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Details

Stereochemistry ACHIRAL
Molecular Formula C18H36O2.C6H15NO3
Molecular Weight 433.6654
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TROLAMINE STEARATE

SMILES

OCCN(CCO)CCO.CCCCCCCCCCCCCCCCCC(O)=O

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 C6H15NO3
Molecular Weight 149.1882
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C18H36O2
Molecular Weight 284.4772
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
One-step synthesis of a highly active, mesoporous, titanium-containing silica by using bifunctional templating.
2001 Apr 1
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
Effects of vaccination with several mycobacterial proteins and lipoproteins on Mycobacterium leprae infection of the mouse.
2001 Mar
Luminol chemiluminescence in unbuffered solutions with a cobalt(II)-ethanolamine complex immobilized on resin as catalyst and its application to analysis.
2001 Nov 1
Chiral analysis of methylphenidate and dextromoramide by capillary electrophoresis.
2001 Sep 15
Molecular changes in the expression of human colonic nutrient transporters during the transition from normality to malignancy.
2002 Apr 22
Analysis of illicit amphetamine seizures by capillary zone electrophoresis.
2002 Dec 6
Quantitation of nicotine in tobacco products by capillary electrophoresis.
2002 Jan-Feb
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
Photobleaching of a solid photochromic medium by a Gaussian laser beam.
2002 May 20
Performances and application of a passive sampling method for the simultaneous determination of nitrogen dioxide and sulfur dioxide in ambient air.
2002 Nov
The enhancing effect of a triethanolamine-ethanol-isopropyl myristate mixed system on the skin permeation of acidic drugs.
2002 Oct
Aspartic proteinase napsin is a useful marker for diagnosis of primary lung adenocarcinoma.
2003 Apr 22
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
A comparative study between catalase gene therapy and the cardioprotector monohydroxyethylrutoside (MonoHER) in protecting against doxorubicin-induced cardiotoxicity in vitro.
2003 Dec 1
Dynamic localization of SPE-9 in sperm: a protein required for sperm-oocyte interactions in Caenorhabditis elegans.
2003 Dec 3
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
Equilibria of mononuclear oxomolybdenum(VI) complexes of triethanolamine. A multinuclear dynamic magnetic resonance study of structure and exchange mechanisms.
2003 Jul
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
Modification and validation of the pyromellitic acid electrolyte for the capillary electrophoretic determination of anions.
2003 May 2
The effect of pH and triethanolamine on sulfisoxazole complexation with hydroxypropyl-beta-cyclodextrin.
2003 Nov
Reactivity with Tris(hydroxymethyl)aminomethane confounds immunodetection of acrolein-adducted proteins.
2003 Oct
Identification of selenium species in urine by ion-pairing HPLC-ICP-MS using laboratory-synthesized standards.
2003 Oct
Carbopols as factors buffering triethanolamine interacting with artificial skin sebum.
2004
Complete charge pooling is prevented in viologen-based dendrimers by self-protection.
2004 Dec 3
Mixture additives inhibit the dermal permeation of the fatty acid, ricinoleic acid.
2004 Feb 28
Physicochemical and crystallographic characterization of mefenamic acid complexes with alkanolamines.
2004 Jan
Mechanical and water barrier properties of glutenin films influenced by storage time.
2004 Jan 14
Lactic acid production with lactate dehydrogenase using the visible light sensitization of zinc porphyrin.
2004 Jul
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
Evaluation of the potential of triethanolamine to alter hepatic choline levels in female B6C3F1 mice.
2004 Jun
Alternative approach to enhancing cation selectivity in ion chromatography.
2004 Jun 11
Cubic phase prepared in an anionic/amphoteric surfactant/oleic acid/decane/water system and the relationship with the neighboring phase.
2004 Mar 30
Use of horseradish peroxidase for gene-directed enzyme prodrug therapy with paracetamol.
2004 May 4
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
Patch test results with the metalworking fluid series of the German Contact Dermatitis Research Group (DKG).
2004 Sep
Photopolymerization of poly(ethylene glycol) diacrylate on eosin-functionalized surfaces.
2004 Sep 28
Frequent loss of RUNX3 gene expression in remnant stomach cancer and adjacent mucosa with special reference to topography.
2005 Feb 14
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
Photoreduction behavior of cytochrome c by zinc porphyrin in lipid media.
2005 May 13
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 Dec 15 15:31:57 UTC 2023
Edited
by admin
on Fri Dec 15 15:31:57 UTC 2023
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
DTXSID9026219
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
PRIMARY
MESH
C015555
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
PRIMARY
ECHA (EC/EINECS)
224-945-5
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
PRIMARY
CAS
4568-28-9
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
PRIMARY
DAILYMED
1J6JM3JE61
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
PRIMARY
PUBCHEM
20701
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
PRIMARY
FDA UNII
1J6JM3JE61
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
PRIMARY
RXCUI
38625
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
PRIMARY
RXCUI
1314215
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
ALTERNATIVE
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY