Details
Stereochemistry | ACHIRAL |
Molecular Formula | C6H15NO3.ClH |
Molecular Weight | 185.649 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.OCCN(CCO)CCO
InChI
InChIKey=HHLJUSLZGFYWKW-UHFFFAOYSA-N
InChI=1S/C6H15NO3.ClH/c8-4-1-7(2-5-9)3-6-10;/h8-10H,1-6H2;1H
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 |
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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 |
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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 |
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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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Enantioselective separation of epoxides by capillary electrophoresis employing sulfated beta-cyclodextrin as chiral selector. | 2001 Apr |
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Bis(triethanolamine)cadmium(II) and -mercury(II) saccharinates: seven-coordinate complexes containing both tri- and tetradentate triethanolamine ligands. | 2001 Dec |
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Effects of vaccination with several mycobacterial proteins and lipoproteins on Mycobacterium leprae infection of the mouse. | 2001 Mar |
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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 |
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Luminol chemiluminescence in unbuffered solutions with a cobalt(II)-ethanolamine complex immobilized on resin as catalyst and its application to analysis. | 2001 Nov 1 |
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Application of membrane filters for spectrophotometric determination of cationic surfactants in river water and sediment. | 2001 Nov-Dec |
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Chiral analysis of methylphenidate and dextromoramide by capillary electrophoresis. | 2001 Sep 15 |
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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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Physicochemical determinants of linear alkylbenzene sulfonate (LAS) disposition in skin exposed to aqueous cutting fluid mixtures. | 2002 Jun |
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Performances and application of a passive sampling method for the simultaneous determination of nitrogen dioxide and sulfur dioxide in ambient air. | 2002 Nov |
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The enhancing effect of a triethanolamine-ethanol-isopropyl myristate mixed system on the skin permeation of acidic drugs. | 2002 Oct |
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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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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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Preliminary assessment of alginic acid as a factor buffering triethanolamine interacting with artificial skin sebum. | 2003 Mar |
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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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Reactivity with Tris(hydroxymethyl)aminomethane confounds immunodetection of acrolein-adducted proteins. | 2003 Oct |
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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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Effect of some anionic polymers on pH of triethanolamine aqueous solutions. | 2004 |
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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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Physicochemical and crystallographic characterization of mefenamic acid complexes with alkanolamines. | 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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Lactic acid production with lactate dehydrogenase using the visible light sensitization of zinc porphyrin. | 2004 Jul |
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Quantitation of biomarkers of exposure to nitrogen mustards in urine from rats dosed with nitrogen mustards and from an unexposed human population. | 2004 Jul-Aug |
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Integrative analysis of the mitochondrial proteome in yeast. | 2004 Jun |
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Alternative approach to enhancing cation selectivity in ion chromatography. | 2004 Jun 11 |
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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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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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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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Co phytoavailability for tomato in amended calcareous soils. | 2005 Apr |
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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 |
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.
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C009546
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R297UJ9QDY
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R297UJ9QDY
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101814
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m11100
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DTXSID1052321
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211-284-2
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637-39-8
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1368178
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132753
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PARENT (SALT/SOLVATE)
SUBSTANCE RECORD