PERFLUNAFENE

Details

Stereochemistry	MIXED
Molecular Formula	C10F18
Molecular Weight	462.0783
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

FC1(F)C(F)(F)C(F)(F)C2(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C2(F)C1(F)F

InChI

InChIKey=UWEYRJFJVCLAGH-UHFFFAOYSA-N

InChI=1S/C10F18/c11-1-2(12,5(17,18)9(25,26)7(21,22)3(1,13)14)6(19,20)10(27,28)8(23,24)4(1,15)16

HIDE SMILES / InChI

Molecular Formula	C10F18
Molecular Weight	462.0783
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7586040
Curator's Comment: The description was created based on several sources, including https://clinicaltrials.gov/ct2/show/NCT01959568 | https://www.ncbi.nlm.nih.gov/pubmed/8373117 | https://euon.echa.europa.eu/lt/web/guest/registration-dossier/-/registered-dossier/18687/7/7/3

Perflunafene is a perfluorocarbon that can absorb, transport, and release oxygen and carbon dioxide. Perflunafene is a can be used as an alternative to red blood cell preparations to improve gaseous transport, in particular oxygen supply, to the tissues. Intra-ocular injection of perflunafene is used to provide temporary tamponade in ophthalmic procedures such as retinal re-attachment. Perflunafene and perfluamine have been used together for their oxygen-carrying properties in blood substitute preparations and to prevent myocardial ischaemia during percutaneous transluminal coronary angioplasty.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Retinal detachment 1 Sources: https://clinicaltrials.gov/ct2/show/NCT01959568	Primary		Approved 8583	Perfluorodecalin Dk-Line Approved Use Unknown

Doses

Dose	Population	Adverse events
80 mL/kg single, intravenous Highest studied dose Dose: 80 mL/kg Route: intravenous Route: single Dose: 80 mL/kg Sources: https://pubmed.ncbi.nlm.nih.gov/7034658/	unhealthy, CHILD\|ADOLESCENT\|ADULT Health Status: unhealthy Age Group: CHILD\|ADOLESCENT\|ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/7034658/	Other AEs: AST increased... Other AEs: AST increased (4.3%) Sources: https://pubmed.ncbi.nlm.nih.gov/7034658/

AEs

AE	Significance	Dose	Population
AST increased	4.3%	80 mL/kg single, intravenous Highest studied dose Dose: 80 mL/kg Route: intravenous Route: single Dose: 80 mL/kg Sources: https://pubmed.ncbi.nlm.nih.gov/7034658/	unhealthy, CHILD\|ADOLESCENT\|ADULT Health Status: unhealthy Age Group: CHILD\|ADOLESCENT\|ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/7034658/

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
inhibitor 2252 inducer 1087	inhibitor 2438	inhibitor 2507	inhibitor 2217

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP1A2 2153 CYP19A1 429 MRP2 499 CYP2C19 2057	P-gp 2052

Drug as perpetrator

Target	Modality	Activity
CYP19A1 430	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/9386#section=Biological-Test-Results Page: 41.0	no
CYP1A2 2333	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/9386#section=Biological-Test-Results Page: 96.0	no
CYP2C19 2141	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/9386#section=Biological-Test-Results Page: 96.0	no
CYP2C9 2497	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/9386#section=Biological-Test-Results Page: 93.0	no
CYP2D6 2546	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/9386#section=Biological-Test-Results Page: 92.0	no
CYP3A4 2633	inducer 1966 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/9386#section=Biological-Test-Results Page: 68.0	no
CYP3A4 2633	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/9386#section=Biological-Test-Results Page: 88.0	no
MRP2 625	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/35401227/	yes

Drug as victim

Target	Modality	Activity	Metabolite	Clinical evidence
P-gp 2052	substrate 4014 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/9386#section=Biological-Test-Results Page: 67 \| 70	no

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 2263	inhibitor 2237 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/9386#section=Biological-Test-Results Page: 26.0

PubMed

Title	Date	PubMed
Contact angles of oils on solid substrates in aqueous media: correlation with AFM data on protein adhesion.	2008-09-16	18712887
Augmenting the antibiofilm efficacy of advanced noninvasive light activated disinfection with emulsified oxidizer and oxygen carrier.	2008-09	18718378
Improved temporal resolution for in vivo microdialysis by using segmented flow.	2008-07-15	18547059
An epidemic of sticky silicone oil at the Rotterdam Eye Hospital. Patient review and chemical analyses.	2008-06	18299876
Avoiding retinal slippage during macular translocation surgery with 360 retinotomy.	2008-05	18004588
New class of oxygen carriers improves islet isolation from long-term stored rat pancreata.	2008-03	18374079
Optimization of oxygen mass transfer in a multiphase bioreactor with perfluorodecalin as a second liquid phase.	2008-02-15	17787007
Synthesis of RDX by nitrolysis of hexamethylenetetramine in fluorous media.	2008-02-11	18060690
Perfluorodecaline residue in the anterior chamber of a patient with an intact crystalline lens: a case report.	2008-01-22	18211692
Small-angle X-ray scattering (SAXS) study on nonionic fluorinated micelles in aqueous system.	2007-12-15	17765914
Oil-induced anomalous thermoresponsive viscoelasticity in fluorinated surfactant systems.	2007-10-25	17915912
[Biological fixation of nitrogen and growth of bacteria of the genus Azotobacter in liquid media in the presence of perfluorocarbons].	2007-10-13	17929572
Bronchioalveolar lavage with perfluorochemical liquid during conventional ventilation.	2007-09	17693917
Pseudocalcification on chest CT scan.	2007-07	17704305
The phenomenon of "sticky" silicone oil.	2007-06	17120010
Viscoelastic micellar solutions in a mixed nonionic fluorinated surfactants system and the effect of oils.	2007-05-08	17439164
Effect of gravity in long-term vitreous tamponade: in vivo investigation using perfluorocarbon liquids and semi-fluorinated alkanes.	2007-05	17033791
Influence of solvent environment and tip chemistry on the contact mechanics of tip-sample interactions in friction force microscopy of self-assembled monolayers of mercaptoundecanoic Acid and dodecanethiol.	2007-04-24	17375937
Intraluminal intestinal administration of oxygenated perfluorocarbon improves acid-base and cardiopulmonary parameters after acute mesenteric ischemia. An experimental study in rabbits.	2007	17387561
Efficacy of electrocautery in different media: air, perfluorodecalin, glycerine, glycine, and electrolyte solution.	2006-12	17243892
Effects of perfluorochemical evaporative properties on oxygenation during partial liquid ventilation.	2006-12	17168983
Effect of viscosity on instilled perfluorocarbon distribution in rabbit lungs.	2006-12	17154686
Solubilization of various fluorocarbons in a fluorinated surfactant/water system: relation with the design of porous materials.	2006-11-23	17107210
Reactions of cyclopropyl aryl ketones with alpha-ketoacetic acids catalyzed by C8F17SO3H in fluorous phase.	2006-11-21	17312968
European Academy of Paediatrics, Barcelona, Spain, October 7-10, 2006. Abstracts.	2006-11	17242961
Pancreas storage in oxygenated perfluorodecalin does not restore post-transplant function of isolated pig islets pre-damaged by warm ischemia.	2006-09	16925671
Cloud point curve of nonionic surfactant related to the structures of mesoporous materials.	2006-08-15	16677667
[Effect of perfluorodecalin, carbogal, and perfluoromethyldecalin on growth and ice-forming activity of bacteria].	2006-07-29	16871804
Fluidization of a dipalmitoyl phosphatidylcholine monolayer by fluorocarbon gases: potential use in lung surfactant therapy.	2006-05-01	16500985
Polymeric nano/microcapsules of liquid perfluorocarbons for ultrasonic imaging: physical characterization.	2006-04-25	16618193
Influence of the solvent environment on the contact mechanics of tip-sample interactions in friction force microscopy of poly(ethylene terephthalate) films.	2006-04-25	16618162
Remediation of elemental mercury using in situ thermal desorption (ISTD).	2006-04-01	16646478
Enhancing the photodynamic effect of hypericin in human bladder transitional cell carcinoma spheroids by the use of the oxygen carrier, perfluorodecalin.	2006-03	16465384
Photoablation of inner limiting membrane and inner retinal layers using the Erbium:YAG-laser: an in vitro study.	2006-01	16283631
[Ultrastructure of optic nerve fibers in rabbits after intravitreal infusion of perfluoroorganic compounds].	2006	17111657
Expiratory flow limitation during gravitational drainage of perfluorocarbons from liquid-filled lungs.	2005-12-13	16340370
Explaining the phase behaviour of the pharmaceutically relevant polymers poly(ethylene glycol) and poly(vinyl pyrrolidone) in semi-fluorinated liquids.	2005-08	16102252
Corneal toxicity and inflammation secondary to retained perfluorodecalin.	2005-08	16086960
Small-angle neutron scattering study of temperature-induced emulsion gelation: the role of sticky microgel particles.	2005-07-19	16008382
Microbial growth in various perfluorocarbon liquids.	2005-06-17	15957486
Aging mechanisms of perfluorocarbon emulsions using image analysis.	2005-06-01	15848420
Visualization of residual perfluorocarbon liquid using intravitreal triamcinolone acetonide.	2005-03-29	15792323
Self-assembly of the perfluoroalkyl-alkane F14H20 in ultrathin films.	2005-03-15	15752020
Comparison of electrically evoked cortical potential thresholds generated with subretinal or suprachoroidal placement of a microelectrode array in the rabbit.	2005-03	15876654
In vitro effect of silicone oil and liquid perfluorocarbons on platelet aggregation.	2005-01-11	15638106
Prolongation of the intestinal viability using oxygenated perfluorocarbon in an experimental model of acute intestinal ischemia.	2004-12	15531200
Risk factors for retention of subretinal perfluorocarbon liquid in vitreoretinal surgery.	2004-10	15492629
[Intensification of microbial degradation of crude oil and oil products in the presence of perfluorodecalin].	2004-07-31	15283335
Antifungal activity of intraocularly used liquids against Aspergillus.	2003-10-09	15334013
[Effect of perfluoroorganic compounds on growth of streptomycetes and biosynthesis of antibiotic daunorubicin].	2003	15176096

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Other

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:51:49 GMT 2025` Edited by `admin` on `Mon Mar 31 17:51:49 GMT 2025`
Record UNII	54A06VV62N
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PERFLUNAFENE

Official Name

English

PERFLUORODECALIN

Preferred Name

English

PERFLUNAFENE [MART.]

Common Name

English

PERFTORAN COMPONENT PERFLUORODECALIN

Brand Name

English

NSC-97066

Code

English

FLUOSOL DA PERFLUORODECALIN

Common Name

English

perflunafene [INN]

Common Name

English

Perflunafene [WHO-DD]

Common Name

English

ACRI-DECA

Brand Name

English

FLUOSOL DA PERFLUORODECALIN [MI]

Common Name

English

OCTADECAFLUORODECAHYDRONAPHTHALENE

Systematic Name

English

PERFLUORODECALIN [VANDF]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C314