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Details

Stereochemistry ACHIRAL
Molecular Formula C27H58N2O3
Molecular Weight 458.761
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-STEARYL-N-(2-HYDROXYETHYL)-N',N'-BIS(2-HYDROXYETHYL)TRIMETHYLENEDIAMINE

SMILES

CCCCCCCCCCCCCCCCCCN(CCO)CCCN(CCO)CCO

InChI

InChIKey=KRZCNRGNPAESDC-UHFFFAOYSA-N
InChI=1S/C27H58N2O3/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

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

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 21:08:12 GMT 2025
Edited
by admin
on Mon Mar 31 21:08:12 GMT 2025
Record UNII
WN32HT51LP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N-STEARYL-N-(2-HYDROXYETHYL)-N',N'-BIS(2-HYDROXYETHYL)TRIMETHYLENEDIAMINE
Systematic Name English
N-OCTADECYL-N,N',N'-TRIS(2-HYDROXYETHYL)-1,3-TRIMETHYLENEDIAMINE
Preferred Name English
ETHANOL, 2,2'-((3-((2-HYDROXYETHYL)OCTADECYLAMINO)PROPYL)IMINO)DI-
Systematic Name English
ETHANOL, 2,2'-((3-((2-HYDROXYETHYL)OCTADECYLAMINO)PROPYL)IMINO)BIS-
Systematic Name English
OLAFLUR BASE
Common Name English
Code System Code Type Description
FDA UNII
WN32HT51LP
Created by admin on Mon Mar 31 21:08:12 GMT 2025 , Edited by admin on Mon Mar 31 21:08:12 GMT 2025
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EPA CompTox
DTXSID40938838
Created by admin on Mon Mar 31 21:08:12 GMT 2025 , Edited by admin on Mon Mar 31 21:08:12 GMT 2025
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PUBCHEM
23258
Created by admin on Mon Mar 31 21:08:12 GMT 2025 , Edited by admin on Mon Mar 31 21:08:12 GMT 2025
PRIMARY
CAS
17671-49-7
Created by admin on Mon Mar 31 21:08:12 GMT 2025 , Edited by admin on Mon Mar 31 21:08:12 GMT 2025
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