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Details

Stereochemistry ACHIRAL
Molecular Formula C14H17F13
Molecular Weight 432.264
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Perfluorohexyloctane

SMILES

CCCCCCCCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F

InChI

InChIKey=WRYIIOKOQSICTB-UHFFFAOYSA-N
InChI=1S/C14H17F13/c1-2-3-4-5-6-7-8-9(15,16)10(17,18)11(19,20)12(21,22)13(23,24)14(25,26)27/h2-8H2,1H3

HIDE SMILES / InChI

Molecular Formula C14H17F13
Molecular Weight 432.264
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Perfluorohexyloctane (NOV03, MIEBO), a semifluorinated alkane, is the first drug developed to treat dry eye disease (DED) associated with Meibomian gland dysfunction in a highly effective way. Perfluorohexyloctane is an investigational, proprietary, water-free, non-steroidal, single-component preservative-free eye drop. Perfluorohexyloctane prevents excessive tear evaporation and has the ability to restore tear film balance. The investigational drug has a unique mode of action: it stabilizes the lipid layer for hours to protect the tear film and has the ability to penetrate the Meibomian glands. Perfluorohexyloctane contains 6 perfluorinated carbon atoms and 8 hydrogenated carbon atoms. Perfluorohexyloctane forms a monolayer at the air-liquid interface of the tear film which can be expected to reduce evaporation. The exact mechanism of action for perfluorohexyloctane in DED is not known.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
MIEBO

Approved Use

MIEBO (perfluorohexyloctane ophthalmic solution) is a semifluorinated alkane indicated for treatment of the signs and symptoms of dry eye disease.

Launch Date

2023
PubMed

PubMed

TitleDatePubMed
Influence of Perfluorohexyloctane Eye Drops on Tear Film Thickness in Patients with Mild to Moderate Dry Eye Disease: A Randomized Controlled Clinical Trial.
2020 Apr
Interactions of Perfluorohexyloctane With Polyethylene and Polypropylene Pharmaceutical Packaging Materials.
2020 Jul
VEGF Trap(R1R2) Suspended in the Semifluorinated Alkane F6H8 Inhibits Inflammatory Corneal Hem- and Lymphangiogenesis.
2020 Oct
Perfluorohexyloctane Eye Drops for Dry Eye Disease Associated With Meibomian Gland Dysfunction in Chinese Patients: A Randomized Clinical Trial.
2023 Apr 1
Patents

Sample Use Guides

https://www.accessdata.fda.gov/drugsatfda_docs/label/2023/216675s000lbl.pdf
Route of Administration: Topical
In Vitro Use Guide
PBMC were incubated in PBS with either F6H8-Pluronic, F6H8-lecithin, or the pure surfactant stock solutions (Pluronic or lecithin alone) at various concentrations. The original F6H8-emulsions (containing 40 wt.% F6H8) were diluted 1:10, 1:100, 1:1,000, and 1:10,000 in order to yield the organic phase end concentrations used in the experiments of 4%, 0.4%, 0.04%, and 0.004%, respectively.
Substance Class Chemical
Created
by admin
on Tue Apr 01 21:52:04 GMT 2025
Edited
by admin
on Tue Apr 01 21:52:04 GMT 2025
Record UNII
7VYX4ELWQM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Perfluorohexyloctane
INN   USAN  
Official Name English
MIEBO
Preferred Name English
perfluorohexyloctane [INN]
Common Name English
1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorotetradecane
Systematic Name English
PERFLUOROHEXYLOCTANE [USAN]
Common Name English
Perfluorohexyloctane [WHO-DD]
Common Name English
Tetradecane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoro-
Systematic Name English
NOV03
Code English
NOV-03
Code English
1-(Perfluorohexyl)octane
Systematic Name English
Code System Code Type Description
NCI_THESAURUS
C199090
Created by admin on Tue Apr 01 21:52:04 GMT 2025 , Edited by admin on Tue Apr 01 21:52:04 GMT 2025
PRIMARY
CAS
133331-77-8
Created by admin on Tue Apr 01 21:52:04 GMT 2025 , Edited by admin on Tue Apr 01 21:52:04 GMT 2025
PRIMARY
EVMPD
SUB193969
Created by admin on Tue Apr 01 21:52:04 GMT 2025 , Edited by admin on Tue Apr 01 21:52:04 GMT 2025
PRIMARY
DAILYMED
7VYX4ELWQM
Created by admin on Tue Apr 01 21:52:04 GMT 2025 , Edited by admin on Tue Apr 01 21:52:04 GMT 2025
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SMS_ID
100000178314
Created by admin on Tue Apr 01 21:52:04 GMT 2025 , Edited by admin on Tue Apr 01 21:52:04 GMT 2025
PRIMARY
USAN
KL-174
Created by admin on Tue Apr 01 21:52:04 GMT 2025 , Edited by admin on Tue Apr 01 21:52:04 GMT 2025
PRIMARY
PUBCHEM
10477896
Created by admin on Tue Apr 01 21:52:04 GMT 2025 , Edited by admin on Tue Apr 01 21:52:04 GMT 2025
PRIMARY
EPA CompTox
DTXSID20440585
Created by admin on Tue Apr 01 21:52:04 GMT 2025 , Edited by admin on Tue Apr 01 21:52:04 GMT 2025
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INN
12751
Created by admin on Tue Apr 01 21:52:04 GMT 2025 , Edited by admin on Tue Apr 01 21:52:04 GMT 2025
PRIMARY
FDA UNII
7VYX4ELWQM
Created by admin on Tue Apr 01 21:52:04 GMT 2025 , Edited by admin on Tue Apr 01 21:52:04 GMT 2025
PRIMARY