-hexanes-cas-355-42-0-item-285658.htm
Angene	AGN-PC-0JK966	http://www.angenechemical.com/productshow/AGN-PC-0JK966.html
Anward	ANW-28230	http://www.anward.com/pro_result/29456
Aurum Pharmatech LLC	Y-9031	http://www.Aurumpharmatech.com/Product/ProductDetails/Y_9031
Avantor Inc	100197-008	https://us.vwr.com/store/product/7720790/perfluorohexane-98
Avantor Inc	700002-438	https://us.vwr.com/store/product/7829638/perfluorohexane-98-5
Avantor Inc	200007-292	https://us.vwr.com/store/product/7888286/perfluorohexane
Avantor Inc	TCP0839-25G	https://us.vwr.com/store/product/9987486/perfluorohexane-96-0
BenchChem	B539028	https://www.benchchem.com/product/b539028
BioSynth	W-109529	https://www.biosynth.com/en/products/chemical-intermediates/advanced-intermediates/products/W-109529.html
BroadPharm	BP-21389	https://www.broadpharm.com/web/product.php?catalog=BP-21389
ChemFish Tokyo co.,ltd	9639	http://www.chemfish.com/
ChemMol	49427042	http://www.chemmol.com/chemmol/49427042.html
DC Chemicals	DC37026	http://www.dcchemicals.com//product_show-Perflexane.html
Finetech	FT-0676292	http://www.finetechnology-ind.com/prod/detail/pub/355-42-0.html
Hairui	HR104120	http://www.hairuichem.com/en/product/355-42-0.html
Lab Network	LN00112098	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00112098
Matrix Scientific	3943	https://www.matrixscientific.com/003943.html
Molcore	MC550683	https://www.molcore.com/product/355-42-0
Oakwood	3292	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=1325&ExtHyperLink=1
Oakwood	102071	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=170561&ExtHyperLink=1
Oakwood	6167	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=3140&ExtHyperLink=1
R&D Chemicals	P135	http://www.rdchemicals.com/chemicals.php?mode=details&mol_id=6408
Sigma-Aldrich	281042_ALDRICH	https://www.sigmaaldrich.com/catalog/product/aldrich/281042?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	379247_ALDRICH	https://www.sigmaaldrich.com/catalog/product/aldrich/379247?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sinfoo Biotech	S018545	http://www.sinfoobiotech.com/product/1021943
Smolecule	S539028	http://www.smolecule.com/products/s539028
Strem Chemicals, Inc.	1524038	http://www.strem.com/catalog/v/09-6072/
TCI (Tokyo Chemical Industry)	P0839	http://www.tcichemicals.com/eshop/en/us/commodity/P0839/index.html
THE BioTek	bt-278558	https://www.thebiotek.com/product/inhibitors/bt-278558
VladaChem	VL143741	https://www.vladachem.com/product.php?products=355-42-0
VladaChem	VL210639	https://www.vladachem.com/product.php?products=355-42-0
abcr GmbH	AB203936	http://www.abcr.com/shop/en/AB203936
eNovation Chemicals	D584522	https://www.enovationchem.com/ProductDetails.asp?ProductID=D584522
iChemical	EBD9652	http://www.ichemical.com/products/355-42-0.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs

PubMed

Title	Date	PubMed
Effects of vaporized perfluorocarbon on pulmonary blood flow and ventilation/perfusion distribution in a model of acute respiratory distress syndrome.	2001 Dec	11748400
A possible mechanism of naproxen-induced lipid peroxidation in rat liver microsomes.	2001 Jul	11484909
Aromatic hydroxylation catalyzed by toluene 4-monooxygenase in organic solvent/aqueous buffer mixtures.	2001 Mar	11318032
Airway surface liquid recovered by lavage with perfluorocarbon liquid in cats.	2002 Dec	12534457
Effects of perfluorohexane vapor on relative blood flow distribution in an animal model of surfactant-depleted lung injury.	2002 Feb	11889323
Improvements in the ultrasonic contrast of targeted perfluorocarbon nanoparticles using an acoustic transmission line model.	2002 Jan	11833889
Phase-vanishing reactions that use fluorous media as a phase screen. Facile, controlled bromination of alkenes by dibromine and dealkylation of aromatic ethers by boron tribromide.	2002 Nov 6	12405811
Fluorous solvent as a new phase-screen medium between reagents and reactants in the bromination and chlorination of alcohols.	2003 Apr 17	12688710
Imagent improves endocardial border delineation, inter-reader agreement, and the accuracy of segmental wall motion assessment.	2003 Feb	12848680
Liquid crystalline behavior of a semifluorinated oligomer.	2004 Dec 8	15634106
[Reduction in the aggressiveness of ventilation by inhalation of perfluorohexane after therapy of oleic acid-induced respiratory failure].	2004 Feb	14991190
Noninvasive estimation of the pressure gradient across stenoses using sonographic contrast: in vitro validation.	2004 May	15154536
Adsorption from alkane+perfluoroalkane mixtures at fluorophobic and fluorophilic surfaces. II. Crossover from critical adsorption to complete wetting.	2004 Nov 8	15527372
Refractive index effects on the oscillator strength and radiative decay rate of 2,3-diazabicyclo[2.2.2]oct-2-ene.	2004 Nov-Dec	15570390
Comparative effects of vaporized perfluorohexane and partial liquid ventilation in oleic acid-induced lung injury.	2006 Feb	16436847
Characterization of phospholipid+semifluorinated alkane vesicle system.	2006 Jan 15	16406518
Effects of IMAGENT on pulmonary hemodynamics and gas exchange in dogs.	2006 Jun	16785016
Angiogenesis: noninvasive quantitative assessment with contrast-enhanced functional US in murine model.	2006 Jun	16714458
Real-time cerebral angiography: sensitivity of a new contrast-specific ultrasound technique.	2007 Apr	17416812
Phagocytosis of ultrasound contrast agent microbubbles by Kupffer cells.	2007 Feb	17207907
Contrast-enhanced ultrasound as a predictor of treatment efficacy within 2 weeks after transarterial chemoembolization of hepatocellular carcinoma.	2007 Jan	17296705
Structure and depletion at fluorocarbon and hydrocarbon/water liquid/liquid interfaces.	2008 Aug 15	18764557
Perfluorohexane-loaded macrophages as a novel ultrasound contrast agent: a feasibility study.	2008 Sep	18536974
The multi-vicinal fluoroalkane motif: an examination of 2,3,4,5-tetrafluorohexane stereoisomers.	2008 Sep 7	18698469
Environmental hazards and health risk of common liquid perfluoro-n-alkanes, potent greenhouse gases.	2009 Feb	18845341
Perfluorinated compounds in delivering women from south central Vietnam.	2009 Nov	19890557
A new method for the preparation of monoporous hollow microspheres.	2010 Apr 6	20095539
Pretreatment with perfluorohexane vapor attenuates fMLP-induced lung injury in isolated perfused rabbit lungs.	2010 Aug	20653469
Delivery of water-soluble drugs using acoustically triggered perfluorocarbon double emulsions.	2010 Dec	20872050
Pilot study of vaporization of perfluorohexane during high-frequency oscillatory ventilation in experimental acute lung injury.	2010 Nov	20874224

Patents

Sample Use Guides

In Vivo Use Guide

The recommended dose is 0.00625 mL/kg (0.125 mg/kg) administered as a single intravenous bolus over a period of not less than 10 seconds and immediately followed by a saline flush. Imagent (The active moiety, the microsphere, comprises two critical components: perflexane, the gaseous component, and DMPC, the lipid membrane component) must be used within 30 minutes of reconstitution.

Route of Administration: Intravenous

In Vitro Use Guide

Unknown

Name

Type

Language

PERFLEXANE

Official Name

English

PERFLEXANE [ORANGE BOOK]

Common Name

English

PERFLUOROHEXANE [MI]

Common Name

English

AF-0150

Code

English

PERFLEXANE [MART.]

Common Name

English

PERFLUOROHEXANE [INCI]

Common Name

English

perflexane [INN]

Common Name

English

Tetradecafluorohexane

Systematic Name

English

AF0150

Code

English

HEXANE, TETRADECAFLUORO-

Systematic Name

English

Perflexane [WHO-DD]

Common Name

English

PERFLEXANE [VANDF]

Common Name

English

PERFLUOROHEXANE

Official Name

English

PERFLEXANE [USAN]

Common Name

English

Classification Tree Code System Code

NDF-RT

N0000010259