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Details

Stereochemistry ACHIRAL
Molecular Formula C27H58N2O3.2FH
Molecular Weight 498.7737
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OLAFLUR

SMILES

F.F.CCCCCCCCCCCCCCCCCCN(CCO)CCCN(CCO)CCO

InChI

InChIKey=ZVVSSOQAYNYNPP-UHFFFAOYSA-N
InChI=1S/C27H58N2O3.2FH/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-28(22-25-30)20-18-21-29(23-26-31)24-27-32;;/h30-32H,2-27H2,1H3;2*1H

HIDE SMILES / InChI

Molecular Formula C27H58N2O3
Molecular Weight 458.761
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula FH
Molecular Weight 20.00634
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://www.drugs.com/international/olaflur.html | https://www.ncbi.nlm.nih.gov/pubmed/15528912 | https://clinicaltrials.gov/ct2/show/record/NCT00268138 | https://www.old.health.gov.il/units/pharmacy/trufot/alonim/4872.pdf

Olaflur (amine fluoride 297, trade name elmex gel) is a fluoride-containing substance that is an ingredient of toothpastes and solutions for the prevention of dental caries. Especially in combination with dectaflur, it is also used in the form of gels for the treatment of early stages of caries, sensitive teeth, and by dentists for the refluoridation of damaged tooth enamel. Olaflur is a salt consisting of an alkyl ammonium cation and fluoride as the counterion. With a long lipophilic hydrocarbon chain, the cation has surfactant properties. It forms a film layer on the surface of teeth, which facilitates incorporation of fluoride into the enamel. The top layers of the enamel's primary mineral, hydroxylapatite, are converted into the more robust fluorapatite. The fluoridation reaches only a depth of a few nanometres, which has raised doubts whether the mechanism really relies on the formation of fluorapatite.

CNS Activity

Originator

Sources: Helvetica Odontologica Acta (1962), 6, (1), 15-20.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
elmex

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Allergic contact cheilitis caused by olaflur in toothpaste.
2017-01
Cytotoxicity of organic surface coating agents used for nanoparticles synthesis and stability.
2015-06
Oleylamine as a beneficial agent for the synthesis of CoFe₂O₄ nanoparticles with potential biomedical uses.
2014-05-07
Sensitivity of human dental pulp cells to eighteen chemical agents used for endodontic treatments in dentistry.
2013-01
Successful extracorporeal life support after potentially fatal pulmonary oedema caused by inhalation of nitric and hydrofluoric acid fumes.
2007-10
Epidemiology of 377 patients with chemical burns in Guangdong province.
2004-09
An improved method for emergent decontamination of ocular and dermal hydrofluoric acid splashes.
2004-08
Patents

Patents

Sample Use Guides

toxicity in mice: LD50 = 888 mg/kg
Route of Administration: Intraperitoneal
Cytotoxicity study: it was explored the cytotoxicity of the coating agent, Oleylamine in two cell lines, human epidermal keratinocyte (HaCaT) and lung fibroblast (CRL-1490) cells, at surface coating agent concentrations of 3, 10, 30, and 100 μM. Two exposure time points, 2 h, and 24 h were employed for the study. Oleylamine, is highly toxic, leading to almost 100% cell death.
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:09:08 GMT 2025
Edited
by admin
on Mon Mar 31 18:09:08 GMT 2025
Record UNII
8NY9L8837D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SK&F-38095
Preferred Name English
OLAFLUR
INCI   INN   MART.   MI   USAN   WHO-DD  
INCI   USAN   INN  
Official Name English
Olaflur [WHO-DD]
Common Name English
ETHANOL, 2,2'-((3-((2-HYDROXYETHYL)OCTADECYLAMINO)PROPYL)IMINO)BIS-, DIHYDROFLUORIDE
Common Name English
olaflur [INN]
Common Name English
OLAFLUR [MI]
Common Name English
OLAFLUR [USAN]
Common Name English
SKF-38095
Code English
OLAFLUR [MART.]
Common Name English
2,2'-((3-((2-HYDROXYETHYL)OCTADECYLAMINO)PROPYL)IMINO)DIETHANOL DIHYDROFLUORIDE
Systematic Name English
OLAFUR
Common Name English
SK&F 38095
Code English
Classification Tree Code System Code
WHO-ATC A01AA03
Created by admin on Mon Mar 31 18:09:08 GMT 2025 , Edited by admin on Mon Mar 31 18:09:08 GMT 2025
WHO-VATC QA01AA03
Created by admin on Mon Mar 31 18:09:08 GMT 2025 , Edited by admin on Mon Mar 31 18:09:08 GMT 2025
Code System Code Type Description
MESH
C495399
Created by admin on Mon Mar 31 18:09:08 GMT 2025 , Edited by admin on Mon Mar 31 18:09:08 GMT 2025
PRIMARY
CAS
6818-37-7
Created by admin on Mon Mar 31 18:09:08 GMT 2025 , Edited by admin on Mon Mar 31 18:09:08 GMT 2025
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PUBCHEM
23257
Created by admin on Mon Mar 31 18:09:08 GMT 2025 , Edited by admin on Mon Mar 31 18:09:08 GMT 2025
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DRUG BANK
DB13290
Created by admin on Mon Mar 31 18:09:08 GMT 2025 , Edited by admin on Mon Mar 31 18:09:08 GMT 2025
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ECHA (EC/EINECS)
229-891-6
Created by admin on Mon Mar 31 18:09:08 GMT 2025 , Edited by admin on Mon Mar 31 18:09:08 GMT 2025
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FDA UNII
8NY9L8837D
Created by admin on Mon Mar 31 18:09:08 GMT 2025 , Edited by admin on Mon Mar 31 18:09:08 GMT 2025
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DRUG CENTRAL
4311
Created by admin on Mon Mar 31 18:09:08 GMT 2025 , Edited by admin on Mon Mar 31 18:09:08 GMT 2025
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EVMPD
SUB09425MIG
Created by admin on Mon Mar 31 18:09:08 GMT 2025 , Edited by admin on Mon Mar 31 18:09:08 GMT 2025
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ChEMBL
CHEMBL2110901
Created by admin on Mon Mar 31 18:09:08 GMT 2025 , Edited by admin on Mon Mar 31 18:09:08 GMT 2025
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SMS_ID
100000083292
Created by admin on Mon Mar 31 18:09:08 GMT 2025 , Edited by admin on Mon Mar 31 18:09:08 GMT 2025
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INN
3375
Created by admin on Mon Mar 31 18:09:08 GMT 2025 , Edited by admin on Mon Mar 31 18:09:08 GMT 2025
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MERCK INDEX
m8182
Created by admin on Mon Mar 31 18:09:08 GMT 2025 , Edited by admin on Mon Mar 31 18:09:08 GMT 2025
PRIMARY Merck Index
NCI_THESAURUS
C175173
Created by admin on Mon Mar 31 18:09:08 GMT 2025 , Edited by admin on Mon Mar 31 18:09:08 GMT 2025
PRIMARY
WIKIPEDIA
OLAFLUR
Created by admin on Mon Mar 31 18:09:08 GMT 2025 , Edited by admin on Mon Mar 31 18:09:08 GMT 2025
PRIMARY
EPA CompTox
DTXSID40987684
Created by admin on Mon Mar 31 18:09:08 GMT 2025 , Edited by admin on Mon Mar 31 18:09:08 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY