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

Molecular Formula	C8BrF17
Molecular Weight	498.962
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/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 1994

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
High-frequency oscillatory ventilation of the perfluorocarbon-filled lung: dose-response relationships in an animal model of acute lung injury.	2001 Apr	11373481
Intratracheal administration of perfluorochemical-gentamicin suspension: a comparison to intravenous administration in normal and injured lungs.	2001 Aug	11477731
Selective tracheal gas insufflation during partial liquid ventilation improves lung function in an animal model of unilateral acute lung injury.	2001 Dec	11801817
Pulmonary arterial morphometry from microfocal X-ray computed tomography.	2001 Dec	11709444
Perflubron emulsion reduces inflammation during extracorporeal circulation.	2001 Jul	11421598
Optimizing intrapulmonary perfluorocarbon distribution: fluoroscopic comparison of mode of ventilation and body position.	2001 Mar	11373428
Seventy-two hours hypothermic intestinal preservation study using a new perfluorocarbon emulsion.	2001 May	11358038
Exposure to perflubron is associated with decreased Syk phosphorylation in human neutrophils.	2001 Nov	11641328
Ameliorating effects of fluorocarbon emulsion on sickle red blood cell-induced obstruction in an ex vivo vasculature.	2001 Nov 15	11698300
Using liquid ventilation to treat patients with acute respiratory distress syndrome: a guide to a breath of fresh liquid.	2001 Oct	11855603
Partial liquid ventilation with low dose of perflubron and a low stretch ventilation strategy improves oxygenation in a rabbit model of surfactant depletion.	2002	12119544
Comparison of effects of perflubron and surfactant lung lavage on pulmonary gas exchange in a piglet model of meconium aspiration.	2002	11844883
Oxygen carriers.	2002 Aug	12211412
A second-generation blood substitute (perflubron emulsion) increases the blood solubility of modern volatile anesthetics in vitro.	2002 Aug	12145053
Combined bactericidal activity of perfluorooctyl bromide and aminoglycosides against Pseudomonas aeruginosa.	2002 Dec	12461015
Use of perflubron emulsion to decrease allogeneic blood transfusion in high-blood-loss non-cardiac surgery: results of a European phase 3 study.	2002 Dec	12459658
Perfluorooctyl bromide has limited membrane solubility and is located at the bilayer center. Locating small molecules in lipid bilayers through paramagnetic enhancements of NMR relaxation.	2002 Dec 5	12459021
Liquid ventilation with perflubron in the treatment of rats with pneumococcal pneumonia.	2002 Feb	11889317
Improvements in the ultrasonic contrast of targeted perfluorocarbon nanoparticles using an acoustic transmission line model.	2002 Jan	11833889
Use of perflubron to enhance lung gene expression: safety and initial efficacy studies in non-human primates.	2002 Jan	11786040
Prospective, randomized, controlled pilot study of partial liquid ventilation in adult acute respiratory distress syndrome.	2002 Mar 15	11897644
Effect of perfluorocarbon (perfluorooctyl bromide) vapor on tidal volume measurement during partial liquid ventilation.	2002 May	12006812
New strategies in nonoperative management of meconium ileus.	2002 May	11987095
Perflubron reduces lung inflammation in respiratory syncytial virus infection by inhibiting chemokine expression and nuclear factor-kappa B activation.	2002 May 15	12016108
Perflubron emulsion (AF0144) augments harvesting of autologous blood: a phase II study in cardiac surgery.	2002 Oct	12407605
Positive end-expiratory pressure modulates perfluorochemical evaporation from the lungs.	2003	12890937
Perfluorooctyl bromide (perflubron) attenuates oxidative injury to biological and nonbiological systems.	2003 Apr	12749658
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
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
Novel ethanol-in-fluorocarbon microemulsions for topical genetic immunization.	2003 Jan	12608531
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
Effect of antivascular endothelial growth factor treatment on the intratumoral uptake of CPT-11.	2003 Jun 16	12799646
Effect of perfluorooctyl bromide on bacterial growth.	2003 May	12714802
Perflubron emulsion improves hepatic microvascular integrity and mitochondrial redox state after hemorrhagic shock.	2003 Nov	14560110
Extended high-frequency partial liquid ventilation in lung injury: gas exchange, injury quantification, and vapor loss.	2003 Sep	12754177
Alternatives to blood in the 21st century.	2004	15196316
Blood management in intensive care medicine: CRIT and ABC--what can we learn?	2004 Apr	15025763
[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
[The impact of mechanical ventilation strategies that minimize atelectrauma in an experimental model of acute lung injury].	2004 May-Jun	15192761
Artificial oxygen carriers as red blood cell substitutes: a selected review and current status.	2004 Sep	15320945
Hyperoxia-induced changes in human airway epithelial cells: the protective effect of perflubron.	2005 Mar	15730607
Brain pharmacokinetics of lignocaine before and following intravenous perfluorocarbon emulsion infusion in sheep.	2005 May-Jun	15854143

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

Substance Class	Chemical Created by `admin` on `Sat Dec 16 18:04:29 GMT 2023` Edited by `admin` on `Sat Dec 16 18:04:29 GMT 2023`
Record UNII	Q1D0Q7R4D9
Record Status	`Validated (UNII)`
Record Version

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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