PERFLUBRON

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8BrF17
Molecular Weight	498.962
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)C(F)(F)C(F)(F)Br

InChI

InChIKey=WTWWXOGTJWMJHI-UHFFFAOYSA-N

InChI=1S/C8BrF17/c9-7(22,23)5(18,19)3(14,15)1(10,11)2(12,13)4(16,17)6(20,21)8(24,25)26

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/pmc/articles/PMC3191624/

Perflubron is a contrast agent used for signal enhancement during the indicated ultrasound imaging procedures. Perflubron is a constituent of blood substitute, indicated for liquid breathing.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Contrast agent for CT, sonography, and MR imaging 1 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2002/21191lbl.pdf	Diagnostic		Approved 8429	IMAGENT Approved Use To 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 7.5798721E11

C_max

Value	Dose	Co-administered	Analyte	Population
0.16 mg/dL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/11171732	14 mL/kg single, respiratory dose: 14 mL/kg route of administration: Respiratory experiment type: SINGLE co-administered:		PERFLUBRON serum	Homo sapiens population: UNHEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

Sourcing

Vendor/Aggregator	ID	URL
ChEBI	CHEBI:38803	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:38803
ChemicalBook	CB5409529	https://www.chemicalbook.com/ChemicalProductProperty_EN_CB5409529
MolPort	MolPort-001-776-498	https://www.molport.com/shop/molecule-link/MolPort-001-776-498
ZINC	ZINC000008214650	http://zinc15.docking.org/substances/ZINC000008214650
eMolecules	499692	https://www.emolecules.com/cgi-bin/more?vid=499692

