Details
Stereochemistry | ACHIRAL |
Molecular Formula | C6H15NO3 |
Molecular Weight | 149.1882 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OCCN(CCO)CCO
InChI
InChIKey=GSEJCLTVZPLZKY-UHFFFAOYSA-N
InChI=1S/C6H15NO3/c8-4-1-7(2-5-9)3-6-10/h8-10H,1-6H2
Molecular Formula | C6H15NO3 |
Molecular Weight | 149.1882 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://dailymed.nlm.nih.gov/dailymed/search.cfm?labeltype=all&query=TROLAMINE&audience=professional;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
Sources: https://dailymed.nlm.nih.gov/dailymed/search.cfm?labeltype=all&query=TROLAMINE&audience=professional;
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
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Inactive ingredient | Volu-Firm Approved UseUnknown |
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Palliative | CERUMENEX Approved UseFor 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 Date1958 |
Doses
Dose | Population | Adverse 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 Health Status: unhealthy Age Group: 21.6–84.9 Sex: M+F Sources: |
Disc. AE: Application site erythema... AEs leading to discontinuation/dose reduction: Application site erythema (6.7%) Sources: |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
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 Health Status: unhealthy Age Group: 21.6–84.9 Sex: M+F Sources: |
PubMed
Title | Date | PubMed |
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Fluorescent derivatization of nitrite ions with 2,3-diaminonaphthalene utilizing a pH gradient in a Y-shaped microchannel. | 2001 Apr |
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Analysis of illicit amphetamine seizures by capillary zone electrophoresis. | 2002 Dec 6 |
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Quantitation of nicotine in tobacco products by capillary electrophoresis. | 2002 Jan-Feb |
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Synthesis and characterization of mesoporous indium tin oxide possessing an electronically conductive framework. | 2002 Jul 24 |
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Amines compounds as inhibitors of PCDD/Fs de novo formation on sintering process fly ash. | 2002 Jun 15 |
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Photobleaching of a solid photochromic medium by a Gaussian laser beam. | 2002 May 20 |
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Assessing changes in Cd phytoavailability to tomato in amended calcareous soils. | 2002 Oct |
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Sustaining pattern of phenformin hydrochloride using various polymers and waxes. | 2002 Sep-Oct |
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Carcinostatic, protective, and adaptive activities of tris-(2-hydroxyethyl)ammonium salts of arylheteroacetic acids. | 2002 Sep-Oct |
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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 |
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Aspartic proteinase napsin is a useful marker for diagnosis of primary lung adenocarcinoma. | 2003 Apr 22 |
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Enantiomeric separation of TAPP, H-Tyr-(D)Ala-Phe-Phe-NH(2), by capillary electrophoresis using 18-crown-6-tetracarboxylic acid as a chiral selector. | 2003 Aug 15 |
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The use of complexation with alkanolamines to facilitate skin permeation of mefenamic acid. | 2003 Aug 27 |
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Patch testing with the irritant sodium lauryl sulfate (SLS) is useful in interpreting weak reactions to contact allergens as allergic or irritant. | 2003 Feb |
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Expression and function of bradykinin receptors in microglia. | 2003 Feb 21 |
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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 |
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Equilibria of mononuclear oxomolybdenum(VI) complexes of triethanolamine. A multinuclear dynamic magnetic resonance study of structure and exchange mechanisms. | 2003 Jul |
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A novel two-pore domain K+ channel, TRESK, is localized in the spinal cord. | 2003 Jul 25 |
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Photovoltaic properties of self-assembled monolayers of porphyrins and porphyrin-fullerene dyads on ITO and gold surfaces. | 2003 Jul 30 |
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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 |
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Preliminary assessment of alginic acid as a factor buffering triethanolamine interacting with artificial skin sebum. | 2003 Mar |
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Synthesis of uniform anatase TiO2 nanoparticles by gel-sol method. 4. Shape control. | 2003 Mar 1 |
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Synthesis of uniform anatase TiO2 nanoparticles by gel-sol method. 3. Formation process and size control. | 2003 Mar 1 |
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Substantial increase of the ordering temperature for [MnII/MoIII(CN)7]-based magnets as a function of the 3d ion site geometry: example of two supramolecular materials with Tc = 75 and 106 K. | 2003 Mar 10 |
