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Details

Stereochemistry ACHIRAL
Molecular Formula C18H36O2.C6H15NO3
Molecular Weight 433.6664
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TROLAMINE STEARATE

SMILES

CCCCCCCCCCCCCCCCCC(=O)O.C(CO)N(CCO)CCO

InChI

InChIKey=ZHALDANPYXAMJF-UHFFFAOYSA-N
InChI=1S/C18H36O2.C6H15NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20;8-4-1-7(2-5-9)3-6-10/h2-17H2,1H3,(H,19,20);8-10H,1-6H2

HIDE SMILES / InChI

Molecular Formula C18H36O2
Molecular Weight 284.4779
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C6H15NO3
Molecular Weight 149.1884
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 using several sources including: http://www.accessdata.fda.gov/drugsatfda_docs/label/2002/11340s16lbl.pdf; https://www.ons.org/intervention/trolamine-biafine®; https://www.ncbi.nlm.nih.gov/pubmed/?term=15084618; https://clinicaltrials.gov/ct2/show/NCT02729324; http://www.ncbi.nlm.nih.gov/pubmed/18441842

Trolamine, an organic compound, is the salt formed between triethanolamine and salicylic acid. It is widely used as a topical analgesic. 10% trolamine salicylate medical products sold over-the-counter such as are creams for temporarily relief of minor aches and pains of muscles and joints associated with arthritis, simple backache, lumbago, neuralgia, strains, bruises, and sprains. The FDA approved in 1958 otic solution drops containing triethanolamine polypeptide used in the ear to break down and loosen earwax was discontinued. Trolamine can enhance skin healing by recruiting macrophages and modifying the concentrations of various immunomodulators. Trolamine (Biafine; Genmedix Ltd, France) is commonly prescribed at the beginning of radiotherapy for preventing acute radiation-induced skin toxicity in China. Biafine has been studied in radiodermatitis and Phase 2 clinical trial has been initiated in 2016 by Sun Yat-sen University to establish the efficacy of trolamine (Biafine) for the management of radiation dermatitis in patients with nasopharyngeal carcinoma receiving IMRT.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
Volu-Firm

Approved Use

Unknown
Palliative
CERUMENEX

Approved Use

For removal of impacted cerumen prior to ear examination, otologic therapy and/or audiometry. CERUMENEX Eardrops should be used only with caution in external otitis.