PubMed

Title	Date	PubMed
Long-term tidal liquid ventilation in premature lambs: physiologic, biochemical and histological correlates.	2003	14504447
Positive end-expiratory pressure modulates perfluorochemical evaporation from the lungs.	2003	12890937
End-expiratory lung volumes and density distribution patterns during partial liquid ventilation in healthy and oleic acid-injured sheep: a computed tomography study.	2003 Aug	12973179
Correlation between 5-fluorouracil metabolism and treatment response in two variants of C26 murine colon carcinoma.	2003 Aug 18	12915890
Mechanism of perfluoroalkyl halide toxicity: catalysis of perfluoroalkylation by reduced forms of cobalamin (vitamin B12).	2003 Dec	14756634
Transient increase in lung epithelial tight junction permeability: an additional mechanism for enhancement of lung transgene expression by perfluorochemical liquids.	2003 Dec	14664795
Dose-response effect of perfluorocarbon administration on lung microvascular permeability in rats.	2003 Dec 1	12958049
Effect of partial liquid ventilation on bacterial clearance during Pseudomonas aeruginosa-induced lung injury in rats.	2003 Jul	12768239
Partial liquid ventilation does not affect BALF TNF-, MIP-2, CINC-1 concentrations, or CD11b cell surface expression, but does increase macrophage proportion among BALF cells in the acute phase of rat LPS-induced lung injury.	2003 Jun	12908011
Engineering blood: synthetic substitutes from fluorinated compounds.	2003 Jun	12857407
Chemical stability of esters of nicotinic acid intended for pulmonary administration by liquid ventilation.	2003 Jun	12817898
Effect of antivascular endothelial growth factor treatment on the intratumoral uptake of CPT-11.	2003 Jun 16	12799646
The dependency of expiratory airway collapse on pump system and flow rate in liquid ventilated rabbits.	2003 May 30	12844476
Perflubron emulsion improves hepatic microvascular integrity and mitochondrial redox state after hemorrhagic shock.	2003 Nov	14560110
Alternatives to blood in the 21st century.	2004	15196316
Treatment of decompression sickness in swine with intravenous perfluorocarbon emulsion.	2004 Apr	15086118
Lung growth induced by prenatal instillation of perfluorocarbon into the fetal rabbit lung.	2004 Apr	15083328
Blood management in intensive care medicine: CRIT and ABC--what can we learn?	2004 Apr	15025763
Dose response to aerosolized perflubron in a neonatal swine model of lung injury.	2004 Aug	15181181
[Effects of perfluorochemicals on severe hemo-diluted cardiopulmonary bypass in dogs].	2004 Jan	14978973
Assessment of the development of choked flow during total liquid ventilation.	2004 Jan	14707580
Effects of partial liquid ventilation on lipopolysaccharide-induced inflammatory responses in rats.	2004 Jul	15246588
Surface properties and the meconium aspiration syndrome.	2004 Mar	15080112
Effect of meconium on the surface properties of perflubron.	2004 Mar	14987348
Feasibility of lung cancer hyperthermia using breathable perfluorochemical (PFC) liquids. Part I: Convective hyperthermia.	2004 May	15204525
Comparison of aerosol therapy with different perfluorocarbons in surfactant-depleted animals.	2004 May	15190973
Perfluorocarbon emulsion improves cerebral oxygenation and mitochondrial function after fluid percussion brain injury in rats.	2004 May	15113478
Cosurfactant effect of a semifluorinated alkane at a fluorocarbon/water interface: impact on the stabilization of fluorocarbon-in-water emulsions.	2004 May 11	15969380
[The impact of mechanical ventilation strategies that minimize atelectrauma in an experimental model of acute lung injury].	2004 May-Jun	15192761
Molecular dynamics averaging of Xe chemical shifts in liquids.	2004 Nov 15	15538880
Catheter tracking and visualization using 19F nuclear magnetic resonance.	2004 Sep	15334594
Artificial oxygen carriers as red blood cell substitutes: a selected review and current status.	2004 Sep	15320945
Artificial O2 carriers: status in 2005.	2005	16378514
Understanding the fundamentals of perfluorocarbons and perfluorocarbon emulsions relevant to in vivo oxygen delivery.	2005	15768565
Experimental studies on artificial blood usage for hemodilution during cardiopulmonary bypass.	2005 Aug	16148870
Postnatal lung mechanics, lung composition, and surfactant synthesis after tracheal occlusion vs prenatal intrapulmonary instillation of perfluorocarbon in fetal rabbits.	2005 Jan	15868554
Comparison of different inhalational perfluorocarbons in a rabbit model of acute lung injury.	2005 Jan-Feb	15745141
Intrapulmonary perfluorooctyl bromide instillation in fetal rabbits.	2005 Jul	16034751
Cardioprotective effect of perfluorochemical emulsion for cardiac preservation after six-hour cold storage.	2005 Jul-Aug	16156310
Hyperoxia-induced changes in human airway epithelial cells: the protective effect of perflubron.	2005 Mar	15730607
Inhibition of breathing after surfactant depletion is achieved at a higher arterial PCO2 during ventilation with liquid than with gas.	2005 Mar 4	15748281
Brain pharmacokinetics of lignocaine before and following intravenous perfluorocarbon emulsion infusion in sheep.	2005 May-Jun	15854143
Effect of low-bias flow oscillation with partial liquid ventilation on fluoroscopic image analysis, gas exchange, and lung injury.	2005 Nov	16276337
Expiratory flow limitation during gravitational drainage of perfluorocarbons from liquid-filled lungs.	2005 Nov-Dec	16340370
Cerebral physiology of cardiac surgical patients treated with the perfluorocarbon emulsion, AF0144.	2005 Oct	16181878
Relationship among cardiac index, inspiration/expiration ratio, and perfluorocarbon dose during partial liquid ventilation in an oleic acid model of acute lung injury in sheep.	2005 Sep	16150339
Oxygent as a top load to colloid and hyperoxia is more effective in resuscitation from hemorrhagic shock than colloid and hyperoxia alone.	2005 Sep	16135964
Partial liquid ventilation with low-dose perfluorochemical and high-frequency oscillation improves oxygenation and lung compliance in a rabbit model of surfactant depletion.	2006	16219999
An advanced expiratory circuit for the recovery of perfluorocarbon liquid from non-saturated perfluorocarbon vapour during partial liquid ventilation: an experimental model.	2006 Feb 3	16457722
Perflubron emulsion increases subcutaneous tissue oxygen tension in rats.	2006 Jan-Feb	16476072

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.

Route of Administration: Intravenous

In Vitro Use Guide

Unknown

Name

Type

Language

PERFLUBRON

Official Name

English

N-PERFLUOROOCTYL BROMIDE

Common Name

English

PERFLUBRON [USP-RS]

Common Name

English

OCTANE, 1-BROMO-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-HEPTADECAFLUORO-

Systematic Name

English

PERFLUOROCTYL BROMIDE

Common Name

English

IMAGENT

Brand Name

English

PERFLUBRON [USP MONOGRAPH]

Common Name

English

PERFLUBRON [USAN]

Common Name

English

LIQUIVENT

Brand Name

English

PERFLUBRON [MI]

Common Name

English

1-Bromoheptadecafluorooctane

Systematic Name

English

OCTANE, 1-BROMOHEPTADECAFLUORO-

Systematic Name

English

PERFLUOROCAPRYLYL BROMIDE

Official Name

English

PERFLUBRON [ORANGE BOOK]

Common Name

English

PERFLUBRON [VANDF]

Common Name

English

PERFLUBRON [MART.]

Common Name

English

PERFLUOROOCTYL BROMIDE

Systematic Name

English

PERFLUOROCAPRYLYL BROMIDE [INCI]

Common Name

English

perflubron [INN]

Common Name

English

Perflubron [WHO-DD]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QV08CX01