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Identification of selenium species in urine by ion-pairing HPLC-ICP-MS using laboratory-synthesized standards. | 2003 Oct |
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Direct and fast capillary zone electrophoretic method for the determination of Gleevec and its main metabolite in human urine. | 2003 Sep 5 |
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Carbopols as factors buffering triethanolamine interacting with artificial skin sebum. | 2004 |
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Effect of some anionic polymers on pH of triethanolamine aqueous solutions. | 2004 |
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Determination of alkanolamines in cattails (Typha latifolia) utilizing electrospray ionization with selected reaction monitoring and ion-exchange chromatography. | 2004 |
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Phase III randomized trial of Calendula officinalis compared with trolamine for the prevention of acute dermatitis during irradiation for breast cancer. | 2004 Apr 15 |
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Analysis of Tamm-Horsfall protein by high-performance liquid chromatography with native fluorescence. | 2004 Feb 20 |
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On-line collection/concentration and detection of sulfur dioxide in air by flow-injection spectrophotometry coupled with a chromatomembrane cell. | 2004 Jan |
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Evaluation of method of preparation of passive diffusion tubes for measurement of ambient nitrogen dioxide. | 2004 Jan |
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Rheological characterization of topical carbomer gels neutralized to different pH. | 2004 Jul |
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Lactic acid production with lactate dehydrogenase using the visible light sensitization of zinc porphyrin. | 2004 Jul |
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Integrative analysis of the mitochondrial proteome in yeast. | 2004 Jun |
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Evaluation of the potential of triethanolamine to alter hepatic choline levels in female B6C3F1 mice. | 2004 Jun |
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Cubic phase prepared in an anionic/amphoteric surfactant/oleic acid/decane/water system and the relationship with the neighboring phase. | 2004 Mar 30 |
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[Contact sensitization to pharmaceutic aids in dermatologic cosmetic and external use preparations]. | 2004 May |
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NTP toxicology and carcinogenesis studies of triethanolamine (Cas No. 102-71-6) in B6C3F1 mice (dermal studies). | 2004 May |
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Use of horseradish peroxidase for gene-directed enzyme prodrug therapy with paracetamol. | 2004 May 4 |
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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 |
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Patch test results with the metalworking fluid series of the German Contact Dermatitis Research Group (DKG). | 2004 Sep |
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Determination of diethanolamine or N-methyldiethanolamine in high ammonium concentration matrices by capillary electrophoresis with indirect UV detection: application to the analysis of refinery process waters. | 2004 Sep |
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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 |
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Photopolymerization of poly(ethylene glycol) diacrylate on eosin-functionalized surfaces. | 2004 Sep 28 |
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Photosensitized hydrogen evolution from water using conjugated polymers wrapped in dendrimeric electrolytes. | 2004 Sep 29 |
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Ion chromatographic analysis of amines, alkanolamines, and associated anions in concrete. | 2005 Mar |
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Photoreduction behavior of cytochrome c by zinc porphyrin in lipid media. | 2005 May 13 |
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Effect of cationic micellar aggregates on the kinetics of oxidation of aminoalcohols by N-bromosuccinimide in alkaline medium. | 2005 May 15 |
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)
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/?term=15850295
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
Edited
Mon Mar 31 18:17:35 GMT 2025
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on
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Record UNII |
9O3K93S3TK
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Record Status |
Validated (UNII)
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D03AX12
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EPA PESTICIDE CODE |
4208
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2768
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CHEMBL446061
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m11100
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TRIETHANOLAMINE
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C45678
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