Launch Date

-3.63571184E11
Doses

Doses

DosePopulationAdverse events​
5.38 mg 2 times / day multiple, topical
Studied dose
Dose: 5.38 mg, 2 times / day
Route: topical
Route: multiple
Dose: 5.38 mg, 2 times / day
Sources:
unhealthy, 21.6–84.9
n = 15
Health Status: unhealthy
Condition: Wound
Age Group: 21.6–84.9
Sex: M+F
Population Size: 15
Sources:
Disc. AE: Application site erythema...
AEs leading to
discontinuation/dose reduction:
Application site erythema (6.7%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Application site erythema 6.7%
Disc. AE
5.38 mg 2 times / day multiple, topical
Studied dose
Dose: 5.38 mg, 2 times / day
Route: topical
Route: multiple
Dose: 5.38 mg, 2 times / day
Sources:
unhealthy, 21.6–84.9
n = 15
Health Status: unhealthy
Condition: Wound
Age Group: 21.6–84.9
Sex: M+F
Population Size: 15
Sources:
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
In situ hybridization: use of 35S-labeled probes on paraffin tissue sections.
2001 Apr
Bis(triethanolamine)cadmium(II) and -mercury(II) saccharinates: seven-coordinate complexes containing both tri- and tetradentate triethanolamine ligands.
2001 Dec
Dioxins from thermal and metallurgical processes: recent studies for the iron and steel industry.
2001 Feb-Mar
Allergic contact dermatitis from triethanolamine in a sunscreen.
2001 Jan
Extraction and separation of cationic surfactants from river sediments: application to a spectrophotometric determination of cationic surfactant in an aquatic environment using membrane filters.
2001 Nov
Application of membrane filters for spectrophotometric determination of cationic surfactants in river water and sediment.
2001 Nov-Dec
Chiral analysis of methylphenidate and dextromoramide by capillary electrophoresis.
2001 Sep 15
Use of ferric chloride to identify salicylate-containing poisons.
2002
Effect of vehicles and penetration enhancers on the in vitro percutaneous absorption of tenoxicam through hairless mouse skin.
2002 Apr 2
Molecular changes in the expression of human colonic nutrient transporters during the transition from normality to malignancy.
2002 Apr 22
Synthesis and characterization of mesoporous indium tin oxide possessing an electronically conductive framework.
2002 Jul 24
Physicochemical determinants of linear alkylbenzene sulfonate (LAS) disposition in skin exposed to aqueous cutting fluid mixtures.
2002 Jun
Amines compounds as inhibitors of PCDD/Fs de novo formation on sintering process fly ash.
2002 Jun 15
Photobleaching of a solid photochromic medium by a Gaussian laser beam.
2002 May 20
The enhancing effect of a triethanolamine-ethanol-isopropyl myristate mixed system on the skin permeation of acidic drugs.
2002 Oct
Assessing changes in Cd phytoavailability to tomato in amended calcareous soils.
2002 Oct
Physiological function of the maltose operon regulator, MalR, in Lactococcus lactis.
2002 Sep 25
Carcinostatic, protective, and adaptive activities of tris-(2-hydroxyethyl)ammonium salts of arylheteroacetic acids.
2002 Sep-Oct
Coordination and fluorescence of the intracellular Zn2+ probe [2-methyl-8-(4-toluenesulfonamido)-6-quinolyloxy]acetic acid (Zinquin A) in ternary Zn2+ complexes.
2003 Apr 2
Aspartic proteinase napsin is a useful marker for diagnosis of primary lung adenocarcinoma.
2003 Apr 22
The use of complexation with alkanolamines to facilitate skin permeation of mefenamic acid.
2003 Aug 27
A comparative study between catalase gene therapy and the cardioprotector monohydroxyethylrutoside (MonoHER) in protecting against doxorubicin-induced cardiotoxicity in vitro.
2003 Dec 1
Patch testing with the irritant sodium lauryl sulfate (SLS) is useful in interpreting weak reactions to contact allergens as allergic or irritant.
2003 Feb
Correlation between pK(a) and reactivity of quinuclidine-based catalysts in the Baylis-Hillman reaction: discovery of quinuclidine as optimum catalyst leading to substantial enhancement of scope.
2003 Feb 7
Photovoltaic properties of self-assembled monolayers of porphyrins and porphyrin-fullerene dyads on ITO and gold surfaces.
2003 Jul 30
Capillary electrophoresis determinations of trace concentrations of inorganic ions in large excess of chloride: soft modelling using artificial neural networks for optimisation of electrolyte composition.
2003 Jun
Synthesis of uniform anatase TiO2 nanoparticles by gel-sol method. 4. Shape control.
2003 Mar 1
Qualitative determination of false-positive effects in the acetylcholinesterase assay using thin layer chromatography.
2003 May-Jun
Extracting material parameters from x-ray attenuation: a CT feasibility study using kilovoltage synchrotron x-rays incident upon low atomic number absorbers.
2003 Oct 21
Molecular energy and electron transfer assemblies made of self-organized lipid-porphyrin bilayer vesicles.
2003 Oct 6
Carbopols as factors buffering triethanolamine interacting with artificial skin sebum.
2004
[The problem and improvement of colorimetric method for determination of sulfite in foods containing sulfur compounds].
2004 Dec
Evaluation of method of preparation of passive diffusion tubes for measurement of ambient nitrogen dioxide.
2004 Jan
Lactic acid production with lactate dehydrogenase using the visible light sensitization of zinc porphyrin.
2004 Jul
Cubic phase prepared in an anionic/amphoteric surfactant/oleic acid/decane/water system and the relationship with the neighboring phase.
2004 Mar 30
[Contact sensitization to pharmaceutic aids in dermatologic cosmetic and external use preparations].
2004 May
A high-nuclearity "Celtic-ring" isopolyoxotungstate, [H12W36O120]12-, that captures trace potassium ions.
2004 Nov 3
Efficient photocurrent generation by self-assembled monolayers composed of 3 10-helical peptides carrying linearly spaced naphthyl groups at the side chains.
2004 Oct 13
Functionalized metal oxide clusters: synthesis, characterization, crystal structures, and magnetic properties of a novel series of fully reduced heteropolyoxovanadium cationic clusters decorated with organic ligands--[MVIV6O6[(OCH2CH2)2N(CH2CH2OH)]6]X (M = Li, X = Cl x LiCl; M = Na, X = Cl x H2O; M = Mg, X = 2Br x H2O; M = Mn, Fe, X = 2Cl; M = Co, Ni, X = 2Cl x H2O).
2004 Sep 20
Photosensitized hydrogen evolution from water using conjugated polymers wrapped in dendrimeric electrolytes.
2004 Sep 29
Frequent loss of RUNX3 gene expression in remnant stomach cancer and adjacent mucosa with special reference to topography.
2005 Feb 14
Polycationic dendrimers interact with RNA molecules: polyamine dendrimers inhibit the catalytic activity of Candida ribozymes.
2005 Jan 21
Generation of human antibody fragments against Streptococcus mutans using a phage display chain shuffling approach.
2005 Jan 25
Ion chromatographic analysis of amines, alkanolamines, and associated anions in concrete.
2005 Mar
A factor analysis for complex systems containing nimesulide.
2005 Mar
Photoreduction behavior of cytochrome c by zinc porphyrin in lipid media.
2005 May 13
Effect of cationic micellar aggregates on the kinetics of oxidation of aminoalcohols by N-bromosuccinimide in alkaline medium.
2005 May 15
Patents

