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

Molecular Formula	C6F14
Molecular Weight	338.0418
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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
Carbomethoxychlorocarbene: spectroscopy, theory, chemistry and kinetics.	2001 Jun 27	11414839
Fluorous triphasic reactions: transportative deprotection of fluorous silyl ethers with concomitant purification.	2001 Oct 17	11592900
AFO 150. Imagent, Imavist.	2002	12001813
Improvements in the ultrasonic contrast of targeted perfluorocarbon nanoparticles using an acoustic transmission line model.	2002 Jan	11833889
Changes in pulmonary function and oxygenation during application of perfluorocarbon vapor in healthy and oleic acid-injured animals.	2002 Jun	12072692
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
A new experimental protocol for intrazeolite photooxidations. The first product-based estimate of an upper limit for the intrazeolite singlet oxygen lifetime.	2002 Sep 25	12236715
Ultrasound-mediated cavitation thresholds of liquid perfluorocarbon droplets in vitro.	2003 Sep	14553814
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
Effect of oxygenated perfluorocarbons on isolated rat pancreatic islets in culture.	2005	16285252
Comparison of different inhalational perfluorocarbons in a rabbit model of acute lung injury.	2005 Jan-Feb	15745141
Effects of perfluorohexan vapor on gas exchange, respiratory mechanics, and lung histology in pigs with lung injury after endotoxin infusion.	2005 Sep	16129984
Cyclic variation in ultrasonic myocardial integrated backscatter is due to phasic changes in the number of patent myocardial microvessels.	2006 Aug	16870894
Comparative effects of vaporized perfluorohexane and partial liquid ventilation in oleic acid-induced lung injury.	2006 Feb	16436847
Investigating perfluorohexane particles with high-frequency ultrasound.	2006 Jan	16364799
Rate enhancement of Diels-Alder reactions in aqueous perfluorinated emulsions.	2006 Nov 23	17107068
Raman microspectroscopy/imaging study on phase-vanishing processes of fluorous biphase systems in microchannel-microheater chips.	2006 Oct	17038763
Positive end-expiratory pressure at minimal respiratory elastance represents the best compromise between mechanical stress and lung aeration in oleic acid induced lung injury.	2007	17688701
Phagocytosis of ultrasound contrast agent microbubbles by Kupffer cells.	2007 Feb	17207907
Exposure of an adult population to perfluorinated substances using duplicate diet portions and biomonitoring data.	2007 Nov 15	18075110
Structure and depletion at fluorocarbon and hydrocarbon/water liquid/liquid interfaces.	2008 Aug 15	18764557
Leukocyte antibacterial functions are not impaired by perfluorocarbon exposure in vitro.	2008 Jul	18456798
Influence of collection solvent on permeation of di-n-octyl disulfide through nitrile glove material.	2008 Mar 1	17662521
Solvation of halogens in fluorous phases. Experimental and simulation data for F2, Cl2, and Br2 in several fluorinated liquids.	2008 May 29	18461988
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
Reverse water-in-fluorocarbon microemulsions stabilized by new polyhydroxylated nonionic fluorinated surfactants.	2009 Aug 18	19344159
Environmental hazards and health risk of common liquid perfluoro-n-alkanes, potent greenhouse gases.	2009 Feb	18845341
Polyfluoroalkyl chemicals in the serum and milk of breastfeeding women.	2009 Jun	19429402
A novel and stable "two-hit" acute lung injury model induced by oleic acid in piglets.	2009 Mar 30	19331663
Perfluorinated compounds in delivering women from south central Vietnam.	2009 Nov	19890557
Gels from a semifluorinated n-alkane in fluorinated solvents as a probe for intermolecular interactions.	2009 Nov 1	19682704
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
Controlling the thickness of hollow polymeric microspheres prepared by electrohydrodynamic atomization.	2010 Aug 6	20519216
Delivery of water-soluble drugs using acoustically triggered perfluorocarbon double emulsions.	2010 Dec	20872050
Sonochemical synthesis of liquid-encapsulated lysozyme microspheres.	2010 Feb	19850505
Phospholipid-coated gas bubble engineering: key parameters for size and stability control, as determined by an acoustical method.	2010 Feb 2	20099916
Permeation of a metalworking fluid through a latex glove under field use conditions.	2010 Jan	19784533
Systemic perfluorohexane attenuates lung injury induced by lipopolysaccharide in rats: the role of heme oxygenase-1.	2010 Jan-Feb	20360627
Female scent signals enhance the resistance of male mice to influenza.	2010 Mar 1	20208997
Pilot study of vaporization of perfluorohexane during high-frequency oscillatory ventilation in experimental acute lung injury.	2010 Nov	20874224
Effects of perfluorohexane vapor in the treatment of experimental lung injury.	2010 Oct	20362687

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

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:59:36 GMT 2023` Edited by `admin` on `Fri Dec 15 15:59:36 GMT 2023`
Record UNII	FX3WJ41CMX
Record Status	`Validated (UNII)`
Record Version

Download

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