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
DescriptionCurator'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
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 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
| 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 n = 15 Health Status: unhealthy Condition: Wound Age Group: 21.6–84.9 Sex: M+F Population Size: 15 Sources: |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Physicochemical determinants of linear alkylbenzene sulfonate (LAS) disposition in skin exposed to aqueous cutting fluid mixtures. | 2002 Jun |
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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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| A comparative study between catalase gene therapy and the cardioprotector monohydroxyethylrutoside (MonoHER) in protecting against doxorubicin-induced cardiotoxicity in vitro. | 2003 Dec 1 |
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| Dynamic localization of SPE-9 in sperm: a protein required for sperm-oocyte interactions in Caenorhabditis elegans. | 2003 Dec 3 |
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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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| 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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| 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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| Modification and validation of the pyromellitic acid electrolyte for the capillary electrophoretic determination of anions. | 2003 May 2 |
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| Qualitative determination of false-positive effects in the acetylcholinesterase assay using thin layer chromatography. | 2003 May-Jun |
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| The effect of pH and triethanolamine on sulfisoxazole complexation with hydroxypropyl-beta-cyclodextrin. | 2003 Nov |
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| Reactivity with Tris(hydroxymethyl)aminomethane confounds immunodetection of acrolein-adducted proteins. | 2003 Oct |
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| Molecular energy and electron transfer assemblies made of self-organized lipid-porphyrin bilayer vesicles. | 2003 Oct 6 |
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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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| Effect of some anionic polymers on pH of triethanolamine aqueous solutions. | 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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| Synthesis, structure and magnetism of new single molecule magnets composed of MnII2MnIII2 alkoxo-carboxylate bridged clusters capped by triethanolamine ligands. | 2004 Apr 7 |
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| [The problem and improvement of colorimetric method for determination of sulfite in foods containing sulfur compounds]. | 2004 Dec |
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| Complete charge pooling is prevented in viologen-based dendrimers by self-protection. | 2004 Dec 3 |
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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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| Mechanical and water barrier properties of glutenin films influenced by storage time. | 2004 Jan 14 |
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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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| Triethanolamine zinc phosphite, (C6H13NO3)Zn2(HPO3): a templated network or a network of clusters? | 2004 Jul 26 |
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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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| Alternative approach to enhancing cation selectivity in ion chromatography. | 2004 Jun 11 |
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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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| Use of horseradish peroxidase for gene-directed enzyme prodrug therapy with paracetamol. | 2004 May 4 |
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| Titanatranes derailed: static and dynamic triethanolamine slippage induced by polyphenoxide chelation. | 2004 Nov 1 |
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| A high-nuclearity "Celtic-ring" isopolyoxotungstate, [H12W36O120]12-, that captures trace potassium ions. | 2004 Nov 3 |
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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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| Determination of volatile corrosion inhibitors by capillary electrophoresis. | 2004 Oct 8 |
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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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| Photosensitized hydrogen evolution from water using conjugated polymers wrapped in dendrimeric electrolytes. | 2004 Sep 29 |
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| Co phytoavailability for tomato in amended calcareous soils. | 2005 Apr |
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| Frequent loss of RUNX3 gene expression in remnant stomach cancer and adjacent mucosa with special reference to topography. | 2005 Feb 14 |
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| New structural motifs in manganese single-molecule magnetism from the use of triethanolamine ligands. | 2005 Jan 28 |
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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 |
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)
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D03AX12
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EPA PESTICIDE CODE |
4208
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TRIETHANOLAMINE
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C45678
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DB13747
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100000079034
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893
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