Sample Use Guides

Fill ear canal with ear drops of 10% triethanolamine Polypeptide Oleate-Condensate with the patient’s head tilted at a 45° angle. Insert cotton plug and allow to remain 15-30 minutes. Then gently flush with lukewarm water, using a soft rubber syringe (avoid excessive pressure). Exposure of skin outside the ear to the drug should be avoided. The procedure may be repeated if the first application fails to clear the impaction.
Route of Administration: Otic (auricular)
Penetration of triethanolamine into artificial skin sebum and its uplift were measured using 0.1 M aqueous triethanolamine solution.
Substance Class Chemical
Created
by admin
on Fri Jun 25 22:51:21 UTC 2021
Edited
by admin
on Fri Jun 25 22:51:21 UTC 2021
Record UNII
1J6JM3JE61
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TROLAMINE STEARATE
Common Name English
TRIETHANOLAMINE STEARATE
VANDF  
Systematic Name English
TEA-STEARATE
INCI  
INCI  
Official Name English
TRIETHANOLAMINE STEARATE [VANDF]
Common Name English
TEA STEARATE
Common Name English
TEA-STEARATE [INCI]
Common Name English
Code System Code Type Description
EPA CompTox
4568-28-9
Created by admin on Fri Jun 25 22:51:21 UTC 2021 , Edited by admin on Fri Jun 25 22:51:21 UTC 2021
PRIMARY
MESH
C015555
Created by admin on Fri Jun 25 22:51:21 UTC 2021 , Edited by admin on Fri Jun 25 22:51:21 UTC 2021
PRIMARY
ECHA (EC/EINECS)
224-945-5
Created by admin on Fri Jun 25 22:51:21 UTC 2021 , Edited by admin on Fri Jun 25 22:51:21 UTC 2021
PRIMARY
CAS
4568-28-9
Created by admin on Fri Jun 25 22:51:21 UTC 2021 , Edited by admin on Fri Jun 25 22:51:21 UTC 2021
PRIMARY
PUBCHEM
20701
Created by admin on Fri Jun 25 22:51:21 UTC 2021 , Edited by admin on Fri Jun 25 22:51:21 UTC 2021
PRIMARY
FDA UNII
1J6JM3JE61
Created by admin on Fri Jun 25 22:51:21 UTC 2021 , Edited by admin on Fri Jun 25 22:51:21 UTC 2021
PRIMARY
RXCUI
38625
Created by admin on Fri Jun 25 22:51:21 UTC 2021 , Edited by admin on Fri Jun 25 22:51:21 UTC 2021
PRIMARY
RXCUI
1314215
Created by admin on Fri Jun 25 22:51:21 UTC 2021 , Edited by admin on Fri Jun 25 22:51:21 UTC 2021
ALTERNATIVE
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY